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1.
Molecules ; 29(9)2024 Apr 25.
Artículo en Inglés | MEDLINE | ID: mdl-38731463

RESUMEN

The research about α-methylene-γ-lactams is scarce; however, their synthesis has emerged in recent years mainly because they are isosters of α-methylene-γ-lactones. This last kind of compound is structurally most common in some natural products' nuclei, like sesquiterpene lactones that show biological activity such as anti-inflammatory, anticancer, antibacterial, etc., effects. In this work, seven α-methylene-γ-lactams were evaluated by their inflammation and α-glucosidase inhibition. Thus, compounds 3-methylene-4-phenylpyrrolidin-2-one (1), 3-methylene-4-(p-tolyl)pyrrolidin-2-one (2), 4-(4-chlorophenyl)-3-methylenepyrrolidin-2-one (3), 4-(2-chlorophenyl)-3-methylenepyrrolidin-2-one (4), 5-ethyl-3-methylene-4-phenylpyrrolidin-2-one (5), 5-ethyl-3-methylene-4-(p-tolyl)pyrrolidin-2-one (6) and 4-(4-chlorophenyl)-5-ethyl-3-methylenepyrrolidin-2-one (7) were evaluated via in vitro α-glucosidase assay at 1 mM concentration. From this analysis, 7 exerts the best inhibitory effect on α-glucosidase compared with the vehicle, but it shows a low potency compared with the reference drug at the same dose. On the other side, inflammation edema was induced using TPA (12-O-tetradecanoylphorbol 13-acetate) on mouse ears; compounds 1-7 were tested at 10 µg/ear dose. As a result, 1, 3, and 5 show a better inhibition than indomethacin, at the same doses. This is a preliminary report about the biological activity of these new α-methylene-γ-lactams.


Asunto(s)
Antiinflamatorios , Inhibidores de Glicósido Hidrolasas , Lactamas , alfa-Glucosidasas , Inhibidores de Glicósido Hidrolasas/farmacología , Inhibidores de Glicósido Hidrolasas/química , Antiinflamatorios/farmacología , Antiinflamatorios/química , Lactamas/química , Lactamas/farmacología , Animales , alfa-Glucosidasas/metabolismo , Simulación del Acoplamiento Molecular , Ratones , Relación Estructura-Actividad , Simulación por Computador , Edema/tratamiento farmacológico , Edema/inducido químicamente , Estructura Molecular
2.
Pharmaceuticals (Basel) ; 15(10)2022 Oct 20.
Artículo en Inglés | MEDLINE | ID: mdl-36297401

RESUMEN

Serjania triquetra is a medicinal plant widely used in traditional medicine for the treatment of urinary tract diseases, renal affections, and its complications. The population can buy this plant in folk markets as a raw material mixed with several herbal remedies or as a health supplement. On the market, two commercial presentations were found for the vegetal material; one had a bulk appearance and the other was marketed wrapped in cellophane bags (HESt-2, HESt-3). Nevertheless, the plant has not been exhaustively investigated and quality control techniques have not been developed. This research aimed to realize a phytochemical study using an authentic, freshly collected sample as a reference for S. triquetra (HESt-1), using the compounds identified. A method for the determination of preliminary chromatographic fingerprinting was developed. Additionally, the vasorelaxant effect from three samples was evaluated with ex vivo rat models. Thus, three hydroalcoholic extracts (HESt-1, HESt-2, and HESt-3) were prepared by maceration. A total of nine compounds were fully identified from HESt-1 after the extract was subjected to open-column chromatography. Seven metabolites were detected by gas chromatography, while ursolic acid (UA) and allantoin were isolated and identified using UPLC-MS and NMR, respectively. Three extracts were analyzed for their chromatographic fingerprint by UPLC-MS. Biological activity was explored by ex vivo rat aorta ring model to evaluate vasorelaxant activity. All extracts showed a vasorelaxant effect in a concentration-dependent and endothelium-dependent manner. S. triquetra vascular activity may be attributed to UA and allantoin compounds previously described in the literature for this activity.

3.
Nat Prod Res ; 36(2): 644-648, 2022 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-32674610

RESUMEN

Hechtia glomerata, a Mexican medicinal plant employed against bacterial infections and as food, is taxonomically related to the genus Tillandsia which has anticancer activity. Organic and aqueous extracts of H. glomerata leaves were prepared and tested for cytotoxic and antibacterial activity. UPLC-QTOF-MS analysis determined the chemical composition of active extracts to find cytotoxic and antibacterial compounds. Hexane extract was cytotoxic against HepG2, Hep3B and MCF7 (IC50: 24-28 µg/mL), whereas CHCl3/MeOH extract against PC3 and MCF7 (IC50: 25 and 32 µg/mL). CHCl3/MeOH extract showed antibacterial activity against Staphylococcus aureus and Enterococcus faecium (MIC: 125 and 62.5 µg/mL). Hexane extract cytotoxic compounds were ß-sitosterol, stigmasterol, phytol and ursolic acid. CHCl3/MeOH extract antibacterial and/or cytotoxic compounds were daucosterol, oleanolic acid, resveratrol, quercetin, kaempferol, apigenin, cyanidin, p-coumaric acid and caffeic acid. This plant could be useful against bacterial infections and cancer. However, in vivo studies are needed to determine its toxicity and therapeutic efficacy.


Asunto(s)
Extractos Vegetales , Plantas Medicinales , Antibacterianos/farmacología , México , Pruebas de Sensibilidad Microbiana , Extractos Vegetales/farmacología , Staphylococcus aureus
4.
Mar Biotechnol (NY) ; 23(1): 106-126, 2021 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-33215353

RESUMEN

The search for novel biosurfactants (Bs) requires the isolation of microorganisms from different environments. The Gulf of Mexico (GoM) is a geographical area active in the exploration and exploitation of hydrocarbons. Recent metagenomic and microbiologic studies in this area suggested a potential richness for novel Bs microbial producers. In this work, nineteen bacterial consortia from the GoM were isolated at different depths of the water column and marine sediments. Bs production from four bacterial consortia was detected by the CTAB test and their capacity to reduce surface tension (ST), emulsion index (EI24), and hemolytic activity. These bacterial consortia produced Bs in media supplemented with kerosene, diesel, or sucrose. Cultivable bacteria from these consortia were isolated and identified by bacterial polyphasic characterization. In some consortia, Enterobacter cloacae was the predominant specie. E. cloacae BAGM01 presented Bs activity in minimal medium and was selected to improve its Bs production using a Taguchi and Box-Behnken experimental design; this strain was able to grow and presented Bs activity at 35 g L-1 of NaCl. This Bs decreased ST to around 34.5 ± 0.56 mNm-1 and presented an EI24 of 71 ± 1.27%. Other properties of this Bs were thermal stability, stability in alkaline conditions, and stability at high salinity, conferring important and desirable characteristics in multiple industries. The analysis of the genome of E. cloacae BAGM01 showed the presence of rhlAB genes that have been reported in the synthesis of rhamnolipids, and alkAB genes that are related to the degradation of alkanes. The bioactive molecule was identified as a rhamnolipid after HPLC derivatization, 1H NMR, and UPLC-QTOF-MS analysis.


Asunto(s)
Enterobacter cloacae/genética , Enterobacter cloacae/metabolismo , Glucolípidos/química , Tensoactivos/química , Bacterias/aislamiento & purificación , Golfo de México , Consorcios Microbianos , Salinidad
5.
J Ethnopharmacol ; 251: 112543, 2020 Apr 06.
Artículo en Inglés | MEDLINE | ID: mdl-31917279

RESUMEN

ETHNOPHARMACOLOGICAL IMPORTANCE: CORDIA MORELOSANA: Standley (Boraginaceae) is commonly used in folk medicine for the treatment of diarrhoea, kidney inflammation, diabetes, lung pain, bronchitis, asthma, hoarseness, cough and fever. AIM: Current work was conducted to develop a bio-guided isolation of antidiabetic compounds from ethanolic extract of Cordia morelosana (EECm). MATERIAL AND METHODS: The phytochemical bio-guided study was conducted by successive chromatographic techniques, and isolated compounds were characterized by 1D and 2D-NMR experiments. The in vivo antihyperglycemic and antidiabetic activities of EECm (100 mg/kg), and methyl rosmarinate (MR, 50 mg/kg) were determined on normoglycemic and diabetic murine models. Additionally, the in vitro activity was conducted to determine α-glucosidase inhibitory effect, and PPARs, GLUT4 and FATP expression on 3T3-L1 cells by RT-PCR. Acute and sub-chronic toxicological studies for EECm were conducted on rats, following the OECD guidelines (No. 420 and 407). RESULTS: EECm promotes significant α-glucosidase inhibition (55.6%) at 1 mg/kg respect to the control. Also, EECm (100 mg/kg) showed significant antihyperglycemic effect on oral glucose tolerance test (OGTT), and in non-insulin dependent type 2 diabetes (NIDD) model, had antidiabetic activity (p < 0.001) compared to controls. The bio-guided isolation allowed to obtain four known compounds described as rosmarinic acid (RA), methyl rosmarinate (MR), nicotiflorine and 1-O-methyl-scyllo-inositol. On the other hand, MR showed significant antidiabetic and anthiyperglycemic activities (p < 0.05), and overexpression of PPARγ, PPARα, GLUT-4 and FATP than control. Docking studies were conducted with PPARγ and PPARα, showing interesting binding mode profile on those targets. Finally, EECm displayed a LD50 > 2000 mg/kg and sub-chronic toxicological study reveals no toxic signs in animals tested compared to control. CONCLUSION: EECm showed significant antihyperglycemic and antidiabetic actions being RA and MR the main antidiabetic metabolites.


Asunto(s)
Cordia , Hipoglucemiantes , Fitoquímicos , Extractos Vegetales , Células 3T3-L1 , Animales , Diabetes Mellitus Experimental/tratamiento farmacológico , Diabetes Mellitus Tipo 2/tratamiento farmacológico , Proteínas de Unión a Ácidos Grasos/genética , Transportador de Glucosa de Tipo 4/genética , Hipoglucemiantes/química , Hipoglucemiantes/farmacología , Hipoglucemiantes/uso terapéutico , Hipoglucemiantes/toxicidad , Masculino , Ratones , PPAR alfa/genética , PPAR alfa/metabolismo , PPAR gamma/genética , PPAR gamma/metabolismo , Fitoquímicos/análisis , Fitoquímicos/farmacología , Fitoquímicos/uso terapéutico , Fitoquímicos/toxicidad , Extractos Vegetales/química , Extractos Vegetales/farmacología , Extractos Vegetales/uso terapéutico , Extractos Vegetales/toxicidad , Ratas Sprague-Dawley , Ratas Wistar , Pruebas de Toxicidad Aguda , Pruebas de Toxicidad Subcrónica , alfa-Glucosidasas/metabolismo
6.
Molecules ; 23(8)2018 Aug 05.
Artículo en Inglés | MEDLINE | ID: mdl-30081608

RESUMEN

The sterols ß-sitostenone (1), stigmast-4,6,8(14),22-tetraen-3-one (2), ß-sitosterol (3) and stigmasterol (4), the aromatic derivatives antiarol (5) and gentisic acid (6), the phenylpropanes coniferyl alcohol (7), epoxyconiferyl alcohol (8) and ferulic acid (9), the apocarotenoid vomifoliol (10), the flavonoids naringenin (11), 7,4'-dimethoxytaxifolin (7,4'-dimethoxydihydroquercetin, 12), aromadendrin (13), kaempferol (14), taxifolin (dihydroquercetin, 15), prunin (naringenin-7-O-ß-d-glucoside, 16), populnin (kaempferol-7-O-ß-d-glucoside, 17) and senecin (aromadendrin-7-O-ß-d-glucoside, 18) and the lignans kobusin (19) and pinoresinol (20), were isolated from the dried bark of Cochlospermum vitifolium Spreng (Cochlospermaceae), a Mexican medicinal plant used to treat jaundice, liver ailments and hepatitis C. Fourteen of these compounds were isolated for the first time from this plant and from the Cochlospermum genus. Compounds 3⁻4, 6⁻7, 9⁻11, 13⁻17 and 20 have previously exhibited diverse beneficial liver activities. The presence of these compounds in C. vitifolium correlates with the use of this Mexican medicinal plant.


Asunto(s)
Bixaceae/química , Flavonoides/química , Flavonoides/farmacología , Lignanos/química , Hígado/efectos de los fármacos , Hígado/metabolismo , Extractos Vegetales/química , Extractos Vegetales/farmacología , Plantas Medicinales/química , Esteroles/química , Esteroles/farmacología , Animales , Flavonoides/uso terapéutico , Humanos , Lignanos/farmacología , Lignanos/uso terapéutico , Corteza de la Planta/química , Extractos Vegetales/uso terapéutico , Esteroles/uso terapéutico
7.
Bioorg Med Chem Lett ; 25(20): 4505-8, 2015 Oct 15.
Artículo en Inglés | MEDLINE | ID: mdl-26351040

RESUMEN

A group of sixteen iridoids isolated from plants used as anti-inflammatory remedies in Mexican folk medicine were evaluated for their potential to inhibit cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) enzymes. From these assays, loganic acid (10) was identified as the most promising compound with both COX-1 (36.0 ± 0.6%) and COX-2 (80.8 ± 4.0%) inhibition at 10 µM. Compound 10 shows a better inhibition against the COX-2 enzyme. Other iridoids tested in the present study showed weak or no inhibition against these enzymes. Furthermore, herein are presented key interactions of iridoid 10 with COX-1 and COX-2 enzymes through molecular docking studies. These studies suggest that 10 exhibits anti-inflammatory activity due to COX inhibition.


Asunto(s)
Antiinflamatorios no Esteroideos/farmacología , Ciclooxigenasa 1/metabolismo , Ciclooxigenasa 2/metabolismo , Inhibidores de la Ciclooxigenasa/farmacología , Iridoides/farmacología , Orobanchaceae/química , Penstemon/química , Vitex/química , Antiinflamatorios no Esteroideos/química , Antiinflamatorios no Esteroideos/aislamiento & purificación , Inhibidores de la Ciclooxigenasa/química , Inhibidores de la Ciclooxigenasa/aislamiento & purificación , Relación Dosis-Respuesta a Droga , Humanos , Iridoides/química , Iridoides/aislamiento & purificación , Simulación del Acoplamiento Molecular , Estructura Molecular , Relación Estructura-Actividad
8.
Planta Med ; 78(18): 1942-8, 2012 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-23161426

RESUMEN

Krameria pauciflora is a species belonging to the Krameriaceae family. It has been used to treat inflammatory disorders in folkloric Mexican medicine; however, chemistry and pharmacological studies have not been carried out on this species. In this work, from the dichloromethane root extract of K. pauciflora, five cycloartane-type triterpenoids were isolated: cyclomargenyl-3-O-ß-caffeoyl ester (1), cyclomargenyl-3-O-ß-feruloyl ester (2), cyclomargenyl-3-O-ß-coumaroyl ester (3), cyclomargenol (4, polysthicol), and cyclomargenone (5). Additionally, the lignane 6'-methoxyrataniaphenol was isolated. To the best of our knowledge, compounds 1-3 are new natural products, whereas compounds 4 and 5 are isolated for the first time in the Krameria genus and the Krameriaceae family. The structures of all of these compounds were established by 1D and 2D NMR spectroscopy including ¹H, ¹³C, DEPT, COSY, HSQC, and HMBC experiments, as well as by EI mass spectrometry. There is an incomplete previous report about the spectroscopic data of compounds 4 and 5. However, in this work, a complete and unambiguous assignation has been realized. Due to the traditional use of this plant and other species from this genus, such as K. lappacea, cycloartanes isolated herein were evaluated by their inhibition of phospholipase A2, cyclooxygenase-1, and cyclooxygenase-2 enzymes. Cyclomargenyl-3-O-ß-caffeoyl ester (1) showed inhibition of phospholipase A2, cyclooxygenase-1, and cyclooxygenase-2 target enzymes for nonsteroidal anti-inflammatory drugs. Both cyclooxygenases were inhibited by cyclomargenol (4); however, cyclomargenyl-3-O-ß-feruloyl ester (2) showed inhibition only on cyclooxygenase-1.


Asunto(s)
Ácidos Cafeicos/aislamiento & purificación , Ácidos Cafeicos/farmacología , Inhibidores de la Ciclooxigenasa/farmacología , Krameriaceae/química , Inhibidores de Fosfolipasa A2 , Extractos Vegetales/farmacología , Triterpenos/aislamiento & purificación , Triterpenos/farmacología , Ácidos Cafeicos/química , Inhibidores de la Ciclooxigenasa 2/química , Inhibidores de la Ciclooxigenasa 2/farmacología , Inhibidores de la Ciclooxigenasa/química , Medicina Tradicional , México , Estructura Molecular , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Raíces de Plantas/química , Triterpenos/química
9.
Molecules ; 17(1): 861-72, 2012 Jan 17.
Artículo en Inglés | MEDLINE | ID: mdl-22252502

RESUMEN

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 NMR. This article supports the use of K. pauciflora as an anti-inflammatory because it exhibits a similar effect to indomethacin. However, its antidiabetic effect is not completely clear, although it could be useful for preventing diabetic complications.


Asunto(s)
Antiinflamatorios/aislamiento & purificación , Depuradores de Radicales Libres/aislamiento & purificación , Hipoglucemiantes/aislamiento & purificación , Krameriaceae/química , Metanol/química , Extractos Vegetales/aislamiento & purificación , Raíces de Plantas/química , Animales , Antiinflamatorios/química , Antiinflamatorios/farmacología , Área Bajo la Curva , Benzotiazoles/química , Compuestos de Bifenilo/química , Glucemia , Carragenina , Diabetes Mellitus Experimental/sangre , Diabetes Mellitus Experimental/tratamiento farmacológico , Edema/inducido químicamente , Edema/tratamiento farmacológico , Pie/patología , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/farmacología , Radicales Libres/química , Hipoglucemiantes/química , Hipoglucemiantes/farmacología , Masculino , Picratos/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Ratas , Ratas Wistar , Ácidos Sulfónicos/química
10.
Planta Med ; 76(7): 665-70, 2010 May.
Artículo en Inglés | MEDLINE | ID: mdl-19950048

RESUMEN

Heliopsis longipes is used as analgesic in Mexican traditional medicine. The present study assesses the possible antinociceptive effect of Heliopsis longipes and describes the pharmacological mechanism of action of the antinociceptive effect of affinin, identified as the one active principle in Heliopsis longipes acetone extract. Intraperitoneal administration of H. longipes extract and affinin produced a dose-dependent antinociceptive effect when assessed in mice submitted to acetic acid and capsaicin tests. Affinin-induced antinociception (30 mg/kg, I. P.) was blocked by naltrexone (1 mg/kg, S. C.), P-chlorophenylalanine (80 mg/kg, I. P.) and flumazenil (5 mg/kg, S. C.) suggesting that its pharmacological effect could be due to the activation of opiodergic, serotoninergic and GABAergic systems. In addition, the antinociceptive effect of affinin was attenuated by pretreatment with 1 H-[1,2,4]oxadiazolo[1,2- A]quinoxalin-1-one (1 mg/kg, S. C.) and glibenclamide (10 mg/kg, S. C.) suggesting that the nitric oxide-K (+) channels pathway could be involved in its mechanism of action. These results suggest that affinin itself or its derivatives may have potential antinociceptive effects.


Asunto(s)
Analgésicos/aislamiento & purificación , Asteraceae/química , Extractos Vegetales/química , Alcamidas Poliinsaturadas/aislamiento & purificación , Ácido Acético , Analgésicos/farmacología , Animales , Capsaicina , Evaluación Preclínica de Medicamentos , Masculino , México , Ratones , Ratones Endogámicos ICR , Extractos Vegetales/farmacología , Plantas Medicinales/química , Alcamidas Poliinsaturadas/farmacología
11.
J Ethnopharmacol ; 110(2): 364-7, 2007 Mar 21.
Artículo en Inglés | MEDLINE | ID: mdl-17113736

RESUMEN

Heliopsis longipes (Compositae) is a Mexican plant used as analgesic in pain toothache. A solution of 10mug/ml of dichloromethane extract from this plant showed analgesic activity determined by means of GABA release in mice brain slices. Through a bioassay-directed separation, fractions G-1, G-2, G-4 and G-6 at the same concentration were active. Affinin was the unique and common active compound, and evoke the GABA release 0.5min after administration at 1x10(-4)M concentration. Inactive compound were undeca-2E-en-8,10-dyinoic acid isobutylamide, hinokinin, 2'-hydroxyhinokinin, 3beta-sn-glyceroyl-(1''-palmitoxy)urs-12-ene, 13(18)-ursen-3beta-ol, 13(18)-ursen-3beta-acetate, beta-sitosterol and stigmasterol. The analgesic activity of Heliopsis longipes could be associated to affinin.


Asunto(s)
Alquenos/farmacología , Amidas/farmacología , Analgésicos/farmacología , Asteraceae/química , Dolor/tratamiento farmacológico , Extractos Vegetales/farmacología , Alcamidas Poliinsaturadas/farmacología , 4-Butirolactona/análogos & derivados , 4-Butirolactona/aislamiento & purificación , Alquenos/aislamiento & purificación , Amidas/aislamiento & purificación , Analgésicos/aislamiento & purificación , Animales , Benzodioxoles , Encéfalo/efectos de los fármacos , Encéfalo/metabolismo , Dioxoles/aislamiento & purificación , Femenino , Técnicas In Vitro , Lignanos/aislamiento & purificación , Medicina Tradicional , Cloruro de Metileno , México , Ratones , Plantas Medicinales , Alcamidas Poliinsaturadas/aislamiento & purificación , Ácido gamma-Aminobutírico/efectos de los fármacos , Ácido gamma-Aminobutírico/metabolismo
12.
J Nat Prod ; 69(6): 887-90, 2006 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-16792405

RESUMEN

Four new phorbol derivatives, 12-O-[(2R)-N,N-dimethyl-3-methylbutanoyl]-4-deoxyphorbol 13-acetate (1), 12-O-[(2S)-N,N-dimethyl-3-methylbutanoyl]-4-deoxyphorbol 13-acetate (2), 12-O-[3-methyl-2-butenoyl]-4-deoxyphorbol 13-acetate (3), and 12-O-[(2R)-N,N-dimethyl-3-methylbutanoyl]phorbol 13-acetate (4), along with six known compounds, were isolated from the aerial parts of Croton ciliatoglandulifer. An anti-inflammatory activity of a hexane extract of this plant was demonstrated against ear edema in mice produced by 12-O-tetradecanoylphorbol 13-acetate, and compounds 1, 4, and 3beta-O-acetyloleanolic acid (5) were active when evaluated against cyclooxygenases-1 and -2.


Asunto(s)
Antiinflamatorios no Esteroideos/aislamiento & purificación , Croton/química , Inhibidores de la Ciclooxigenasa 2/aislamiento & purificación , Nitrógeno/química , Ésteres del Forbol/aislamiento & purificación , Plantas Medicinales/química , Animales , Antiinflamatorios no Esteroideos/química , Antiinflamatorios no Esteroideos/farmacología , Ciclooxigenasa 1/efectos de los fármacos , Ciclooxigenasa 2/efectos de los fármacos , Inhibidores de la Ciclooxigenasa 2/química , Inhibidores de la Ciclooxigenasa 2/farmacología , Modelos Animales de Enfermedad , Oído , Edema/inducido químicamente , Edema/tratamiento farmacológico , México , Ratones , Ésteres del Forbol/química , Ésteres del Forbol/farmacología , Acetato de Tetradecanoilforbol/farmacología
13.
Magn Reson Chem ; 42(12): 1066-8, 2004 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-15372615

RESUMEN

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


Asunto(s)
Plantas Medicinales/química , Triterpenos/química , Hidrólisis , Espectroscopía de Resonancia Magnética/métodos , Estructura Molecular , Triterpenos/aislamiento & purificación
14.
J Nat Prod ; 67(5): 914-7, 2004 May.
Artículo en Inglés | MEDLINE | ID: mdl-15165166

RESUMEN

Three new sesquiterpenes, 5alpha,7alpha,10betaH-3-patchoulen-2-one (1), 5alpha,7alpha10betaH-4(14)-patchoulen-2alpha-ol (2), and 9alpha,10beta-dihydroxy-2beta,4beta-peroxy-1alpha,5beta,7alphaH-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.


Asunto(s)
Antiinflamatorios no Esteroideos/aislamiento & purificación , Croton/química , Plantas Medicinales/química , Sesquiterpenos/aislamiento & purificación , Animales , Antiinflamatorios no Esteroideos/química , Antiinflamatorios no Esteroideos/farmacología , Oído , Edema/inducido químicamente , México , Ratones , Estructura Molecular , Sesquiterpenos/química , Sesquiterpenos/farmacología , Sesquiterpenos de Guayano , Estereoisomerismo , Acetato de Tetradecanoilforbol/farmacología
15.
Planta Med ; 70(1): 85-6, 2004 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-14765303

RESUMEN

Through a bioactivity-guided fractionation from the acetone extract of the leaves from Esenbeckia yaaxhokob geranyl N-dimethylallylanthranilate ( 1), the first natural N- and O-prenylated anthranilate, was isolated in addition of the known natural products caryophyllene beta-oxide, caryolane-5beta,9beta-diol, spathulenol ( 2), friedeline, friedelanol, decaprenol, flindersiamine ( 3) and beta-sitosterol. The antimicrobial activities of the extract, fractions and pure compounds were evaluated against two Gram (+) and four Gram (-) bacteria. Compounds 1 and 2 exhibited moderated antimicrobial activity against Staphyloccocus aureus, while 3 was active against S. aureus and Streptococcus faecalis.


Asunto(s)
Antiinfecciosos/farmacología , Bacterias Gramnegativas/efectos de los fármacos , Bacterias Grampositivas/efectos de los fármacos , Fitoterapia , Extractos Vegetales/farmacología , Plantas Medicinales , ortoaminobenzoatos/farmacología , Antiinfecciosos/administración & dosificación , Antiinfecciosos/uso terapéutico , Humanos , Medicina Tradicional , México , Pruebas de Sensibilidad Microbiana , Extractos Vegetales/administración & dosificación , Extractos Vegetales/uso terapéutico , Hojas de la Planta , ortoaminobenzoatos/administración & dosificación , ortoaminobenzoatos/uso terapéutico
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