BossGroup

 

 

 

 

 

Publicações

2015

1.

de Souza, Rodrigo OMA ; Miranda, L. S. M. . Improving the Toolbox of Bioreductions by the Use of Continuous Flow Systems. Journal of the Brazilian Chemical Society (Impresso), p. asap-asap, 2015.


2.

FRICKS, A. ; Souza, Rodrigo O. M. A. ; GONÇALVES, Karen M. ; CORDEIRO, YRAIMA . Stability and structural changes of horseradish peroxidase: Microwave versus conventional heating treatment. Enzyme and Microbial Technology, v. 69, p. 10-18, 2015.

Abstract:
Effects of conventional heating (CH) and microwave (MW) on the structure and activity of horseradish peroxidase (HRP) in buffer solution were studied. CH incubation between 30 and 45 °C increased activity of HRP, reaching 170% of residual activity (RA) after 4–6 h at 45 °C. CH treatment at 50 and 60 °C caused HRP inactivation: RA was 5.7 and 16.7% after 12 h, respectively. Secondary and tertiary HRP structural changes were analyzed by circular dichroism (CD) and intrinsic fluorescence emission, respectively. Under CH, activation of the enzyme was attributed to conformational changes in secondary and tertiary structures. MW treatment had significant effects on the residual activity of HRP. MW treatment at 45 °C/30 W followed by CH treatment 45 °C regenerated the enzyme activity. The greatest loss in activity occurred at 60 °C/60 W/30 min (RA 16.9%); without recovery of the original activity. The inactivation of MW-treated HRP was related to the loss of tertiary structure, indicating changes around the tryptophan environment.

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3.

MIRANDA, A. S. ; Miranda, Leandro S. de M. ; de Souza, Rodrigo Octavio M. A. . Lipases: valuable catalysts for dynamic kinetic resolutions. Biotechnology Advances, v. asap, p. asap-asap, 2015.

Abstract:
Dynamic kinetic resolutions have proven to be a useful method for the preparation of enantiopure compounds from racemates, leading to the formation of a single enantiomer in theoretically 100% yield. Because lipases are ubiquitous, versatile, stereoselective and robust biocatalysts, they have been successfully applied as co-catalysts in these reactions, being mostly combined with metals in the chemoenzymatic dynamic kinetic resolutions of alcohols and amines.

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4.

MIRANDA, A. S. ; Kappe, C. Oliver ; Souza, Rodrigo O. M. A. ; CAUTIERO, B. ; Kroutil, Wolfgang . Chiral Chlorohydrins from the Biocatalyzed Reduction of Chloroketones: Chiral Building Blocks for Antiretroviral Drugs. ChemCatChem, p. n/a-n/a, 2015.

Abstract:
E. coli cells that contain overexpressed alcohol dehydrogenases (ADHs) were screened as biocatalysts for the stereoselective reduction of chloroketones 5 a–d, the corresponding halohydrins 6 a–d of which are building blocks in the synthesis of antiretroviral drugs. Among them, ADH from Sphingobium yanoikuyae was found to reduce chloroketone 5 c with a high stereoselectivity (90 % de) and conversion (85 %) to furnish threo halohydrin (R,S)-6 c. ADH from Ralstonia sp. (RasADH) was able to reduce 5 a and 5 b with complementary diastereoselectivity to provide access to both threo and erythro halohydrins through “substrate-based” stereocontrol. The RasADH-catalyzed reductions were optimized to provide (R,S)-6 a with 98 % conversion and 84 % diastereomeric excess (de) and (S,S)-6 b with 95 % conversion and 86 % de. Molecular modeling studies showed that 5 b, which features a carboxybenzyl protecting group, is able to bind to the enzyme catalytic site in an “inverted” mode in comparison to tert-butyloxycarbonyl- and methyloxycarbonyl-protected substrates 5 a and 5 c, which sheds light on the observed switching of the stereopreference. RasADH-catalyzed reductions were optimized to provide (R,S)-6 a with 98 % conversion and 84 % de and (S,S)-6 b with 95 % conversion and 86 % de.

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5.

de M. Miranda, Leandro S. ; Leal, Ivana C.R. ; Sutili, Felipe K. ; Souza, Rodrigo O. M. A. ; RUELA, HALLINY S. ; NOGUEIRA, D. O. . Enhanced Production of Fructose Ester by Biocatalyzed Continuous Flow Process. Sustainable Chemical Processes, v. asap, p. asap-asap, 2015.

Abstract:
Background:Fatty acid sugar esters are non-toxic, odorless, non-irritanting surfactants. They can be synthesized by renewable resources and are completely biodegradable in aerobic and anaerobic conditions. Their application has been expanded in innumerous areas including pharmaceuticals, cosmetics, detergents and food industry. Lipase-catalyzed esterification have been investigated as a potential substitute to the traditional chemical, demanding milder reaction conditions, allowing better reaction control and providing higher-quality products. So, the lipase catalyzed sugar ester synthesis becomes an interesting strategy for producing biodegradable, non- ionic surfactants. The main disadvantage of this protocol is the poor solubility of substrates and long reaction time required for performed the esterification reaction with moderated to good yields.

Results:Here in, we report the enzymatic esterification of steric hindered fructose derivative with free fatty acids derived from palm oil refining process (RePO) under continuous flow conditions at concentrations up to 0.5 M, increasing the productivity up to 100 mg. min −1.g immob. enzyme −1 .

Conclusions:The immobilized commercial enzyme from Rhizomucor miehei generated the best performance between the catalysts tested.

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6.

NOVAES, FÁBIO JUNIOR MOREIRA ; OIGMAN, SILVIA SIAG ; DE SOUZA, RODRIGO OCTAVIO MENDONÇA ALVES ; REZENDE, CLAUDIA MORAES ; DE AQUINO NETO, FRANCISCO RADLER . New approaches on the analyses of thermolabile coffee diterpenes by gas chromatography and its relationship with cup quality. Talanta (Oxford), v. asap, p. asap-asap, 2015.

Abstract:
A new gas chromatography method using pulsed split injector (PS-GC) was validated to quantify thermolabile diterpenes cafestol, kahweol and isokahweol in methanolysed Arabica coffee oils. Linearity was 0.99 from 8 to 69 mg mL−1, recovery ranged from 99% to 101% and precision of less than 4% was obtained. Besides, Soxhlet extraction time was evaluated and Tukey׳s test indicated that the mass of diterpenes obtained in 4 h is equivalent to a 16 h period, which represents a space-time yield four times higher. The microwave assisted methanolysis proved to be efficient to quantitatively convert the natural diterpene esters in their respective alcohols and fatty acid methyl esters, accompanied by PS-GC. Also, the intact diterpene esters were analyzed by GC for the first time by the comparison between cold on-column (COC) and PS injection techniques. In all these stages, the molecular integrity of the thermolabile furokaurane diterpenes was maintained. The methanolysed oils from 13 samples of green Brazilian Arabica coffees were analyzed by PS-GC and the diterpenes composition varied from 8 to 12% w/w in oil and 0.7–1% in coffee beans. The ratio between cafestol and kahweol was successfully used to predict the quality of coffee even before the roasting and brewing processes.

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7.

DE SOUZA, STEFÂNIA P. ; BASSUT, JONATHAN ; MARQUEZ, HEIDDY V. ; Junior, Ivaldo I. ; Miranda, Leandro S. M. ; HUANG, YOUKUI ; MACKENZIE, GRAHAME ; BOA, ANDREW N. ; de Souza, Rodrigo O. M. A. . Sporopollenin as an efficient green support for covalent immobilization of a lipase. Catalysis Science & Technology, v. asap, p. asap-asap, 2015.

Abstract:
Sporopollenin exine capsules (SECs), derived from the spores of Lycopodium clavatum, have been functionalised with 1,n-diamines and the resulting aminoalkyl microcapsules used to immobilize Candida antarctica lipase B (Cal B) via a glutaradehyde-based diimine covalent linker. The supported enzyme efficiently catalyzes the esterification of oleic acid with ethanol. Initial rates using the SEC-CalBs were comparable to the commercial enzyme Novozym 435, but displayed up to 20-fold higher specific activity. The supported enzymes could also be recycled and after four cycles displayed only a modest decrease in conversions. In a kinetic resolution the SEC-CalBs efficiently acetylated rac-1-phenylethanol, with conversions up to 37% after 5 hours and product enantiomeric excesses of >99%. Related to this, the dynamic resolution of rac-1-phenylethylamine, in the presence of Pd–BaSO4 and ammonium formate, led to the acetylated amine with a 94% conversion and >99% ee.

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8.

de Souza, Rodrigo O. M. A. ; NOGUEIRA, D. O. ; LEAO, R. A. C. ; SOUZA, S. P. . Process intensification for tertiary amine catalyzed glycerol carbonate production: translating microwave irradiation to a continuous-flow process. RSC Advances: an international journal to further the chemical sciences, v. 5, p. 20945-20950, 2015.

Abstract:
Different products of interest can be produced from glycerol and glycerol carbonate (GC) has received much attention in recent years because of its physical properties, nontoxicity and water solubility. Herein we report a process intensification protocol for glycerol carbonate production mediated by tertiary amine catalysis where a 24 kg per L per day productivity was obtained with 79% isolated yield and a 5 hour operation time without losing efficiency.

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9.

FINELLI, FERNANDA G. ; Miranda, Leandro S. M. ; de Souza, Rodrigo O. M. A. . Expanding the toolbox of asymmetric organocatalysis by continuous-flow process. Chemical Communications (London. 1996. Online), v. 51, p. 3708-3722, 2015.

Abstract:
Despite all the organic chemistry reaction methodologies already developed for the continuous-flow process, asymmetric synthesis is one that has gained less attention. Since the pioneering work of Barbas and MacMillan, organocatalysis has emerged as the third pillar of asymmetric catalysis. In this review, we present a survey of literature regarding the use of organocatalysis under continuous-flow conditions.

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10.

DE SOUZA, RODRIGO OCTAVIO M A ; NOGUEIRA, DANIEL O ; SUTILI, FELIPE ; MIRANDA, LEANDRO S M ; FEREIRA, SELMA . Lipase Immobilized in Microemulsion Based Organogels (MBGs) as an Efficient Catalyst for Continuous-Flow Esterification of Protected Fructose. RSC Advances: an international journal to further the chemical sciencesDescrição: http://buscatextual.cnpq.br/buscatextual/images/curriculo/jcr.gif, v. asap, p. asap-asap, 2015.

Abstract:
Sugar-based organogels are important esters for the cosmetic, food and pharmaceutical industries due to their intrinsic properties. Chemical routes to obtain these molecules suffer from low yields and undesirable side products. In this way, biocatalysis can be an interesting and efficient alternative, which meets the green chemistry principles. Herein we report our results on the development of a continuous flow process for the production of sugar-based surfactants mediated by immobilized enzymes in microemulsion based organogels, leading to the desired product in high productivities (66.8 to 88.1 g of ester per h per g of lipase).

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11.

Souza, Rodrigo O.M.A. de . Nanomicellar formulation of clotrimazole improves its antitumor action toward human breast cancer cells. Plos OneDescrição: http://buscatextual.cnpq.br/buscatextual/images/curriculo/jcr.gif, v. asap, p. asap-asap, 2015.

Abstract:
Background: Although demonstrated as a selective anticancer drug, the clinical use of clotrimazole (CTZ) is limited due to its low solubility in hydrophilic fluids. Thus, we prepared a water-soluble nanomicellar formulation of CTZ (nCTZ) and tested on the human breast cancer cell line MCF-7 biology.

Methodology/Principal Findings: CTZ was nanoencapsulated in tween 80 micelles, which generated nanomicelles of, approximately, 17 nm of diameter. MCF-7 cells were treated with nCTZ and unencapsulated DMSO-solubilized drug (sCTZ) was used for comparison. After treatment, the cells were evaluated in terms of metabolism, proliferation, survival and structure. We found that nCTZ was more efficient than sCTZ at inhibiting glycolytic and other cytosolic and mitochondrial enzymes. Moreover, this increased activity was also observed for lactate production, intracellular ATP content, ROS production and antioxidant potential. As a consequence, nCTZ-treated MCF-7 cells displayed alterations to the plasma membrane, mitochondria and the nucleus. Finally, nCTZ induced both apoptosis and necrosis in MCF-7 cells.

Conclusions/Significance: MCF-7 cells are more sensible to nCTZ than to sCTZ. This was especially evident on regard to antioxidant potential, which is an important cell defense against drugs that affect cell metabolism. Moreover, this water-soluble formulation of CTZ strengths its potential use as an anticancer medicine.

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12.

Souza, Rodrigo O.M.A. de ; Miranda, Leandro S. de M. ; Leal, Ivana C.R. ; MUZITANO, M . Antimycobacterial and anti-inflammatory activities of substituted chalcones focusing an anti-tuberculosis dual treatment approach. Molecules (Basel. Online)Descrição: http://buscatextual.cnpq.br/buscatextual/images/curriculo/jcr.gif, v. asap, p. asap-asap, 2015.

Abstract:
Tuberculosis (TB) remains a serious public health problem aggravated by the emergence of M. tuberculosis (Mtb) strains resistant to multiple drugs (MDR). Delay in TB treatment, common in the MDR-TB cases, can lead to deleterious life-threatening inflammation in susceptible hyper-reactive individuals, encouraging the discovery of new anti-Mtb drugs and the use of adjunctive therapy based on anti-inflammatory interventions. In this study, a series of forty synthetic chalcones was evaluated in vitro for their anti-inflammatory and antimycobacterial properties and in silico for pharmacokinetic parameters. Seven compounds strongly inhibited NO and PGE2 production by LPS-stimulated macrophages through the specific inhibition of iNOS and COX-2 expression, respectively, with compounds 4 and 5 standing out in this respect. Four of the seven most active compounds were able to inhibit production of TNF-α and IL-1β. Chalcones that were not toxic to cultured macrophages were tested for antimycobacterial activity. Eight compounds were able to inhibit growth of the M. bovis BCG and Mtb H37Rv strains in bacterial cultures and in infected macrophages. Four of them, including compounds 4 and 5, were active against a hypervirulent clinical Mtb isolate as well. In silico analysis of ADMET properties showed that the evaluated chalcones displayed satisfactory pharmacokinetic parameters. In conclusion, the obtained data demonstrate that at least two of the studied chalcones, compounds 4 and 5, are promising antimycobacterial and anti-inflammatory agents, especially focusing on an anti-tuberculosis dual treatment approach.

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13.

Souza, Rodrigo O.M.A. de ; NETO, B. A. D. . Catalysis, Mechanism and Antitumoral Activity of Biginelli Scaffolds Synthesized under Batch and Continuous Flow Conditions. RSC Advances: an international journal to further the chemical sciencesDescrição: http://buscatextual.cnpq.br/buscatextual/images/curriculo/jcr.gif, v. asap, p. asap-asap, 2015.



14.

Souza, Rodrigo O.M.A. de ; Ribeiro, Joyce Benzaquem ; Ramos, Aline de Souza ; SILVA, J. R. A. ; FERREIRA, A. A. ; AMARAL, A. C. F. ; FERREIRA, J. L. P. ; TEIXEIRA, B. G. . Hydroxylation of 1,8-cineole by Mucor ramannianus and Aspergillus niger. Brazilian Journal of Microbiology (Online)Descrição: http://buscatextual.cnpq.br/buscatextual/images/curriculo/jcr.gif, v. 1, p. 261-264, 2015.

Abstract:
The monoterpenoid 1,8-cineole is obtained from the leaves of Eucalyptus globulus and it has important biological activities. It is a cheap natural substrate because it is a by-product of the Eucalyptus cultivation for wood and pulp production. In this study, it was evaluated the potential of three filamentous fungi in the biotransformation of 1,8-cineole. The study was divided in two steps: first, reactions were carried out with 1,8-cineole at 1 g/L for 24 h; afterwards, reactions were carried out with substrate at 5 g/L for 5 days. The substrate was hydroxylated into 2-exo-hydroxy-1,8-cineole and 3-exo-hydroxy-1,8-cineole by fungi Mucor ramannianus and Aspergillus niger with high stereoselectivity. Trichoderma harzianum was also tested but no transformation was detected. M. ramannianus led to higher than 99% of conversion within 24 h with a starting high substrate concentration (1 g/L). When substrate was added at 5 g/L, only M. ramannianus was able to catalyze the reaction, but the conversion level was 21.7% after 5 days. Both products have defined stereochemistry and could be used as chiral synthons. Furthermore, biological activity has been described for 3-exo-hydroxy-1,8-cineol. To the best of our knowledge, this is the first report on the use of M. ramannianus in this reaction.

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15.

FINELI, F. G. ; Miranda, Leandro S. de M. ; LOPES, A. B. ; Souza, Rodrigo O.M.A. de . The Chemistry of anti-HCV Nucleosides and pro-Nucleotides. Current Organic SynthesisDescrição: http://buscatextual.cnpq.br/buscatextual/images/curriculo/jcr.gif, v. asap, p. asap-asap, 2015.



16.

de Souza, Rodrigo O.M.A. ; Miranda, Leandro S.M. ; GUTARRA, MELISSA L. . Recent Advances in Applied Biocatalysis and Biotechnology. Biotechnology AdvancesDescrição: http://buscatextual.cnpq.br/buscatextual/images/curriculo/jcr.gif, v. 33, p. 371, 2015.

Abstract:
Since the early beginnings of chemical sciences, scientists have been challenged to build complex molecules from starch. The quest towards very complex structures efficiently and in fewer steps than previously reported syntheses is an ongoing task in many laboratories around the world. For years biocatalysis and biotechnology were put aside of chemical synthesis protocols, because of the lack of stability, substrate scope and restricted reaction conditions needed for high conversions. In the recent years, protein engineering has emerged as very important tool towards the development of new biocatalysts entities with distinguish properties. Computational techniques and site-directed mutagenesis or directed (molecular) evolution techniques can produce enzymes with optimized features such as activity, selectivity (enantio-, regio- and chemo-), stability, substrate specificity, cofactor specificity, and solubility in co-solvents, pH optimum and cofactor requirements, among others. Those approaches are proving to be successful for biocatalyst production and also for expanding the toolbox of enzymes that can be used for organic synthesis. In this special issue we will present some recent advances in applied biocatalysis and biotechnology, in order to show how fruitful the interaction between organic chemistry and biochemistry can be towards better process development.

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2014

17.

SOUZA, RODRIGO OCTAVIO M. A. DE ; Ribeiro, Joyce Benzaquem ; Lopes, Raquel de Oliveira . Whole cells in enantioselective reduction of benzyl acetoacetate. Brazilian Journal of Microbiology (Impresso), v. 45, p. 929-932, 2014.

Abstract:
The β-ketoester benzyl acetoacetate was enantioselectively reduced to benzyl (S)-3-hydroxybutanoate by seven microorganism species. The best result using free cells was obtained with the yeast Hansenula sp., which furnished 97% ee and 85% of conversion within 24 h. After immobilization in calcium alginate spheres, K.marxianus showed to be more stable after 2 cycles of reaction.

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18.

Leal, Ivana Correa Ramos ; de Souza, Rodrigo O.M.A. ; DALLA-VECHIA, L. ; GOSMAN, G. . SYNTHESIS OF OXYGENATED CHALCONES WITH ANTI-STAPHYLOCOCCAL ACTIVITY. Letters in Drug Design & Discovery, v. 11, p. 525-530, 2014.

Abstract:
Gram-positive bacteria are the most common cause of skin infection in hospitalized patients, with Staphylococcus aureus being the principal pathogen responsible for deaths. A series of poly-oxygenated chalcones was synthesized and assayed for anti-staphylococcal activity. Hydroxylated chalcones were more effective in the inhibition of microbial growth than methoxylated analogues. The compound 3’,5’,4-trihydroxychalcone is the most promising compound among those evaluated, showing a much broader antimicrobial spectrum than oxacillin and a MIC of 64 μg/ml to a multidrug- resistant hospital clinical strain of S. aureus.

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19.
de Souza, Rodrigo O.M.A. ; Miranda, Leandro S. M. ; LUQUE, R. . Bio(chemo)technological strategies for biomass conversion into bioethanol and key carboxylic acids. Green Chemistry (Print), p. asap, 2014.
Citações:5

Abstract:
Biomass conversion into valuable compounds including fuels, chemicals and materials has become the subject of a wide range of studies in recent years. In spite of the several reports available on transformations of biomass-derived platform molecules into a range of products, chemo-catalytic and biotechnological strategies for the conversion of various feedstocks to key platform chemicals constitute an important area for biomass deconstruction which will allow subsequent processes for high added value products. This contribution has the objective of disclosing a series of strategies for the processing and pretreatment of key biomass feedstocks into platform chemicals, namely bioethanol and key carboxylic acids (e.g. levulinic and succinic acids).

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20.

Zhao, Wenyi ; Zhao, Dongbo ; DE SOUZA, RODRIGO OCTAVIO MENDONÇA ALVES ; Guizzetti, Sylvain ; RAGHURAMAN, ARJUN ; KNIGHT, JOHN . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. asap, p. 140115155419000-asap, 2014.

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21.
de Souza, Rodrigo O.M.A. ; Kappe, C. O. ; Miranda, Leandro S.M. ; PINHO, V. . Continuous Flow Synthesis of alpha-Haloketones - Essential Building Blocks of Antiretroviral Agents. Journal of Organic Chemistry, p. 140128161827003-asap, 2014.
Citações:9

Abstract:
The development of a continuous flow process for the multistep synthesis of α-halo ketones starting from N-protected amino acids is described. The obtained α-halo ketones are chiral building blocks for the synthesis of HIV protease inhibitors, such as atazanavir and darunavir. The synthesis starts with the formation of a mixed anhydride in a first tubular reactor. The anhydride is subsequently combined with anhydrous diazomethane in a tube-in-tube reactor. The tube-in-tube reactor consists of an inner tube, made from a gas-permeable, hydrophobic material, enclosed in a thick-walled, impermeable outer tube. Diazomethane is generated in the inner tube in an aqueous medium, and anhydrous diazomethane subsequently diffuses through the permeable membrane into the outer chamber. The α-diazo ketone is produced from the mixed anhydride and diazomethane in the outer chamber, and the resulting diazo ketone is finally converted to the halo ketone with anhydrous ethereal hydrogen halide. This method eliminates the need to store, transport, or handle diazomethane and produces α-halo ketone building blocks in a multistep system without racemization in excellent yields. A fully continuous process allowed the synthesis of 1.84 g of α-chloro ketone from the respective N-protected amino acid within ∼4.5 h (87% yield).

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22.

de M. e Miranda, Leandro S. ; Costa, Ingrid C. R. ; Leal, Ivana C.R. ; de Souza, Rodrigo O.M.A. . Lipase Catalyzed Ascorbyl Palmitate Synthesis under Microwave Irradiation. Journal of Molecular Catalysis. B, Enzymatic (Print), p. asap-asap, 2014.

Abstract:
The production of ascorbyl palmitate from palmitic acid and ascorbic acid through the esterification catalyzed by Novozym 435 was performed under microwave irradiation. The effects of different reaction parameters were evaluated. The reactions were carried out in organic solvent (acetone, tert-amyl alcohol, cyclohexane, acetonitrile) and the results show that tert-amyl alcohol was the best solvent for this reaction. Parameters as temperature, molar ratio and enzyme loading were evaluated through a central composite design (CCD). In the optimized conditions, 15% (w/w in relation of ascorbic acid weight) of enzyme, 70 °C and molar ratio 1:5, 71% yield of ascorbyl palmitate could be achieved after 1 h.

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23.

Miranda, Leandro S. de M. ; MIRANDA, A. S. ; de Souza, Rodrigo O.M.A. . Ammonium formate as a green hydrogen source for clean semi-continuous enzymatic dynamic kinetic resolution of (+/−)-α-methylbenzylamine. RSC Advances: an international journal to further the chemical sciences, v. 4, p. 13620, 2014.

Abstract:
The chemoenzymatic dynamic kinetic resolution of (+/−)-α-methylbenzylamine under continuous flow conditions in the presence of Pd/BaSO4 as racemization catalyst and ammonium formate as reductant is described. Under the conditions good conversions and excellent enantiomeric excess are reported.

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24.

de Souza, Rodrigo O.M.A. ; MIRANDA, A. S. ; LOPES, RAQUEL DE O. ; Kappe, C. O. ; Miranda, Leandro S. M. ; Leal, Ivana C.R. . Combined batch and continuous flow procedure to the chemo-enzymatic synthesis of biaryl moiety of Odanacatib. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 104, p. 101-107, 2014.

Abstract:
The development of chemo-enzymatic reaction under continuous flow conditions is an emerging area where biotechnology and organic chemistry can joint efforts in order to develop better process. Here in we report our effort on the development of a continuous flow approach to the synthesis of Odanacatib intermediate using a combined batch and continuous flow apparatus arriving on the desired molecule in excellent yields and selectivity.

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25.

de Souza, Rodrigo O. M. ; Miranda, Leandro S. de M. ; PEREIRA, M. M. . Gasoline from Biomass through Refinery-Friendly Carbohydrate-Based Bio-Oil Produced by Ketalization. ChemSusChem (Weinheim. Print), p. n/a-n/a, 2014.

Abstract:
The introduction of biomass-derived compounds as an alternative feed into the refinery structure that already exists can potentially converge energy uses with ecological sustainability. Herein, we present an approach to produce a bio-oil based on carbohydrate-derived isopropylidene ketals obtained by reaction with acetone under acidic conditions directly from second-generation biomass. The obtained bio-oil showed a greater chemical inertness and miscibility with gasoil than typical bio-oil from fast pyrolysis. Catalytic upgrading of the bio-oil over zeolites (USY and Beta) yielded gasoline with a high octane number. Moreover, the co-processing of gasoil and bio-oil improved the gasoline yield and quality compared to pure gasoil and also reduced the amount of oxygenated compounds and coke compared with pure bio-oil, which demonstrates a synergistic effect.

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26.

de Souza, Rodrigo O.M.A. ; TSUKUI, A. ; RESENDE, C. . Microwave-assisted extraction of green coffee oil and quantification of diterpenes by HPLC. Food Chemistry, p. 266-271, 2014.

Abstract:
The microwave-assisted extraction (MAE) of 13 different green coffee beans (Coffea arabica L.) was compared to Soxhlet extraction for oil obtention. The full factorial design applied to the microwave-assisted extraction (MAE), related to time and temperature parameters, allowed to develop a powerful fast and smooth methodology (10 min at 45 °C) compared to a 4 h Soxhlet extraction. The quantification of cafestol and kahweol diterpenes present in the coffee oil was monitored by HPLC/UV and showed satisfactory linearity (R2 = 0.9979), precision (CV 3.7%), recovery (<93%), limit of detection (0.0130 mg/mL), and limit of quantification (0.0406 mg/mL). The space–time yield calculated on the diterpenes content for sample AT1 (Arabica green coffee) showed a six times higher value compared to the traditional Soxhlet method.

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27.

LUQUE, RAFAEL ; JÚNIOR, IVALDO I. ; de Souza, Rodrigo O.M.A. ; CRAVOTTO, G. . Improving the esterification activity of Pseudomonas fluorescens and Burkholderia cepacia lipases via cross-linked cyclodextrin immobilization. RSC Advances: an international journal to further the chemical sciences, v. 4, p. 45772-45777, 2014.

Abstract:
The search for a new, efficient and sustainable matrix for biocatalyst immobilization is a growing area in biotechnology. Our proposed approach deals with the utilization of solid cross-linked β-cyclodextrin as supports for enzyme immobilization. Results obtained in terms of enzyme activity and thermal stability of novel immobilised materials have been found to remarkably improve those obtained using commercial immobilized enzymes in esterification reactions (e.g., monostearin synthesis).

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28.

de Souza, Rodrigo O.M.A. ; FORTUNAK, J. . Active pharmaceutical ingredients for antiretroviral treatment in low- and middle-income countries: a survey. Antiviral Therapy (London), v. 19, p. 15-29, 2014.

Abstract:
Active pharmaceutical ingredients (APIs) are the molecular entities that exert the therapeutic effects of medicines. This article provides an overview of the major APIs that are entered into antiretroviral therapy (ART), outlines how APIs are manufactured, and examines the regulatory and cost frameworks of manufacturing ART APIs used in low- and middle-income countries (LMICs). Almost all APIs for ART are prepared by chemical synthesis. Roughly 15 APIs account for essentially all of the ARTs used in LMICs. Nearly all of the ART APIs purchased through the Global Fund for AIDS, TB and Malaria (GFATM) or the United States President’s Emergency Plan for AIDS Relief (PEPFAR) are produced by generic companies. API costs are very important because they are the largest contribution to the overall cost of ART. Efficient API production requires substantial investment in chemical manufacturing technologies and the ready availability of raw materials and energy at competitive prices. Generic API production is practiced in only a limited number of countries; the API market for ART is dominated by Indian companies. The quality of these APIs is ensured by manufacturing under good manufacturing practice (GMP), including process validation, testing against previously established specifications and the demonstration of clinical bioequivalence. The investment and personnel costs of a quality management system for GMP contribute significantly to the cost of API production. Chinese companies are the major suppliers for many advanced intermediates in API production. Improved chemistry of manufacturing, economies of scale and optimization of procurement have enabled drastic cost reductions for many ART APIs. The available capacity for global production of quality-assured APIs is likely adequate to meet forecasted demand for 2015. The increased use of ART for paediatric treatment, for second-line and salvage therapy, and the introduction of new APIs and combinations are important factors for the future of treatment in LMICs. The introduction of new fixed-dose combinations for ART and use of new drug delivery technologies could plausibly provide robust, durable ART for all patients in need, at an overall cost that is only moderately higher than what is presently being spent.

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29.
Zhao, Wenyi ; Zhao, Dongbo ; DE SOUZA, RODRIGO OCTAVIO MENDONÇA ALVES ; Guizzetti, Sylvain ; RAGHURAMAN, ARJUN ; KNIGHT, JOHN . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 18, p. 461-467, 2014.
Citações:1

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30.

Cardozo-Filho, L. ; Leal, I. C. R. ; de Souza, Rodrigo O.M.A. ; ZANETTE, A. F. ; XENAKIS, A. . Chemo-enzymatic epoxidation catalyzed by C. antarctica lipase immobilized in microemulsion-based organogels. Journal of Molecular Catalysis. B, Enzymatic (Print), p. asap, 2014.

Abstract:
The use of Candida antarctica lipase B immobilized in hydroxyl-propyl-methyl cellulose microemulsion-based organogels as media for the catalysis of oleic acid epoxidation with H2O2, has been tested. The optimization of several reaction conditions such as temperature, concentration of substrates and the enzyme content in the organogel has been examined. For this purpose an experimental design (central composite rotatable design) was applied. The results showed that the highest conversion yields are observed for the lower temperatures, while the enzyme and oleic acid concentrations do not affect significantly the reaction yield. Moreover, the reusability of the catalyst has been verified. The epoxidation of linoleic acid was tested as well and it was observed that the main products were the mono-epoxides and not the di-epoxide.

link



31.

Itabaiana Jr, I ; Leal, Ivana Corrêa Ramos ; Miranda, L. S. M. ; Souza, Rodrigo O. M. A. ; XENAKIS, A. . Microemulsion-Based Organogels as an Efficient Support for Lipase Catalyzed Reactions under Continuous Flow Conditions. Organic Process Research & Development, p. 140627075051008, 2014.

Abstract:
In this work, microemulsion-based organogels (MBGs) containing lipase are reported as an efficient catalytic system for monoacylglyceride (MAG) synthesis. More specifically, Candida antarctica lipase B (CaLB) was immobilized on an MBG matrix (MBGCaLB) formed with (hydroxypropyl)methyl cellulose as a gelling agent, and this catalyst revealed high conversion yields (expressed in grams of ester per hour per gram of enzyme) under both batch and continuous-flow conditions. Under flow conditions, 1:1 stearic acid/solketal (100 mM in n-heptane) could be converted to protected MAG (>99%) in a residence time of 11 min at 45 °C. A recycle study showed that the MBGCaLB system can be recycled 15 times without activity loss, a number 2 times higher than under batch conditions catalyzed by immobilized lipase, in agreement with green chemistry protocols.

link



32.

Zhao, Wenyi ; Zhao, Dongbo ; ALVES DE SOUZA, RODRIGO OCTAVIO MENDONÇA ; Guizzetti, Sylvain ; RAGHURAMAN, ARJUN ; KNIGHT, JOHN . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. asap, p. 140602063555002, 2014.

link



33.

MACHADO, A. H. L. ; PANDOLI, O. ; Miranda, Leandro S. de M. ; Souza, Rodrigo O. M. A. . Micro reatores: Novas Oportunidades em Síntese Química. Revista Virtual de Química, v. asap, p. asap, 2014.

Abstract:
A execução de reações químicas em modo contínuo de operação sob condições microfluídicas em micro reatores é uma alternativa muito atraente às condições em batelada e semi batelada tradicionalmente empregadas para a síntese química. O fino controle da estequiometria, cinética e troca térmica da reação em execução, bem como a facilidade na ampliação de escala de produção, baixa demanda por espaço físico para sua instalação/operação e viabilidade na implementação de técnicas de análise em linha para os controles em processo, aproximam o desenvolvimento laboratorial da implementação de um processo químico reprodutível, robusto, seguro, de custo competitivo e ambientalmente sustentável.

link



34.

BORGES, L. ; FERNANDES, P. S. R. ; de Souza, Rodrigo O. M. . Microwave Assisted Biodiesel Production from Trap Grease. Journal of the Brazilian Chemical Society (Impresso), p. asap, 2014.



35.

Eberlin, Marcos?N. ; Garden, Simon?J. ; Souza, Rodrigo O. M. A. . The Multicomponent Hantzsch Reaction: Comprehensive Mass Spectrometry Monitoring Using Charge-Tagged Reagents. Chemistry - A European Journal, p. n/a-n/a, 2014.

Abstract:
A novel strategy for the ESI-MS monitoring of reaction solutions involving the alternate use of permanently charge-tagged reagents has been used for comprehensive mass spectrometry monitoring of the multicomponent Hantzsch 1,4-dihydropyridine reaction. By placing a charge tag on either, or both, of the two key reactants, ion suppression effects for ESI were eliminated or minimized, and comprehensive detection of charge-tagged intermediates was achieved. The strategy allowed the trapping and characterization of the important intermediates in the mechanism for 1,4-dihydropyridine formation.

link



36.

Leal, Ivana Correa Ramos ; de Souza, Rodrigo OMA . Pilosocereus arrabidae (Byles & Rowley) of the Grumari Sandbank, RJ, Brazil: Physical, chemical characterizations and antioxidant activities correlated to detection of flavonoids. Food Research International, p. asap, 2014.

Abstract:
The fruits of Pilosocereus arrabidae (Cactaceae) is found in the Grumari shoal, located in the Rio de Janeiro state, Brazil and, several studies have already highlighted the importance of consuming its fruits. This work aims to investigate the physical, mineral and physicochemical properties of its fruits as well as to establish the knowledge about their chemical constituents and antioxidant properties. The peel (Pe) and pulp (Pu) extracts were obtained by maceration with the following solvents: hexane (HX), dichloromethane (DCL), ethyl acetate (EAC) and ethanol 70% (ET). The extracts were analyzed by Gas Chromatography coupled to Mass Spectrometry (GC–MS) and, by High Performance Liquid Chromatography (HPLC–DAD and HPLC–MS) for its chemical investigation. For the antioxidant activity investigations the ORAC, DPPH and ferrous ion chelating capacity (FICC) tests were performed. As results, we found higher yields for peels (72%) compared to pulps (28%). By the physical–chemical analyses we point out the fruits as a good source of fiber (pulp: 6.01 mg/100 g; peel: 8.02 mg/100 g). The minerals were analyzed by the method of issuing flames and indicated high levels of selenium (DRI for pulp and peel: 147%) and manganese (DRI pulp: 97.69% and DRI peel: 269.56%). The total flavonoid contents of the fruits performed by HPLC–DAD presented 0.45 μg equiv. in quercetin/mL of peel EAC extract and 0.25 μg equiv. in rutin/mL of pulp EAC extract. The antioxidant activities by the ORAC, FICC and DPPH methods indicated that the ET extracts showed antioxidant activities above the standards adopted for the tests. Among these, we highlight the ET extract of the pulp with EC50 of 17.57 ± 0.27 μg/mL, lower than Ginkgo biloba EGB761® (23.40 ± 0.04 mg/mL). By the FICC test the EAC extract of the peel and pulp showed 70.0% and 53.4% activity, respectively, at 500 mg/mL, higher than the standard quercetin (50.0%). By the HPLC–DAD and HPLC–MS methods there were detected, for the first time on this species, the presence of the following flavonoids on the EAC extracts: quercetin, rutin, catechin, dihydrokaempferol, quercetin 3 or 4′-O-glucoside, kaempferol and isorhamnetin. By the GC–MS analysis there were detected on the DCL extracts saturated fatty acids (palmitic and stearic) and, on the HX extracts, methylated sugars (peel) and menthol (pulp). To sum up, the fruits of P. arrabidae display antioxidant potential correlated to flavonoid presence, and, high levels of selenium, manganese and fibers, characteristics that can promote beneficial effects on human health.

link



37.

GARCIA, CAROLINA ; Junior, Ivaldo I. ; de Souza, Rodrigo O. M. A. ; LUQUE, RAFAEL . Novel nanoparticle/enzyme biosilicified nanohybrids for advanced heterogeneously catalyzed protocols. Catalysis Science & Technology, v. asap, p. asap-asap, 2014.

Abstract:
Novel bio-nanohybrids based on room temperature one-pot synthesized lipase-nanoparticle systems were developed and characterized in this work, with subsequent investigations of their catalytic activities and stability as compared to the free enzymes. Preliminary results revealed excellent stabilities, solvent tolerance, and activities as compared to free lipases, opening up further scenarios for their utilization under continuous flow conditions as well as in tandem reactions.

link


 

2013

38.
de SOUZA, R. O. M. A. ; Ramos, Aline de Souza ; Ribeiro, J. B. ; Lopes, RO . Whole Cells in Enantioselective Reduction of tert -Butyl Acetoacetate. Synthetic Communications, v. 43, p. 1611-1618, 2013.
Citações:2

39.
de Souza, Rodrigo O.M.A. ; Miranda, Leandro S. M. ; Junior, Ivaldo I. ; SOUZA, R. O. M. A. . Towards a continuous flow environment for lipase-catalyzed reactions. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 85-86, p. 1-9, 2013.
Citações:8|12

40.
Sutili, FK ; Leal, I. C. R. ; de Souza, Rodrigo O.M.A. ; Miranda, Leandro S. de M. ; Leite, Selma Gomes Ferreira ; RUELA, H. S. . Lipase-catalyzed esterification of steric hindered fructose derivative by continuous flow and batch conditions. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 85-86, p. 37-42, 2013.
Citações:4

41.
de Souza, Rodrigo O.M.A. ; Miranda, Leandro S. M. ; Flores, Marcella C. ; SIMAS, A. B. C. ; FREIRE, D. M. G. ; MANOEL, E. A. ; PAIS, K. C. ; COELHO, M. A. Z. . Kinetic resolution of a precursor for myo-inositol phosphates under continuous flow conditions. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 87, p. 139-143, 2013.
Citações:1|7

42.
 ITABAIANA, IVALDO ; Sutili, Felipe K. ; Leite, Selma G. F. ; GONÇALVES, Karen M. ; CORDEIRO, YRAIMA ; Leal, Ivana C. R. ; Miranda, Leandro S. M. ; OJEDA, MANUEL ; LUQUE, RAFAEL ; de Souza, Rodrigo O. M. A. . Continuous flow valorization of fatty acid waste using silica-immobilized lipases. Green Chemistry (Print), v. 15, p. 518, 2013.
Citações:2|7

43.
Miranda, Leandro S. de M. ; de Souza, Rodrigo O. M. A. . Reações sob fluxo contínuo: da química verde a um processo verde. Revista Virtual de Química, v. asap, p. asap, 2013.

44.
Costa, Ingrid C. R. ; Itabaiana Jr, I ; Flores, Marcella C. ; Leal, e Ivana C.R. ; Miranda, L. S. M. ; Leite, Selma Gomes Ferreira ; de Souza, Rodrigo O.M.A. ; LOURENCO, A. C. . Biocatalyzed Acetins Production Under Continuous-Flow Conditions: Valorization of Glycerol Derived From Biodiesel Industry. Journal of Flow Chemistry, v. 1, p. 1-1, 2013.
Citações:1|1

45.
 GONÇALVES, Karen M. ; Sutili, Felipe K. ; JÚNIOR, IVALDO I. ; Flores, Marcella C. ; SOTER'DE'MARIZ'E'MIRANDA, LEANDRO ; Leal, Ivana C. R. ; CORDEIRO, YRAIMA ; LUQUE, RAFAEL ; DE'SOUZA, RODRIGO OCTAVIO M. ALVES . A Comprehensive Study on the Activity and Deactivation of Immobilized Lecitase Ultra in Esterifications of Food Waste Streams to Monoacylglycerols. ChemSusChem (Weinheim. Print), v. 6, p. 872-879, 2013.
Citações:6

46.
RUELA, HALLINY S. ; Sutili, Felipe K. ; Leal, Ivana C. R. ; Carvalho, Nakédia M. F. ; Miranda, Leandro S. M. ; de Souza, Rodrigo O. M. A. . Lipase-catalyzed synthesis of secondary glucose esters under continuous flow conditions. European Journal of Lipid Science and Technology (Print), v. 115, p. 464-467, 2013.
Citações:2|4

47.
DE MIRANDA, AMANDA S. ; GOMES, JULIANA C. ; JR, MANOEL T. RODRIGUES ; Costa, Ingrid C.R. ; LOPES, RAQUEL DE O. ; Miranda, Leandro S.M. ; COELHO, FERNANDO ; de Souza, Rodrigo O.M.A. . Kinetic Resolution of 5H-Pyrrolo[1,2-a]imidazol-7-ol, 6,7-dihydro Under Continuous Flow Conditions: An Intermediate for Chiral Ionic Liquids Synthesis. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 91, p. 77-82, 2013.
Citações:2

48.
DE MIRANDA, AMANDA S. ; Miranda, Leandro S. M. ; de Souza, Rodrigo O. M. A. . Ethyl acetate as an acyl donor in the continuous flow kinetic resolution of ( )-1-phenylethylamine catalyzed by lipases. Organic & Biomolecular Chemistry, v. 11, p. 3332, 2013.
Citações:6

49.
e Miranda, Leandro S.M. ; Itabaiana Jr, I ; Leal, Ivana C. R. ; de Souza, Rodrigo OMA ; XENAKIS, A. . Kinetics and mechanism of lipase catalyzed monoacylglycerols synthesis. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 96, p. 34-39, 2013.
Citações:5

50.
Zhao, Wenyi ; Zhao, Dongbo ; Desai, Aman A. ; DE SOUZA, RODRIGO OCTAVIO MENDONÇA ALVES ; Guizzetti, Sylvain ; SIMON, LEVENTE ; KNIGHT, JOHN . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 17, p. 160-168, 2013.

51.
Zhao, Wenyi ; Zhao, Dongbo ; Desai, Aman A. ; DE SOUZA, RODRIGO OCTAVIO MENDONÇA ALVES ; Guizzetti, Sylvain ; SIMON, LEVENTE ; KNIGHT, JOHN . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 17, p. 606-614, 2013.

52.
Zhao, Wenyi ; Zhao, Dongbo ; MENDONÇA, RODRIGO OCTAVIO ; DE SOUZA, ALVES ; Guizzetti, Sylvain ; SIMON, LEVENTE ; KNIGHT, JOHN . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 17, p. 886-892, 2013.

53.
Itabaiana Jr, I ; Miranda, L. S. M. ; Leal, I. C. R. ; de Souza, Rodrigo O.M.A. . Three-Step Chemo Enzymatic Continuous-Flow Cascade Synthesis of 1-Monoacylglycerol. J FLOW CHEM, v. 3, p. 122-126, 2013.
Citações:1

54.
DALLA-VECHIA, L. ; Miranda, L. S. M. ; KAPPE, C. O. ; GLASNOV, T. ; de Souza, Rodrigo O.M.A. . A three step continuous flow synthesis of the biaryl unit of the HIV protease inhibitor Atazanavir. Organic & Biomolecular Chemistry, v. 11, p. 6806, 2013.
Citações:9

55.
MIRANDA, A. S. ; Miranda, Leandro S. de M. ; de Souza, Rodrigo O.M.A. ; Ribeiro, Joyce Benzaquem ; Lopes, Raquel de Oliveira ; Leal, Ivana C.R. . Continuous-Flow Whole Cell Bioreduction, of Fluorinated Acetophenone. Tetrahedron (Oxford. Print), p. asap, 2013.
Citações:2

56.
CORDEIRO, YRAIMA ; de M. e Miranda, Leandro S. ; GONÇALVES, Karen M. ; de Souza, Rodrigo O.M.A. ; Leal, Ivana C.R. . Conformational dissection of Thermomyces lanuginosus lipase in solution. Biophysical Chemistry (Print), p. asap, 2013.
Citações:1

 

2012

57.
GONÇALVES, Karen M. ; Sutili, Felipe K. ; Leite, Selma G.F. ; de Souza, Rodrigo O.M.A. ; Leal, Ivana Correa Ramos . Palm oil hydrolysis catalyzed by lipases under ultrasound irradiation The use of experimental design as a tool for variables evaluation. Ultrasonics Sonochemistry, v. 19, p. 232-236, 2012.
Citações:11|11

58.
Junior, Ivaldo I. ; Flores, Marcela C. ; Sutili, Felipe K. ; Leite, Selma G.F. ; de M. e Miranda, Leandro S. ; Leal, Ivana C.R. ; de Souza, Rodrigo O.M.A. . Fatty acids residue from palm oil refining process as feedstock for lipase catalyzed monoacylglicerol production under batch and continuous flow conditions. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 77, p. 53-58, 2012.
Citações:12|15

59.
Estrada, Gizelda O.D. ; Blanco, Ana Luiza P. ; da Silva, Joaquim F.M. ; Alonso, Christian G. ; Fernandes-Machado, NÃ dia R.C. ; Cardozo-Filho, Lucio ; de Souza, Rodrigo O.M.A. ; e Miranda, Leandro S.M. . Pd/Nb2O5: efficient supported palladium heterogeneous catalyst in the production of key intermediates for the synthesis of â sartansâ via the Suzuki reaction. Tetrahedron Letters, v. 53, p. 1089-1093, 2012.
Citações:5

60.
de SOUZA, R. O. M. A. ; de Matos, L. F. ; Flores, M ; Diederichs, C. C. ; Miranda, L. S. M. . Reprodutibilidade de Experimentos sob Irradiação de Micro-ondas. Revista processos químicos, v. asap, p. asap-asap, 2012.

61.
Fernandes, Jane Luiza Nogueira ; Souza, Rodrigo Octavio Mendonça Alves ; Vasconcellos Azeredo, Rodrigo Bagueira ; de SOUZA, R. O. M. A. . 13C NMR quantification of mono and diacylglycerols obtained through the solvent-free lipase-catalyzed esterification of saturated fatty acids. Magnetic Resonance in Chemistry, v. 50, p. 424-428, 2012.
Citações:2|2

62.
Oigman, S.S. ; de Souza, R.O.M.A. ; dos Santos Júnior, H.M. ; Hovell, A.M.C. ; Hamerski, L. ; Rezende, C.M. ; de SOUZA, R. O. M. A. . Microwave-assisted methanolysis of green coffee oil. Food Chemistry, v. 134, p. 999-1004, 2012.
Citações:4|6

63.
Kappe, C. O. ; Miranda, L. S. M. ; de SOUZA, R. O. M. A. ; DALLA-VECHIA, L. ; CANTILLO, D. . On the mechanism of the Dakin West reaction. Organic & Biomolecular Chemistry, v. 10, p. 9013, 2012.
Citações:2

64.
CORRÊA, FLÁVIA DE ABREU ; Sutili, Felipe K. ; Miranda, Leandro S.M. ; Leite, Selma G.F. ; de Souza, Rodrigo O.M.A. ; Leal, Ivana C.R. . Epoxidation of oleic acid catalyzed by PSCI-Amano lipase optimized by experimental design. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 81, p. 7-11, 2012.
Citações:4|4

65.
Estrada, Gizelda O.D. ; Flores, Marcella C. ; da Silva, Joaquim F.M. ; de Souza, Rodrigo O.M.A. ; e Miranda, Leandro S.M. . 4--Methylbiphenyl-2-carbonitrile synthesis by continuous flow Suzuki-Miyaura reaction. Tetrahedron Letters, v. 53, p. 4166-4168, 2012.

66.
VOLL, FERNANDO AUGUSTO PEDERSEN ; ZANETTE, ANDREIA FATIMA ; CABRAL, VLADIMIR FERREIRA ; DARIVA, CLAUDIO ; SOUZA, RODRIGO OCTAVIO MENDONÇA ALVES ; FILHO, LUCIO CARDOZO ; CORAZZA, MARCOS LÚCIO . Kinetic Modeling of Solvent-Free Lipase-Catalyzed Partial Hydrolysis of Palm Oil. Applied Biochemistry and Biotechnology, v. 168, p. 1521, 2012.
Citações:2

67.
Wilson, Ian ; Zhao, Wenyi ; Zhao, Dongbo ; Desai, Aman A. ; de Souza, Rodrigo Octavio M. A. ; Guizzetti, Sylvain ; Laird, Trevor . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 16, p. 174-183, 2012.

68.
Wilson, Ian ; Zhao, Wenyi ; Zhao, Dongbo ; Desai, Aman A. ; de Souza, Rodrigo Octavio M. A. ; Guizzetti, Sylvain ; Laird, Trevor . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 16, p. 526-534, 2012.

69.
Wilson, Ian ; Zhao, Wenyi ; Zhao, Dongbo ; Desai, Aman A. ; de Souza, Rodrigo Octavio M. A. ; Guizzetti, Sylvain ; Laird, Trevor . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 16, p. 1188-1197, 2012.

70.
SIMON, LEVENTE L. ; KNIGHT, JOHN ; Zhao, Wenyi ; Wilson, Ian ; Zhao, Dongbo ; Guizzetti, Sylvain ; Desai, Aman A. ; DE SOUZA, RODRIGO OCTAVIO MENDONA ALVES . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 16, p. 1320-1328, 2012.

71.
Zhao, Wenyi ; Zhao, Dongbo ; Desai, Aman A. ; DE SOUZA, RODRIGO OCTAVIO MENDONÇA ALVES ; Guizzetti, Sylvain ; SIMON, LEVENTE ; KNIGHT, JOHN . Some Items of Interest to Process R&D Chemists and Engineers. Organic Process Research & Development, v. 16, p. 1574-1581, 2012.

 

2011

72.
de SOUZA, R. O. M. A. ; Miranda, L. S. M. . Irradiaà à o de micro-ondas aplicada à sà ntese orgà nica: uma histà ria de sucesso no Brasil. Química Nova (Impresso), v. 34, p. 497-506, 2011.
Citações:4|7

73.
de SOUZA, R. O. M. A. ; Barros, J. C. ; Antunes, O. A. C. ; da Silva, J. F. M. . Quantitative Structure-Activity Relationship of Morita-Baylis-Hillman Adducts with Leishmanicidal Activity. Zeitschrift für Naturforschung. C, A Journal of Biosciences, v. 66, p. 136-142, 2011.
Citações:1|1

74.
Miranda, Leandro S.M. ; da Silva, Thayane Rabello ; Crespo, Lívia Tenório ; Esteves, Pierre Mothè ; de Matos, Louise F. ; Diederichs, Carla C. ; de Souza, Rodrigo Octávio Mendonça Alves ; de SOUZA, R. O. M. A. . TBCA mediated microwave-assisted Hofmann rearrangement. Tetrahedron Letters, v. 52, p. 1639-1640, 2011.
Citações:2|3

75.
Matos, Lilian M.C. ; Leal, Ivana C.R. ; de Souza, Rodrigo O.M.A. . Diacylglycerol synthesis by lipase-catalyzed partial hydrolysis of palm oil under microwave irradiation and continuous flow conditions. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 72, p. 36-39, 2011.
Citações:14|15

76.
 Junior, Ivaldo I. ; Flores, Marcela C. ; Sutili, Felipe K. ; Leite, Selma G. F. ; de M. Miranda, Leandro S. ; Leal, Ivana C. R. ; de Souza, Rodrigo O. M. A. . Lipase-Catalyzed Monostearin Synthesis under Continuous Flow Conditions. Organic Process Research & Development, p. 110630103029035, 2011.
Citações:13|13

77.
Junior, Ivaldo I. ; Sutili, Felipe K. ; Leite, Selma G.F. ; Miranda, Leandro S. de M. ; Leal, Ivana C.R. ; de Souza, Rodrigo O.M.A. . DoE oriented reaction optimization on the lipase-catalyzed monostearin synthesis. Journal of Molecular Catalysis. B, Enzymatic (Print), v. 72, p. 313-318, 2011.
Citações:5|10

78.
Costa, Ingrid C. R. ; Leite, Selma G. F. ; Leal, Ivana C. R. ; Miranda, Leandro S. M. ; Souza, Rodrigo O. M. A. de ; de SOUZA, R. O. M. A. . Thermal effect on the microwave assisted biodiesel synthesis catalyzed by lipases. Journal of the Brazilian Chemical Society (Impresso), v. 22, p. 1993-1998, 2011.
Citações:5|5

79.
Ramos, Aline de Souza ; Ribeiro, Joyce Benzaquem ; Lopes, Raquel de Oliveira ; Leite, Selma Gomes Ferreira ; Souza, Rodrigo Octavio Mendonça Alves de ; de SOUZA, R. O. M. A.. Highly enantioselective bioreduction of ethyl 3-oxohexanoate. Tetrahedron Letters, p. 6127, 2011.
Citações:5|5

80.
Lopes, Raquel de Oliveira ; Ribeiro, Joyce Benzaquem ; Ramos, Aline de Souza ; Miranda, Leandro S.M. ; Leal, Ivana Corrêa Ramos ; Leite, Selma Gomes Ferreira ; Souza, Rodrigo Octavio Mendonà a Alves de ; de SOUZA, R. O. M. A. . Highly enantioselective bioreduction of 4-bromoacetophenone. Tetrahedron: Asymmetry (Print), v. 22, p. 1763-1766, 2011.
Citações:6|7

81.
dos Santos Castro, Kelly L. ; DE LIMA, PAULO G. ; e Miranda, Leandro S.M. ; de Souza, Rodrigo O.M.A. . Microwave assisted Suzuki reaction in N-butylpyridinium salts/water systems. Tetrahedron Letters, v. 52, p. 4168-4171, 2011.
Citações:7|8

 

2010

82.
Babicz, Ivelize ; Leite, Selma G.F. ; de Souza, Rodrigo O.M.A. ; Antunes, O.A.C. . Lipase-catalyzed diacylglycerol production under sonochemical irradiation?. Ultrasonics Sonochemistry, v. 17, p. 4-6, 2010.
Citações:18|29

83.
O.M.A. de Souza, Rodrigo ; S.M. Miranda, Leandro ; de SOUZA, R. O. M. A. . Recent Advances in the Morita-Baylis-Hillman Reaction Under Microwave Irradiation. Mini-Reviews in Organic Chemistry, v. 7, p. 212-220, 2010.
Citações:13|16

84.
C. Barros, Jose ; Octavio M.A. de Souza, Rodrigo ; F.M. da Silva, Joaquim ; dos S. Pinheiro, Eloan ; Tanuri, Amilcar ; de SOUZA, R. O. M. A. . A Tribute to Octavio Antunes: A Brazilian Approach to Protease Inhibitors. Letters in Drug Design & Discovery, v. 7, p. 707-709, 2010.

85.
de SOUZA, R. O. M. A. . Um Guia Indispensável para os que Trabalham com Irradiação de Micro-ondas Aplicada a Síntese Orgânica. Revista Virtual de Química, v. 2, p. 225-225, 2010.

 

2009

86.
Detoni, Chaline ; Carvalho, Nakédia M. F. ; Souza, Rodrigo O. M. A. ; Aranda, Donato A. G. ; Antunes, O. A. C. . Oxidation of Benzene Catalyzed by 2,2?-Bipyridine and 1,10-Phenantroline Cu(II) Complexes. Catalysis Letters, v. 129, p. 79-84, 2009.
Citações:8|10

87.
Souza, Rodrigo O.M.A. de ; Matos, Lilian M.C. ; GONÇALVES, Karen M. ; Costa, Ingrid C.R. ; Babics, Ivelize ; Leite, Selma G.F. ; Oestreicher, E.G. ; Antunes, O.A.C. . Michael additions of primary and secondary amines to acrylonitrile catalyzed by lipases. Tetrahedron Letters, v. 50, p. 2017-2018, 2009.
Citações:26|27

88.
 De?Souza, Rodrigo O.?M.?A. ; da Penha, Eduardo?T.? ; Milagre, Humberto?M.?S. ; Garden, Simon?J. ; Esteves, Pierre?M. ; Eberlin, Marcos?N. ; Antunes, Octavio A.?C. . The Three-Component Biginelli Reaction: A Combined Experimental and Theoretical Mechanistic Investigation. Chemistry - A European Journal, v. 15, p. 9799-9804, 2009.
Citações:25|39

89.
 de Souza, Rodrigo Octavio M. A. ; Antunes, Octavio A. C. ; Kroutil, Wolfgang ; Kappe, C. Oliver . Kinetic Resolution of rac -1-Phenylethanol with Immobilized Lipases: A Critical Comparison of Microwave and Conventional Heating Protocols . Journal of Organic Chemistry, v. 74, p. 6157-6162, 2009.
Citações:29|41

90.
Voll, F.A.P. ; Rossi, C.C.R.S. ; Silva, C. ; Guirardello, R. ; Souza, R.O.M.A. ; Cabral, V.F. ; Cardozo-Filho, L. ; de SOUZA, R. O. M. A. . Thermodynamic analysis of supercritical water gasification of methanol, ethanol, glycerol, glucose and cellulose. International Journal of Hydrogen Energy, v. 34, p. 9737-9744, 2009.
Citações:25|41

91.
de SOUZA, R. O. M. A. ; Barros, J. C. . A Química Catalisada por Octavio Augusto Ceva Antunes. Revista Virtual de Química, v. 1, p. 1-1, 2009.

 

2008

92.
RIBEIRO, J ; SOUSA, L ; FRAGA, C ; LEITE, S ; RAMOS, M ; DEAQUINONETO, F ; AGUIAR, L ; DESOUZA, R ; ANTUNES, O . Microbial reduction of alpha-substituted-alpha-acetyl-gamma-butyrolactones. Catalysis Communications (Print), v. 9, p. 1782-1786, 2008.
Citações:5|6

93.
ANTUNES, Octavio A.c. ; de SOUZA, R. O. M. A. ; ESTEVES, Pierre Mothe ; PEREIRA, Vera L.p. ; VASCONCELLOS, Mário L.a.a. . Morita-Baylis-Hillman Reaction in Water/Ionic Liquids under Microwave Irradiation. Letters in Organic Chemistry, v. 5, p. 379-382, 2008.
Citações:13|15

94.
de Souza, Rodrigo ; Bittar, Mariana ; Mendes, Laiza ; da Silva, Carla ; da Silva, Victor ; Antunes, O. . Copper-Free Sonogashira Reaction Using Gold Nanoparticles Supported on Ce2 O 3 , Nb 2 O 5 and SiO 2 under Microwave Irradiation . Synlett (Stuttgart), p. 1777, 2008.
Citações:25|29

95.
DESOUZA, R ; ANTUNES, O . Pd(0)-catalyzed Heck reactions of isopropenyl acetate using bmim salts as pre-ligands. Catalysis Communications (Print), v. 9, p. 2536-2538, 2008.
Citações:2|2

96.
de Souza, Rodrigo O.M.A. ; PEREIRA, Vera L.p. ; ESTEVES, Pierre M. ; Vasconcellos, Mario L.A. A. . The Morita Baylis Hillman reaction in aqueous organic solvent system. Tetrahedron Letters, v. 49, p. 5902-5905, 2008.
Citações:28|32

 

 

2007

97.
DESOUZA, R ; PEREIRA, V ; MUZITANO, M ; FALCAO, C ; ROSSIBERGMANN, B ; FILHO, E ; VASCONCELLOS, M . High selective leishmanicidal activity of 3-hydroxy-2-methylene-3-(4-bromophenyl)propanenitrile and analogous compounds. European Journal of Medicinal Chemistry, v. 42, p. 99-102, 2007.
Citações:23|27

98.
Ribeiro, Rodrigo ; de Souza, Rodrigo ; Vasconcellos, Mário ; Oliveira, Bianca ; Ferreira, Leonardo ; Aguiar, Lúcia . Hexamethylenetetramine-Mediated Transesterification of ?-Keto Esters. Synthesis. Journal of Synthetic Organic Chemistry, v. 2007, p. 61-64, 2007.
Citações:6|1

 

2006

99.
Vasconcellos, Mário LAA ; Silva, Tania MS ; Camara, Celso A ; Martins, Rodrigo M ; Lacerda, Kelly M ; Lopes, Horacimone M ; Pereira, Vera LP ; de Souza, Rodrigo OMA ; Crespo, Lívia TC . Baylis Hillman adducts with molluscicidal activity againstBiomphalaria glabrata. Pest Management Science, v. 62, p. 288-292, 2006.
Citações:21|23

100.
de Souza, Rodrigo O. M. A. ; ESTEVES, Pierre M. ; Laali, Kenneth K. . Allenediazonium ions and their protonation chemistry: a DFT study. Organic and Biomolecular Chemistry, v. 4, p. 4444, 2006.
Citações:2|1

101.
de SOUZA, R. O. M. A. ; ANTUNES, Octavio A.c. ; VASCONCELLOS, Mário L.a.a. ; ESTEVES, Pierre M. ; FREGADOLLI, Pedro H. ; GONÇALVES, Karen M. ; SEQUEIRA, Lucia C. ; PEREIRA, Vera L.p. ; C. FILHO, Lúcio . Hexamethylenetetramine-Ionic Liquids Catalyzed BaylisHillman Reactions. Letters in Organic Chemistry, v. 3, p. 936-939, 2006.
Citações:11|11

 

2004

102.
DESOUZA, R ; VASCONCELLOS, M . Intrinsic catalytic activity of tertiary amines: a mechanistic proposal to the unexpected temperature effect in Baylis?Hillman reaction. Catalysis Communications, v. 5, p. 21-24, 2004.
Citações:26|24

103.
de SOUZA, R. O. M. A. ; Meireles, Bruno A. ; Aguiar, Lúcia C. ; Vasconcellos, M. L. A. A. . Hexamethylenetetramine as a Cheap and Convenient Alternative Catalyst in the Baylis-Hillman Reaction: Synthesis of Aromatic Compounds with Anti-Malarial Activity. Synthesis. Journal of Synthetic Organic Chemistry, Alemanha, v. 2004, p. 1595-1600, 2004.
Citações:36

 

2003

104.
Octavio, Rodrigo ; de Souza, M. A. ; Vasconcellos, M?rio Luiz A. A. . The Use of DMAP as Catalyst in the Baylis-Hillman Reaction Between Methyl Acrylate and Aromatic Aldehydes. Synthetic Communications, v. 33, p. 1383-1389, 2003.
Citações:29|32

 

 

 

 

 

 

 

 

 

Patentes

 

5. ANTUNES, Octavio A.c., de SOUZA, R. O. M. A.

PRODUÇÃO DE DIACILGLICEROIS ATRAVÉS DE REAÇÕES DE GLICERÓLISE E HIDRÓLISE DO ÓLEO DE PALMA REFINADO CATALISADA PELA ENZIMA PS AMANO, 2010

4. ANTUNES, Octavio A.c., de SOUZA, R. O. M. A.

PRODUÇÃO DE DIACILGLICEROIS ATRAVÉS DE REAÇÕES DE GLICERÓLISE E HIDRÓLISE DO ÓLEO DE PALMA REFINADO CATALISADA PELAS ENZIMAS LIPOZYME TL IM, LIPOZYME RM IM E NOVOZYME 435., 2010

3. ANTUNES, Octavio A.c., de SOUZA, R. O. M. A.

PRODUÇÃO DE DIACILGLICEROIS ATRAVÉS DE REAÇÕES DE HIDRÓLISE DO ÓLEO DE CÔCO CATALISADA PELAS ENZIMAS LIPOZYME TL IM, LIPOZYME RM IM E NOVOZYME 435 SOB AQUECIMENTO., 2008

2. ANTUNES, Octavio A.c., de SOUZA, R. O. M. A.

PRODUÇÃO DE DIACILGLICEROIS ATRAVÉS DE REAÇÕES DE HIDRÓLISE DO ÓLEO DE GIRASSOL CATALISADA PELAS ENZIMAS LIPOZYME TL IM, LIPOZYME RM IM E NOVOZYME 435 SOB AQUECIMENTO., 2008

1. ANTUNES, Octavio A.c., de SOUZA, R. O. M. A.

PRODUÇÃO DE DIACILGLICEROIS ATRAVÉS DE REAÇÕES DE HIDRÓLISE DO ÓLEO DE SOJA CATALISADA PELAS ENZIMAS LIPOZYME TL IM, LIPOZYME RM IM E NOVOZYME 435 SOB AQUECIMENTO., 2008

 

 

 

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