Two 2,3-disubstituted benzofurans (1 and 2), analogs of gamma-aminobutyric acid (GABA), were synt... more Two 2,3-disubstituted benzofurans (1 and 2), analogs of gamma-aminobutyric acid (GABA), were synthesized to obtain their 2,3-dihydro derivatives from the Pd/C-driven catalytic reduction of the double bond in the furanoid ring. The synthesis produced surprising by-products. Therefore, theoretical calculations of global and local reactivity were performed based on Pearson's hard and soft acids and bases (HSAB) principle to understand the regioselectivity that occurred in the reduction of the olefinic carbons of the compounds. Local electrophilicity (ω k ) was the most useful parameter for explaining the selectivity of the polar reactions. This local parameter was defined with the condensed Fukui function and redefined with the electrophilic (P k + ) Parr function. The similar patterns of both resulting sets of values helped to demonstrate the electrophilic behavior (soft acid) of the olefinic carbons in these compounds. The theoretical calculations, nuclear magnetic resonance, and resonance hybrids showed the moieties in each compound that are most susceptible to reduction.
The objectives of this research were to carry out a chemical analysis of the base malts, to evalu... more The objectives of this research were to carry out a chemical analysis of the base malts, to evaluate the effect of malting and roasting on both color and compounds associated with the antioxidant capacity (anthocyanins, phenolic compounds, melanoidins), and the capacity itself by ABTS and DPPH assays in base malt and caramel malt of blue corn. In order to provide styles of beers with different sensory characteristics as well as health benefits for the consumer, and since malt is the heart of beer, different cereals and pseudo-cereals have been malted. In addition to this, with the intention of taking advantage of the phenolic compounds present in the blue corn grain, and of developing color compounds as well as antioxidant activity through roasting, both blue corn base and caramel malts were developed. Results showed that the protein content was within the specified range for barley malt and, despite the malting not having a significant effect on the color parameters, a decrease in ...
Los cultivos celulares de Bouvardia ternifolia fueron usados como catalizadores en la reacción de... more Los cultivos celulares de Bouvardia ternifolia fueron usados como catalizadores en la reacción de acoplamiento oxidativo de isoeugenol. El compuesto dimérico dehidrodiisoeugenol se obtuvo con 77 % de rendimiento cuando se usó el sobrenadante obtenido de un cultivo de células en suspensión, que poseía actividad de peroxidasa. La conversión procede en condiciones suaves de reacción y al adicionar el peróxido de hidrógeno disminuye el rendimiento en la obtención del dehidrodiisoeugenol.
In this work we describe the results of the enzymatic hydrolysis of esters from 2-carboxy-6-metho... more In this work we describe the results of the enzymatic hydrolysis of esters from 2-carboxy-6-methoxy-2,3-dihydrobenzofuran acid using Candida antarctica lipase supported on acrylic resin, with enantiomeric excesses ranging between 80 to 99%.
Journal of the Mexican Chemical Society, Sep 1, 2008
Liver acetone powders (LAPs) were used as hydrolase sources to biocatalyze the hydrolysis of N-pr... more Liver acetone powders (LAPs) were used as hydrolase sources to biocatalyze the hydrolysis of N-protected-2-hydroxymethylpiperidine acetates (N-Ts and N-Boc). Different reaction conditions were evaluated, like source of LAP (cat, guinea pig, chicken, dog, sheep, bovine, rat, mouse, pig and rabbit), proportion of cosolvent, type of cosolvent and pH.
El polímero testosterona-6-ACA-dextrano, fue preparado por métodos de inmovilización de ligandos.... more El polímero testosterona-6-ACA-dextrano, fue preparado por métodos de inmovilización de ligandos. Este complejo macromolecular fue sintetizado en diversas etapas; a) enlace covalente del brazo espaciador ácido amino caproíco (ACA) al dextran, b) enlazando el TBDMSO-testosterona-6-hidroxi al dextrano-ACA y c) remoción del grupo protector (TBDMSO) en el conjugado TBDMSO-testosterona-6-ACA-dextran con ácido fluorhídrico. Los resultados obtenidos por técnicas espectroscópicas mostraron que el número de residuos de testosterona en el complejo macromolecular testosterona-6-ACA-dextrano fueron 3x10-5 mmol. Además, la estimación basada sobre espectroscopia de ultravioleta (UV) sugiere que el dextrano no modifica la curva de absorción del esteroide.
A atividade da nitrila hidratase de Nocardia corallina B-276 é descrita. O único produto detectad... more A atividade da nitrila hidratase de Nocardia corallina B-276 é descrita. O único produto detectado, na hidrólise biocatalisada das nitrilas selecionadas, foi a amida correspondente. O melhor resultado foi obtido usando-se suspensão de células em tampão de fosfatos (pH = 7,0), com porcentagens de conversão na faixa de 31% a > 99%. The nitrile hydratase activity of Nocardia corallina B-276 is described, and the only detected product during the biocatalyzed hydrolysis of selected nitriles was the corresponding amide. The best results were obtained using a suspension of cells in a phosphate buffer (pH= 7.0), with conversion percentages ranging from 31% to > 99%.
ABSTRACT A new method for the oxidation of primary ad secondary allylic alcohols to the correspon... more ABSTRACT A new method for the oxidation of primary ad secondary allylic alcohols to the corresponding aldehydes/acids and ketones respectively is described utilizing Nocardia corallina B-276. In contrast, Pseudomonas oleovorans TF4-1L oxidized only the primary allylic alcohols but not the secondary allylic alcohols.
Medicinal chemistry (Shariqah (United Arab Emirates)), Jan 23, 2018
Benzofurans are heterocyclic compounds with neurotropic activity. Some have been developed for th... more Benzofurans are heterocyclic compounds with neurotropic activity. Some have been developed for the treatment of acute and degenerative neuronal injuries. To evaluate the in silico binding of some promising benzofurans on the GABA receptors, and the in vivo neurotropic activity of benzofuran analogues (BZF 6-10) of gamma-aminobutyric acid (GABA) on a seizure model. The ligands with the best physicochemical attributes were docked on two GABA receptors (the alpha-1 subunit of GABAA-R and GBR1 subunit of GABAB-R). Selected benzofuran derivatives were synthesized by a multistep procedure and characterized. To examine the neurotropic effects, mice were pretreated with different concentrations of the compounds prior to PTZ- or 4-AP-induced seizures. We assessed acute toxicity, motor behavior, and the effects on seizures. The tested ligands that complied with Lipinski's rule of five were tested in silico with GABAA-R (ΔG = -5.51 to -5.84 kcal/mol) at the allosteric site for benzodiazepi...
... OF CIS TRANSCYCLOHEXANECARBOXYLATES BY ENZYMATIC HYDROLYSIS: PREFERENCE FOR DIEQUATORIAL ISOM... more ... OF CIS TRANSCYCLOHEXANECARBOXYLATES BY ENZYMATIC HYDROLYSIS: PREFERENCE FOR DIEQUATORIAL ISOMERS Kurt KOnigsberger, Hector Luna, Kapa Prasad ... hydrolysis of esters of chiral acids has recently been surveyed in detail: Ahmed, SN; Kazlauskas ...
Page 1. 4746 J. Org. Chem. 1986,51, 4746-4748 New Vinylcyclopropanation Methodology and Reagents ... more Page 1. 4746 J. Org. Chem. 1986,51, 4746-4748 New Vinylcyclopropanation Methodology and Reagents for Potential [2 + 31 Cyclopentene, Dihydrofuran, and Pyrroline Annulations Summary: The additions of the lithium dienolate ...
... 1, p 323. (g) Nishimura, Y. In Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; El... more ... 1, p 323. (g) Nishimura, Y. In Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; Elsevier: Amsterdam, 1988; Vol. 1, p 227. (3) (a) Castanospermine: Hamana, H.; Ikota, N.; (b) Ganem, B. J. Org. Chem. 1987,52,5492 and references therein. ...
Whole cells of Nocardia corallina B-276 oxidized enantioselectively racemates of arylethyl carbin... more Whole cells of Nocardia corallina B-276 oxidized enantioselectively racemates of arylethyl carbinols, at 0.5 mM, to give ketones in yields from 4 to 97% (w/w) and the unreacted alcohols showing enantiomeric excess ranging from 5 to > 99%. The configuration of the resulting alcohol is (R).
... Ramírez L., Norberto Manjarrez A.*, Herminia I. Pérez M., Aida Solís O., Héctor ... Álvarez D... more ... Ramírez L., Norberto Manjarrez A.*, Herminia I. Pérez M., Aida Solís O., Héctor ... Álvarez Departamento de Sistemas Biológicos, DCBS, Universidad Autónoma Metropolitana Unidad Xochimilco Calzada del Hueso ... Los enantiómeros de la amida (2), dan para el R un tr = 25.52 ...
Journal of the Mexican Chemical Society, Mar 1, 2013
How to cite Complete issue More information about this article Journal's homepage in redalyc.org ... more How to cite Complete issue More information about this article Journal's homepage in redalyc.org Scientific Information System Network of Scientific Journals from Latin America, the Caribbean, Spain and Portugal Non-profit academic project, developed under the open access initiative Comparative Study on the N-acylase Activity of Mammalian Kidney Acetone Powders (KAP's) 43
Two 2,3-disubstituted benzofurans (1 and 2), analogs of gamma-aminobutyric acid (GABA), were synt... more Two 2,3-disubstituted benzofurans (1 and 2), analogs of gamma-aminobutyric acid (GABA), were synthesized to obtain their 2,3-dihydro derivatives from the Pd/C-driven catalytic reduction of the double bond in the furanoid ring. The synthesis produced surprising by-products. Therefore, theoretical calculations of global and local reactivity were performed based on Pearson's hard and soft acids and bases (HSAB) principle to understand the regioselectivity that occurred in the reduction of the olefinic carbons of the compounds. Local electrophilicity (ω k ) was the most useful parameter for explaining the selectivity of the polar reactions. This local parameter was defined with the condensed Fukui function and redefined with the electrophilic (P k + ) Parr function. The similar patterns of both resulting sets of values helped to demonstrate the electrophilic behavior (soft acid) of the olefinic carbons in these compounds. The theoretical calculations, nuclear magnetic resonance, and resonance hybrids showed the moieties in each compound that are most susceptible to reduction.
The objectives of this research were to carry out a chemical analysis of the base malts, to evalu... more The objectives of this research were to carry out a chemical analysis of the base malts, to evaluate the effect of malting and roasting on both color and compounds associated with the antioxidant capacity (anthocyanins, phenolic compounds, melanoidins), and the capacity itself by ABTS and DPPH assays in base malt and caramel malt of blue corn. In order to provide styles of beers with different sensory characteristics as well as health benefits for the consumer, and since malt is the heart of beer, different cereals and pseudo-cereals have been malted. In addition to this, with the intention of taking advantage of the phenolic compounds present in the blue corn grain, and of developing color compounds as well as antioxidant activity through roasting, both blue corn base and caramel malts were developed. Results showed that the protein content was within the specified range for barley malt and, despite the malting not having a significant effect on the color parameters, a decrease in ...
Los cultivos celulares de Bouvardia ternifolia fueron usados como catalizadores en la reacción de... more Los cultivos celulares de Bouvardia ternifolia fueron usados como catalizadores en la reacción de acoplamiento oxidativo de isoeugenol. El compuesto dimérico dehidrodiisoeugenol se obtuvo con 77 % de rendimiento cuando se usó el sobrenadante obtenido de un cultivo de células en suspensión, que poseía actividad de peroxidasa. La conversión procede en condiciones suaves de reacción y al adicionar el peróxido de hidrógeno disminuye el rendimiento en la obtención del dehidrodiisoeugenol.
In this work we describe the results of the enzymatic hydrolysis of esters from 2-carboxy-6-metho... more In this work we describe the results of the enzymatic hydrolysis of esters from 2-carboxy-6-methoxy-2,3-dihydrobenzofuran acid using Candida antarctica lipase supported on acrylic resin, with enantiomeric excesses ranging between 80 to 99%.
Journal of the Mexican Chemical Society, Sep 1, 2008
Liver acetone powders (LAPs) were used as hydrolase sources to biocatalyze the hydrolysis of N-pr... more Liver acetone powders (LAPs) were used as hydrolase sources to biocatalyze the hydrolysis of N-protected-2-hydroxymethylpiperidine acetates (N-Ts and N-Boc). Different reaction conditions were evaluated, like source of LAP (cat, guinea pig, chicken, dog, sheep, bovine, rat, mouse, pig and rabbit), proportion of cosolvent, type of cosolvent and pH.
El polímero testosterona-6-ACA-dextrano, fue preparado por métodos de inmovilización de ligandos.... more El polímero testosterona-6-ACA-dextrano, fue preparado por métodos de inmovilización de ligandos. Este complejo macromolecular fue sintetizado en diversas etapas; a) enlace covalente del brazo espaciador ácido amino caproíco (ACA) al dextran, b) enlazando el TBDMSO-testosterona-6-hidroxi al dextrano-ACA y c) remoción del grupo protector (TBDMSO) en el conjugado TBDMSO-testosterona-6-ACA-dextran con ácido fluorhídrico. Los resultados obtenidos por técnicas espectroscópicas mostraron que el número de residuos de testosterona en el complejo macromolecular testosterona-6-ACA-dextrano fueron 3x10-5 mmol. Además, la estimación basada sobre espectroscopia de ultravioleta (UV) sugiere que el dextrano no modifica la curva de absorción del esteroide.
A atividade da nitrila hidratase de Nocardia corallina B-276 é descrita. O único produto detectad... more A atividade da nitrila hidratase de Nocardia corallina B-276 é descrita. O único produto detectado, na hidrólise biocatalisada das nitrilas selecionadas, foi a amida correspondente. O melhor resultado foi obtido usando-se suspensão de células em tampão de fosfatos (pH = 7,0), com porcentagens de conversão na faixa de 31% a > 99%. The nitrile hydratase activity of Nocardia corallina B-276 is described, and the only detected product during the biocatalyzed hydrolysis of selected nitriles was the corresponding amide. The best results were obtained using a suspension of cells in a phosphate buffer (pH= 7.0), with conversion percentages ranging from 31% to > 99%.
ABSTRACT A new method for the oxidation of primary ad secondary allylic alcohols to the correspon... more ABSTRACT A new method for the oxidation of primary ad secondary allylic alcohols to the corresponding aldehydes/acids and ketones respectively is described utilizing Nocardia corallina B-276. In contrast, Pseudomonas oleovorans TF4-1L oxidized only the primary allylic alcohols but not the secondary allylic alcohols.
Medicinal chemistry (Shariqah (United Arab Emirates)), Jan 23, 2018
Benzofurans are heterocyclic compounds with neurotropic activity. Some have been developed for th... more Benzofurans are heterocyclic compounds with neurotropic activity. Some have been developed for the treatment of acute and degenerative neuronal injuries. To evaluate the in silico binding of some promising benzofurans on the GABA receptors, and the in vivo neurotropic activity of benzofuran analogues (BZF 6-10) of gamma-aminobutyric acid (GABA) on a seizure model. The ligands with the best physicochemical attributes were docked on two GABA receptors (the alpha-1 subunit of GABAA-R and GBR1 subunit of GABAB-R). Selected benzofuran derivatives were synthesized by a multistep procedure and characterized. To examine the neurotropic effects, mice were pretreated with different concentrations of the compounds prior to PTZ- or 4-AP-induced seizures. We assessed acute toxicity, motor behavior, and the effects on seizures. The tested ligands that complied with Lipinski's rule of five were tested in silico with GABAA-R (ΔG = -5.51 to -5.84 kcal/mol) at the allosteric site for benzodiazepi...
... OF CIS TRANSCYCLOHEXANECARBOXYLATES BY ENZYMATIC HYDROLYSIS: PREFERENCE FOR DIEQUATORIAL ISOM... more ... OF CIS TRANSCYCLOHEXANECARBOXYLATES BY ENZYMATIC HYDROLYSIS: PREFERENCE FOR DIEQUATORIAL ISOMERS Kurt KOnigsberger, Hector Luna, Kapa Prasad ... hydrolysis of esters of chiral acids has recently been surveyed in detail: Ahmed, SN; Kazlauskas ...
Page 1. 4746 J. Org. Chem. 1986,51, 4746-4748 New Vinylcyclopropanation Methodology and Reagents ... more Page 1. 4746 J. Org. Chem. 1986,51, 4746-4748 New Vinylcyclopropanation Methodology and Reagents for Potential [2 + 31 Cyclopentene, Dihydrofuran, and Pyrroline Annulations Summary: The additions of the lithium dienolate ...
... 1, p 323. (g) Nishimura, Y. In Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; El... more ... 1, p 323. (g) Nishimura, Y. In Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; Elsevier: Amsterdam, 1988; Vol. 1, p 227. (3) (a) Castanospermine: Hamana, H.; Ikota, N.; (b) Ganem, B. J. Org. Chem. 1987,52,5492 and references therein. ...
Whole cells of Nocardia corallina B-276 oxidized enantioselectively racemates of arylethyl carbin... more Whole cells of Nocardia corallina B-276 oxidized enantioselectively racemates of arylethyl carbinols, at 0.5 mM, to give ketones in yields from 4 to 97% (w/w) and the unreacted alcohols showing enantiomeric excess ranging from 5 to > 99%. The configuration of the resulting alcohol is (R).
... Ramírez L., Norberto Manjarrez A.*, Herminia I. Pérez M., Aida Solís O., Héctor ... Álvarez D... more ... Ramírez L., Norberto Manjarrez A.*, Herminia I. Pérez M., Aida Solís O., Héctor ... Álvarez Departamento de Sistemas Biológicos, DCBS, Universidad Autónoma Metropolitana Unidad Xochimilco Calzada del Hueso ... Los enantiómeros de la amida (2), dan para el R un tr = 25.52 ...
Journal of the Mexican Chemical Society, Mar 1, 2013
How to cite Complete issue More information about this article Journal's homepage in redalyc.org ... more How to cite Complete issue More information about this article Journal's homepage in redalyc.org Scientific Information System Network of Scientific Journals from Latin America, the Caribbean, Spain and Portugal Non-profit academic project, developed under the open access initiative Comparative Study on the N-acylase Activity of Mammalian Kidney Acetone Powders (KAP's) 43
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