Angelica Yadira Garcia Aguilar - Academia.edu (original) (raw)

Papers by Angelica Yadira Garcia Aguilar

Research paper thumbnail of Tipos de parafasias que presentan un grupo de pacientes afásicos fluentes que acuden a un centro hospitalario

El objetivo de la investigacion fue conocer los tipos de parafasias en un grupo de pacientes adul... more El objetivo de la investigacion fue conocer los tipos de parafasias en un grupo de pacientes adultos afasicos fluentes que acuden a un Centro Hospitalario, a traves del Test de Boston. La metodologia que se utilizo fue descriptivo simple, y el estudio tuvo una duracion de 5 meses contando con la participacion de 6 pacientes. A traves de la presente investigacion se logro conocer el tipo de parafasia que presenta cada paciente, encontrando en los resultados que existe una relacion entre el tipo de afasia que presenta un paciente y el tipo de parafasia que emite en su habla, estos resultados fueron contrastaron con la bibliografia consultada obteniendo coincidencias, es asi que se observa en los pacientes con afasia de conduccion mayor numero de parafasias literales, en los pacientes con afasia de Wernicke mayor neologismos y en los pacientes con afasia anomica parafasias verbales y literales. Palabras claves: Afasia, parafasia, Test de Boston

Research paper thumbnail of Utilización de residuo fibroso seco obtenido de la cáscara de palmito de pejibaye (Bactris gasipaes H.B.K); en la elaboración de barras alimenticias energéticas, (BAE), en la industria Agrícola Exportadora C.A INAEXPO

Research paper thumbnail of Synthesis of a New Family of Fluorescent BODIPY Derivatives Substitued in the Ortho Position of 8-PhenylBODIPY by Different Cross-Coupling: Suzuki, Stille and Sonogashira

It is well known that BODIPY derivatives exhibit high quantum yields when substituted with aryl g... more It is well known that BODIPY derivatives exhibit high quantum yields when substituted with aryl groups at the meso position, as long as the rotation of such groups is hindered. So far, scientists have designed BODIPY dyes with high quantum yields by introducing alkyl substituents at the 1- and 7-positions thereby restricting the rotation of the meso-substituent. Herein, we propose an easier way to achieve the same objective. Synthons 1 were prepared by the Liebeskind-Srogl cross-coupling reaction and have high quantum yields by themselves. However, it is evident that having a Br atom at the ortho-position, they could be further elaborated using other transition-metal catalyzed reactions. In this work, we present our results on the functionalization of the ortho-aryl position of 1 via the Suzuki, Stille and Sonogashira reactions.

Research paper thumbnail of Antimalarial Activity of Ultra-Short Peptides

Molecules, 2009

Ultra-short peptides 1-9 were designed and synthesized with phenylalanine, ornithine and proline ... more Ultra-short peptides 1-9 were designed and synthesized with phenylalanine, ornithine and proline amino acid residues and their effect on antimalarial activity was analyzed. On the basis of the IC 50 data for these compounds, the effects of nature, polarity, and amino acid sequence on Plasmodium berghei schizont cultures were analyzed too. Tetrapeptides Phe-Orn-Phe-Orn (4) and Lys-Phe-Phe-Orn (5) showed a very important activity with IC 50 values of 3.31 and 2.57 μM, respectively. These two tetrapeptides are candidates for subsequent in vivo assays and SARS investigations.

Research paper thumbnail of A turn-on fluorescent solid-sensor for Hg(II) detection

Nanoscale Research Letters, 2014

A rhodamine organosilane derivative (Rh-UTES) has been obtained by one-pot synthesis. The chemica... more A rhodamine organosilane derivative (Rh-UTES) has been obtained by one-pot synthesis. The chemical structure of Rh-UTES was confirmed by nuclear magnetic resonance (NMR) and infrared (FTIR) techniques. To obtain an inorganic-organic hybrid sensor, Rh-UTES was covalently immobilized on a porous silicon microcavity (PSiMc) via triethoxysilane groups. The attachment of the organic derivative into PSiMc was confirmed by FTIR, specular reflectance, and scanning electron microscopy (SEM). The optical performance of Rh-UTES receptor for Hg2+ detection was investigated by fluorescent spectroscopy and microscopy. Upon the addition of increasing amounts of Hg2+ ions, a remarkable enhancement in emission intensity was produced in both systems. In the solid phase, an increase of integrated fluorescent emission of 0.12- and 0.15-fold after Hg2+ receptor coordination was observed. The light harvesting capability of PSiMc devices allowed obtaining an enhanced fluorescent emission after Rh-UTES imm...

Research paper thumbnail of Twisted Intramolecular Charge Transfer and Aggregation-Induced Emission of BODIPY Derivatives

The Journal of Physical Chemistry C, 2009

... Rongrong Hu † , Erik Lager § , Ang lica Aguilar-Aguilar § , Jianzhao Liu † , Jacky WY Lam † ,... more ... Rongrong Hu † , Erik Lager § , Ang lica Aguilar-Aguilar § , Jianzhao Liu † , Jacky WY Lam † , Herman HY Sung † , Ian D. Williams † , Yongchun Zhong ‡ , Kam Sing Wong ‡ , Eduardo Pe a-Cabrera* § and Ben Zhong Tang* †. ...

Research paper thumbnail of Patrones de infestación por insectos xilófagos en renovales de Nothofagus obliqua Mirb. y Nothofagus dombeyi (Mirb.) Oerst. (Fagales: Nothofagaceae)

Revista chilena de historia natural, 2005

Patrones de infestación por insectos xilófagos en renovales de Nothofagus obliqua Mirb. y Nothofa... more Patrones de infestación por insectos xilófagos en renovales de Nothofagus obliqua Mirb. y Nothofagus dombeyi (Mirb.) Oerst. (Fagales: Nothofagaceae) Infestation patterns of xylophagous insects in second growth stands of Nothofagus obliqua Mirb. and Nothofagus dombeyi (Mirb.) Oerst.

Research paper thumbnail of Antinociceptive Effect of Heliopsis longipes Extract and Affinin in Mice

Research paper thumbnail of Two New Benzofuranes from Eupatorium aschenbornianum and their Antimicrobial Activity

Planta Medica, 2003

Through a bioassay-guided fractionation, from the aerial parts of the medicinal plant Eupatorium ... more Through a bioassay-guided fractionation, from the aerial parts of the medicinal plant Eupatorium aschenbornianum were isolated two new benzofurane compounds, 5-acetyl-3beta-angeloyloxy-2beta-(1-hydroxyisopropyl)-2,3-dihydrobenzofurane ( 1) and 5-acetyl-3beta-angeloyloxy-2beta-(1-hydroxyisopropyl)-6-methoxy-2,3-dihydrobenzofurane ( 2) in addition to 4-hydroxy-3,5-diprenylacetophenone, espeletone ( 3), encecalinol ( 4), beta-sitosterol and stigmasterol. The antimicrobial evaluation of these natural products showed that 1 [MIC = 200 microg/mL against T. mentagrophytes and 100 microg/mL against T. rubrum], 2 [MIC = 50 microg/mL towards both] and 3 [MIC = 100 microg/mL against both] were active against dermatophytes, while 4 was active against all of microorganisms assayed [MIC = 12.5 microg/mL ( T. mentagrophytes), 12.5 microg/mL ( T. rubrum), 100 microg/mL ( C. albicans) and 200 microg/mL ( A. niger)].

Research paper thumbnail of Cycloartanes from Krameria pauciflora and Their In Vitro PLA2, COX-1, and COX-2 Enzyme Inhibitory Activities

Planta Medica, 2012

The Krameriaceae family includes a single genus, Krameria, which is comprised of about 17 species... more The Krameriaceae family includes a single genus, Krameria, which is comprised of about 17 species. In traditional Mexican folk medicine, the roots of some of these species are used as anti-inflammatory, antidiarrheal, and antibacterial agents. These roots are also used as an acne treatment and as astringents, among other uses [1, 2]. In previous studies realized by Achenbach and collaborators [3-5], mostly lignane-type compounds were isolated from the roots of Krameria species. However, until recently, there were no phytochemical studies concerning the nonpolar extract from Krameria pauciflora MOC et. Sessé ex DC. The aim of this research was to establish the chemical composition of root extracts via dichloromethane extraction and to assess the in vitro inhibitory activity on prostaglandin synthesis through PLA 2 , COX-1, and COX-2 enzymes of pure secondary metabolites. Our research group has previously studied other plants containing diterpenes and sesquiterpenes with anti-inflammatory activity [6, 7]. In this study, we characterized

Research paper thumbnail of Minor alkamides from Heliopsis longipes S.F. Blake (Asteraceae) fresh roots

Phytochemistry Letters, 2011

... Permissions & Reprints. Minor alkamides from Heliopsis longipes SF Blake (Asteraceae)... more ... Permissions & Reprints. Minor alkamides from Heliopsis longipes SF Blake (Asteraceae) fresh roots. Sugey López-Martínez a , A. Berenice Aguilar-Guadarrama a and María Yolanda Rios Corresponding Author Contact Information , a , E-mail The Corresponding Author. ...

Research paper thumbnail of Simple, General, and Efficient Synthesis of Meso-Substituted Borondipyrromethenes from a Single Platform

Organic Letters, 2007

13 C) or as internal reference unless otherwise stated. Data are reported in the following order:... more 13 C) or as internal reference unless otherwise stated. Data are reported in the following order: chemical shift in ppm, multiplicities (br (broadened), s (singlet), d (doublet), t (triplet), q (quartet), sex (sextet), hex (hextet), m (multiplet), exch (exchangeable), app (apparent)), coupling constants, J (Hz), and integration. Infrared spectra were recorded on a Perkin-Elmer FTIR 1600 series spectrophotometer. Peaks are reported (cm-1) with the following relative intensities: s (strong, 67-100%), m (medium 40-67%), and w (weak 20-40%). Melting points were determined on a Stanford Research Systems EZ-Melt apparatus and are not corrected. High-resolution mass spectra were obtained using a VG-70-250S (double focusing) mass spectrometer at 70 eV. Analytical thin-layer chromatography was performed on Merck silica gel plates with F-254 indicator. For the starting materials that were not colored, visualization was accomplished by UV-light and 5% phosphomolybdic acid solution in ethanol. THF was dried over activated 4Å molecular sieves. All reactions were performed under a dry N 2 atmosphere in oven-and or flame-dried glassware. STARTING MATERIALS 8-Thiomethylbodipy 1, [1] CuTC, [2] were prepared according to the literature procedures. All of the other reactants, ligands and catalysts were commercially available. Typical procedure (TP) for the cross-coupling of 1 with boronic acids. All of the reactions started with 0.06 mmol (15.0 mg) of thiomethylbodipy 1 as limiting reagent and the other components of the reaction were added in the amounts stated in the TP. An oven-dry Schlenk tube, equipped with a stir bar, was charged with the boronic acid (3 equiv.), thiomethyl bodipy 1 (1 equiv.) and dry THF (2 mL) under N 2. The stirred solution was sparged with N 2 for 10 min., whereupon CuTC (3 equiv.), Pd 2 (dba) 3 (2.5 mol%), and TFP (7.5 mol%) were added under N 2. The reaction mixture was immersed into a pre-heated oil bath at 55 °C. After TLC showed that the reaction went to completion, the reaction mixture was allowed to reach rt and was adsorbed on SiO 2-gel. After flash-chromatography (SiO 2-gel, EtOAc/hexanes gradient) purification, mesosubstituted bodipy's were obtained as highly-colored crystalline solids. For purposes of characterization, the products were crystallized from CH 2 Cl 2 /petroleum ether.

Research paper thumbnail of C−H Bond Functionalization in the Synthesis of Fused 1,2,3-Triazoles

Organic Letters, 2010

A highly modular approach to fused 1,2,3-triazoles has been developed featuring a one-pot procedu... more A highly modular approach to fused 1,2,3-triazoles has been developed featuring a one-pot procedure combining copper(I) catalyzed azide-alkyne cycloaddition and palladium-catalyzed C-H bond functionalization. A class of structurally unique heterocycles was synthesized in good yields. Over the past decade, direct functionalization of C-H bonds has become a popular and sought after approach in CC bond forming reactions. 1 Using this strategy ensures more concise and less wasteful syntheses by foregoing the steps required to make activated starting materials necessary for conventional cross-coupling reactions. Although direct arylation of heteroaromatic compounds is widespread, 1 the use of halogenated heterocycles as electrophiles in C-H functionalizing reactions is less common. 2 Herein we discuss the use of 4-iodo-1,2,3-triazoles as electrophiles in a C-H functionalization. A common approach in the synthesis of 1,2,3-triazoles is the copper-catalyzed Huisgen cycloaddition of alkynes and azides (CuAAC). The efficacy and reliability of this reaction has demonstrated its utility in many areas of chemical science, and applications of both fused and linear triazoles in pharmaceutically relevant targets are common. 3-5 A drawback of this cycloaddition is the attenuated reactivity of disubstituted alkynes, which can limit the scope to the

Research paper thumbnail of 3- and 5-Functionalized BODIPYs via the Liebeskind-Srogl reaction

Organic & Biomolecular Chemistry, 2009

Research paper thumbnail of Phytochemical Study and Anti-inflammatory, Antidiabetic and Free Radical Scavenger Evaluations of Krameria pauciflora Methanol Extract

Molecules, 2012

The plant Krameria pauciflora MOC et. Sessé ex DC. is used as an anti-inflammatory and antidiabet... more The plant Krameria pauciflora MOC et. Sessé ex DC. is used as an anti-inflammatory and antidiabetic in traditional medicine. The aim of this study was to evaluate the in vivo anti-inflammatory and antidiabetic effects of a methanol extract from the roots of K. pauciflora. Dichloromethane and ethyl acetate extracts obtained by partitioning the methanol extract were also evaluated. Complete methanol and dichloromethane extracts showed anti-inflammatory effects at 3 mg/kg. An anti-inflammatory effect similar to indomethacin (10 mg/kg) was observed when the methanol and dichloromethane extracts, which contain a cycloartane-type triterpene and an sterol, were administered orally at several doses (3, 10, 30 and 100 mg/kg), whereas no anti-inflammatory effect was observed at any dose for the ethyl acetate extract, which contains catechin-type flavonoids. The antidiabetic effect of each extract was also determined. An antihyperglycaemic effect was observed in diabetic rats, but no effect in normoglycaemic animals was observed when the methanol extract was administrated at 30 mg/kg. All of the extracts exhibited radical scavenger activity. Additionally, constituents from all of the extracts were identified by

Research paper thumbnail of 1H and13C assignments of two new triterpenes fromCladocolea grahami

Magnetic Resonance in Chemistry, 2004

The structure elucidation and 1 H and 13 C assignments of the new triterpenes 3b-palmitoxy-7b-hyd... more The structure elucidation and 1 H and 13 C assignments of the new triterpenes 3b-palmitoxy-7b-hydroxyolean-12ene (1) and its hydrolysis product 3b,7b-dihydroxyolean-12-ene (2) and 3b-sn-glyceroyl-(1-palmitoxy)urs-12-ene (3), isolated from the aerial parts of Cladocolea grahami (Loranthaceae), are reported.

Research paper thumbnail of Novel meso -Polyarylamine-BODIPY Hybrids: Synthesis and Study of Their Optical Properties

The Journal of Organic Chemistry, 2009

A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A... more A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A were synthesized. Two methods were used to prepare them. The first protocol involved a direct Liebeskind-Srogl cross-coupling of thiomethylbodipys 1-2 with arylaminoboronic acids (4 examples, 75-98%). The second method involves a two-step sequence: a Liebeskind-Srogl reaction to prepare 6 meso-bromoarylbodipys (58-83%) followed by a Suzuki coupling of these Br-containing BODIPYs with arylaminoboronic acids (10 examples, 44-84%). Seven of these derivatives displayed emission in the near-infrared region. The optical properties of compound 18 were rationalized in terms of its crystal structure.

Research paper thumbnail of Pd-Catalyzed, Cu(I)-Mediated Cross-Couplings of Bisarylthiocyclobutenediones with Boronic Acids and Organostannanes

The Journal of Organic Chemistry, 2007

Research paper thumbnail of Ferrocenylketene and Ferrocenyl-1,2-bisketenes:  Direct Observation and Reactivity Measurements

The Journal of Organic Chemistry, 2005

Research paper thumbnail of Three New Sesquiterpenes from Croton a rboreous

Journal of Natural Products, 2004

Three new sesquiterpenes, 5R,7R,10 H-3-patchoulen-2-one (1), 5R,7R10 H-4(14)-patchoulen-2R-ol (2)... more Three new sesquiterpenes, 5R,7R,10 H-3-patchoulen-2-one (1), 5R,7R10 H-4(14)-patchoulen-2R-ol (2), and 9R,10-dihydroxy-2 ,4-peroxy-1R,5 ,7RH-guaiane (3), were isolated from the aerial parts of Croton arboreous along with 14 known compounds. The structures of these compounds were determined on the bases of their spectroscopic data (IR, UV, OR, 1D and 2D NMR, and MS). The anti-inflammatory activity against ear edema in mice produced by 12-O-tetradecanoylphorbol-13-acetate (TPA) was evaluated for all the pure compounds and showed that compounds 4-7 are active.

Research paper thumbnail of Tipos de parafasias que presentan un grupo de pacientes afásicos fluentes que acuden a un centro hospitalario

El objetivo de la investigacion fue conocer los tipos de parafasias en un grupo de pacientes adul... more El objetivo de la investigacion fue conocer los tipos de parafasias en un grupo de pacientes adultos afasicos fluentes que acuden a un Centro Hospitalario, a traves del Test de Boston. La metodologia que se utilizo fue descriptivo simple, y el estudio tuvo una duracion de 5 meses contando con la participacion de 6 pacientes. A traves de la presente investigacion se logro conocer el tipo de parafasia que presenta cada paciente, encontrando en los resultados que existe una relacion entre el tipo de afasia que presenta un paciente y el tipo de parafasia que emite en su habla, estos resultados fueron contrastaron con la bibliografia consultada obteniendo coincidencias, es asi que se observa en los pacientes con afasia de conduccion mayor numero de parafasias literales, en los pacientes con afasia de Wernicke mayor neologismos y en los pacientes con afasia anomica parafasias verbales y literales. Palabras claves: Afasia, parafasia, Test de Boston

Research paper thumbnail of Utilización de residuo fibroso seco obtenido de la cáscara de palmito de pejibaye (Bactris gasipaes H.B.K); en la elaboración de barras alimenticias energéticas, (BAE), en la industria Agrícola Exportadora C.A INAEXPO

Research paper thumbnail of Synthesis of a New Family of Fluorescent BODIPY Derivatives Substitued in the Ortho Position of 8-PhenylBODIPY by Different Cross-Coupling: Suzuki, Stille and Sonogashira

It is well known that BODIPY derivatives exhibit high quantum yields when substituted with aryl g... more It is well known that BODIPY derivatives exhibit high quantum yields when substituted with aryl groups at the meso position, as long as the rotation of such groups is hindered. So far, scientists have designed BODIPY dyes with high quantum yields by introducing alkyl substituents at the 1- and 7-positions thereby restricting the rotation of the meso-substituent. Herein, we propose an easier way to achieve the same objective. Synthons 1 were prepared by the Liebeskind-Srogl cross-coupling reaction and have high quantum yields by themselves. However, it is evident that having a Br atom at the ortho-position, they could be further elaborated using other transition-metal catalyzed reactions. In this work, we present our results on the functionalization of the ortho-aryl position of 1 via the Suzuki, Stille and Sonogashira reactions.

Research paper thumbnail of Antimalarial Activity of Ultra-Short Peptides

Molecules, 2009

Ultra-short peptides 1-9 were designed and synthesized with phenylalanine, ornithine and proline ... more Ultra-short peptides 1-9 were designed and synthesized with phenylalanine, ornithine and proline amino acid residues and their effect on antimalarial activity was analyzed. On the basis of the IC 50 data for these compounds, the effects of nature, polarity, and amino acid sequence on Plasmodium berghei schizont cultures were analyzed too. Tetrapeptides Phe-Orn-Phe-Orn (4) and Lys-Phe-Phe-Orn (5) showed a very important activity with IC 50 values of 3.31 and 2.57 μM, respectively. These two tetrapeptides are candidates for subsequent in vivo assays and SARS investigations.

Research paper thumbnail of A turn-on fluorescent solid-sensor for Hg(II) detection

Nanoscale Research Letters, 2014

A rhodamine organosilane derivative (Rh-UTES) has been obtained by one-pot synthesis. The chemica... more A rhodamine organosilane derivative (Rh-UTES) has been obtained by one-pot synthesis. The chemical structure of Rh-UTES was confirmed by nuclear magnetic resonance (NMR) and infrared (FTIR) techniques. To obtain an inorganic-organic hybrid sensor, Rh-UTES was covalently immobilized on a porous silicon microcavity (PSiMc) via triethoxysilane groups. The attachment of the organic derivative into PSiMc was confirmed by FTIR, specular reflectance, and scanning electron microscopy (SEM). The optical performance of Rh-UTES receptor for Hg2+ detection was investigated by fluorescent spectroscopy and microscopy. Upon the addition of increasing amounts of Hg2+ ions, a remarkable enhancement in emission intensity was produced in both systems. In the solid phase, an increase of integrated fluorescent emission of 0.12- and 0.15-fold after Hg2+ receptor coordination was observed. The light harvesting capability of PSiMc devices allowed obtaining an enhanced fluorescent emission after Rh-UTES imm...

Research paper thumbnail of Twisted Intramolecular Charge Transfer and Aggregation-Induced Emission of BODIPY Derivatives

The Journal of Physical Chemistry C, 2009

... Rongrong Hu † , Erik Lager § , Ang lica Aguilar-Aguilar § , Jianzhao Liu † , Jacky WY Lam † ,... more ... Rongrong Hu † , Erik Lager § , Ang lica Aguilar-Aguilar § , Jianzhao Liu † , Jacky WY Lam † , Herman HY Sung † , Ian D. Williams † , Yongchun Zhong ‡ , Kam Sing Wong ‡ , Eduardo Pe a-Cabrera* § and Ben Zhong Tang* †. ...

Research paper thumbnail of Patrones de infestación por insectos xilófagos en renovales de Nothofagus obliqua Mirb. y Nothofagus dombeyi (Mirb.) Oerst. (Fagales: Nothofagaceae)

Revista chilena de historia natural, 2005

Patrones de infestación por insectos xilófagos en renovales de Nothofagus obliqua Mirb. y Nothofa... more Patrones de infestación por insectos xilófagos en renovales de Nothofagus obliqua Mirb. y Nothofagus dombeyi (Mirb.) Oerst. (Fagales: Nothofagaceae) Infestation patterns of xylophagous insects in second growth stands of Nothofagus obliqua Mirb. and Nothofagus dombeyi (Mirb.) Oerst.

Research paper thumbnail of Antinociceptive Effect of Heliopsis longipes Extract and Affinin in Mice

Research paper thumbnail of Two New Benzofuranes from Eupatorium aschenbornianum and their Antimicrobial Activity

Planta Medica, 2003

Through a bioassay-guided fractionation, from the aerial parts of the medicinal plant Eupatorium ... more Through a bioassay-guided fractionation, from the aerial parts of the medicinal plant Eupatorium aschenbornianum were isolated two new benzofurane compounds, 5-acetyl-3beta-angeloyloxy-2beta-(1-hydroxyisopropyl)-2,3-dihydrobenzofurane ( 1) and 5-acetyl-3beta-angeloyloxy-2beta-(1-hydroxyisopropyl)-6-methoxy-2,3-dihydrobenzofurane ( 2) in addition to 4-hydroxy-3,5-diprenylacetophenone, espeletone ( 3), encecalinol ( 4), beta-sitosterol and stigmasterol. The antimicrobial evaluation of these natural products showed that 1 [MIC = 200 microg/mL against T. mentagrophytes and 100 microg/mL against T. rubrum], 2 [MIC = 50 microg/mL towards both] and 3 [MIC = 100 microg/mL against both] were active against dermatophytes, while 4 was active against all of microorganisms assayed [MIC = 12.5 microg/mL ( T. mentagrophytes), 12.5 microg/mL ( T. rubrum), 100 microg/mL ( C. albicans) and 200 microg/mL ( A. niger)].

Research paper thumbnail of Cycloartanes from Krameria pauciflora and Their In Vitro PLA2, COX-1, and COX-2 Enzyme Inhibitory Activities

Planta Medica, 2012

The Krameriaceae family includes a single genus, Krameria, which is comprised of about 17 species... more The Krameriaceae family includes a single genus, Krameria, which is comprised of about 17 species. In traditional Mexican folk medicine, the roots of some of these species are used as anti-inflammatory, antidiarrheal, and antibacterial agents. These roots are also used as an acne treatment and as astringents, among other uses [1, 2]. In previous studies realized by Achenbach and collaborators [3-5], mostly lignane-type compounds were isolated from the roots of Krameria species. However, until recently, there were no phytochemical studies concerning the nonpolar extract from Krameria pauciflora MOC et. Sessé ex DC. The aim of this research was to establish the chemical composition of root extracts via dichloromethane extraction and to assess the in vitro inhibitory activity on prostaglandin synthesis through PLA 2 , COX-1, and COX-2 enzymes of pure secondary metabolites. Our research group has previously studied other plants containing diterpenes and sesquiterpenes with anti-inflammatory activity [6, 7]. In this study, we characterized

Research paper thumbnail of Minor alkamides from Heliopsis longipes S.F. Blake (Asteraceae) fresh roots

Phytochemistry Letters, 2011

... Permissions & Reprints. Minor alkamides from Heliopsis longipes SF Blake (Asteraceae)... more ... Permissions & Reprints. Minor alkamides from Heliopsis longipes SF Blake (Asteraceae) fresh roots. Sugey López-Martínez a , A. Berenice Aguilar-Guadarrama a and María Yolanda Rios Corresponding Author Contact Information , a , E-mail The Corresponding Author. ...

Research paper thumbnail of Simple, General, and Efficient Synthesis of Meso-Substituted Borondipyrromethenes from a Single Platform

Organic Letters, 2007

13 C) or as internal reference unless otherwise stated. Data are reported in the following order:... more 13 C) or as internal reference unless otherwise stated. Data are reported in the following order: chemical shift in ppm, multiplicities (br (broadened), s (singlet), d (doublet), t (triplet), q (quartet), sex (sextet), hex (hextet), m (multiplet), exch (exchangeable), app (apparent)), coupling constants, J (Hz), and integration. Infrared spectra were recorded on a Perkin-Elmer FTIR 1600 series spectrophotometer. Peaks are reported (cm-1) with the following relative intensities: s (strong, 67-100%), m (medium 40-67%), and w (weak 20-40%). Melting points were determined on a Stanford Research Systems EZ-Melt apparatus and are not corrected. High-resolution mass spectra were obtained using a VG-70-250S (double focusing) mass spectrometer at 70 eV. Analytical thin-layer chromatography was performed on Merck silica gel plates with F-254 indicator. For the starting materials that were not colored, visualization was accomplished by UV-light and 5% phosphomolybdic acid solution in ethanol. THF was dried over activated 4Å molecular sieves. All reactions were performed under a dry N 2 atmosphere in oven-and or flame-dried glassware. STARTING MATERIALS 8-Thiomethylbodipy 1, [1] CuTC, [2] were prepared according to the literature procedures. All of the other reactants, ligands and catalysts were commercially available. Typical procedure (TP) for the cross-coupling of 1 with boronic acids. All of the reactions started with 0.06 mmol (15.0 mg) of thiomethylbodipy 1 as limiting reagent and the other components of the reaction were added in the amounts stated in the TP. An oven-dry Schlenk tube, equipped with a stir bar, was charged with the boronic acid (3 equiv.), thiomethyl bodipy 1 (1 equiv.) and dry THF (2 mL) under N 2. The stirred solution was sparged with N 2 for 10 min., whereupon CuTC (3 equiv.), Pd 2 (dba) 3 (2.5 mol%), and TFP (7.5 mol%) were added under N 2. The reaction mixture was immersed into a pre-heated oil bath at 55 °C. After TLC showed that the reaction went to completion, the reaction mixture was allowed to reach rt and was adsorbed on SiO 2-gel. After flash-chromatography (SiO 2-gel, EtOAc/hexanes gradient) purification, mesosubstituted bodipy's were obtained as highly-colored crystalline solids. For purposes of characterization, the products were crystallized from CH 2 Cl 2 /petroleum ether.

Research paper thumbnail of C−H Bond Functionalization in the Synthesis of Fused 1,2,3-Triazoles

Organic Letters, 2010

A highly modular approach to fused 1,2,3-triazoles has been developed featuring a one-pot procedu... more A highly modular approach to fused 1,2,3-triazoles has been developed featuring a one-pot procedure combining copper(I) catalyzed azide-alkyne cycloaddition and palladium-catalyzed C-H bond functionalization. A class of structurally unique heterocycles was synthesized in good yields. Over the past decade, direct functionalization of C-H bonds has become a popular and sought after approach in CC bond forming reactions. 1 Using this strategy ensures more concise and less wasteful syntheses by foregoing the steps required to make activated starting materials necessary for conventional cross-coupling reactions. Although direct arylation of heteroaromatic compounds is widespread, 1 the use of halogenated heterocycles as electrophiles in C-H functionalizing reactions is less common. 2 Herein we discuss the use of 4-iodo-1,2,3-triazoles as electrophiles in a C-H functionalization. A common approach in the synthesis of 1,2,3-triazoles is the copper-catalyzed Huisgen cycloaddition of alkynes and azides (CuAAC). The efficacy and reliability of this reaction has demonstrated its utility in many areas of chemical science, and applications of both fused and linear triazoles in pharmaceutically relevant targets are common. 3-5 A drawback of this cycloaddition is the attenuated reactivity of disubstituted alkynes, which can limit the scope to the

Research paper thumbnail of 3- and 5-Functionalized BODIPYs via the Liebeskind-Srogl reaction

Organic & Biomolecular Chemistry, 2009

Research paper thumbnail of Phytochemical Study and Anti-inflammatory, Antidiabetic and Free Radical Scavenger Evaluations of Krameria pauciflora Methanol Extract

Molecules, 2012

The plant Krameria pauciflora MOC et. Sessé ex DC. is used as an anti-inflammatory and antidiabet... more The plant Krameria pauciflora MOC et. Sessé ex DC. is used as an anti-inflammatory and antidiabetic in traditional medicine. The aim of this study was to evaluate the in vivo anti-inflammatory and antidiabetic effects of a methanol extract from the roots of K. pauciflora. Dichloromethane and ethyl acetate extracts obtained by partitioning the methanol extract were also evaluated. Complete methanol and dichloromethane extracts showed anti-inflammatory effects at 3 mg/kg. An anti-inflammatory effect similar to indomethacin (10 mg/kg) was observed when the methanol and dichloromethane extracts, which contain a cycloartane-type triterpene and an sterol, were administered orally at several doses (3, 10, 30 and 100 mg/kg), whereas no anti-inflammatory effect was observed at any dose for the ethyl acetate extract, which contains catechin-type flavonoids. The antidiabetic effect of each extract was also determined. An antihyperglycaemic effect was observed in diabetic rats, but no effect in normoglycaemic animals was observed when the methanol extract was administrated at 30 mg/kg. All of the extracts exhibited radical scavenger activity. Additionally, constituents from all of the extracts were identified by

Research paper thumbnail of 1H and13C assignments of two new triterpenes fromCladocolea grahami

Magnetic Resonance in Chemistry, 2004

The structure elucidation and 1 H and 13 C assignments of the new triterpenes 3b-palmitoxy-7b-hyd... more The structure elucidation and 1 H and 13 C assignments of the new triterpenes 3b-palmitoxy-7b-hydroxyolean-12ene (1) and its hydrolysis product 3b,7b-dihydroxyolean-12-ene (2) and 3b-sn-glyceroyl-(1-palmitoxy)urs-12-ene (3), isolated from the aerial parts of Cladocolea grahami (Loranthaceae), are reported.

Research paper thumbnail of Novel meso -Polyarylamine-BODIPY Hybrids: Synthesis and Study of Their Optical Properties

The Journal of Organic Chemistry, 2009

A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A... more A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A were synthesized. Two methods were used to prepare them. The first protocol involved a direct Liebeskind-Srogl cross-coupling of thiomethylbodipys 1-2 with arylaminoboronic acids (4 examples, 75-98%). The second method involves a two-step sequence: a Liebeskind-Srogl reaction to prepare 6 meso-bromoarylbodipys (58-83%) followed by a Suzuki coupling of these Br-containing BODIPYs with arylaminoboronic acids (10 examples, 44-84%). Seven of these derivatives displayed emission in the near-infrared region. The optical properties of compound 18 were rationalized in terms of its crystal structure.

Research paper thumbnail of Pd-Catalyzed, Cu(I)-Mediated Cross-Couplings of Bisarylthiocyclobutenediones with Boronic Acids and Organostannanes

The Journal of Organic Chemistry, 2007

Research paper thumbnail of Ferrocenylketene and Ferrocenyl-1,2-bisketenes:  Direct Observation and Reactivity Measurements

The Journal of Organic Chemistry, 2005

Research paper thumbnail of Three New Sesquiterpenes from Croton a rboreous

Journal of Natural Products, 2004

Three new sesquiterpenes, 5R,7R,10 H-3-patchoulen-2-one (1), 5R,7R10 H-4(14)-patchoulen-2R-ol (2)... more Three new sesquiterpenes, 5R,7R,10 H-3-patchoulen-2-one (1), 5R,7R10 H-4(14)-patchoulen-2R-ol (2), and 9R,10-dihydroxy-2 ,4-peroxy-1R,5 ,7RH-guaiane (3), were isolated from the aerial parts of Croton arboreous along with 14 known compounds. The structures of these compounds were determined on the bases of their spectroscopic data (IR, UV, OR, 1D and 2D NMR, and MS). The anti-inflammatory activity against ear edema in mice produced by 12-O-tetradecanoylphorbol-13-acetate (TPA) was evaluated for all the pure compounds and showed that compounds 4-7 are active.