RESUMEN
Four ellagic acid rhamnosides were isolated from the stem bark of Eucalyptus globulus. Their structures have been established on the basis of the analysis of their 1H NMR, 13C NMR, HMBC, IR and MS spectral data. The HMBC data of these compounds were most useful for their structure determinations, with these bring determined to be 3-O-methylellagic acid 3'-O-alpha-rhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-3''-O-acetylrhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-2''-O-acetylrhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-4''-O-acetylrhamnopyranoside, respectively. Their antioxidant activities were evaluated by measuring the inhibition of lipid peroxidation using rat liver microsomes, with IC50 values of 10.0-14.0 microg/ml.
Asunto(s)
Antioxidantes/química , Antioxidantes/aislamiento & purificación , Ácido Elágico/química , Ácido Elágico/aislamiento & purificación , Eucalyptus/química , Plantas Medicinales , Animales , Antioxidantes/farmacología , Factores Biológicos/química , Factores Biológicos/aislamiento & purificación , Factores Biológicos/farmacología , Ácido Elágico/farmacología , Concentración 50 Inhibidora , Peroxidación de Lípido/efectos de los fármacos , Peroxidación de Lípido/fisiología , Microsomas Hepáticos/metabolismo , Extractos Vegetales , Tallos de la Planta/química , Ratas , Ramnosa/químicaRESUMEN
Adxanthromycins A and B are new inhibitors of ICAM-1/LFA-1 mediated cell adhesion molecule isolated from the fermentation broth of Streptomyces sp. NA-148. The molecular formula of adxanthromycins A and B were determined as C42H40O17 and C48H50O22, respectively by FAB-MS and NMR spectral analyses, and the structures of both compounds were elucidated to be a dimeric anthrone peroxide skeleton containing alpha-D-galactose by various NMR spectral analyses and chemical degradation.
Asunto(s)
Antibacterianos/química , Streptomyces/química , Antibacterianos/farmacología , Evaluación Preclínica de Medicamentos , Fermentación , Molécula 1 de Adhesión Intercelular/efectos de los fármacos , Antígeno-1 Asociado a Función de Linfocito/efectos de los fármacos , Espectroscopía de Resonancia Magnética , Estructura Molecular , Peróxidos/química , Peróxidos/farmacología , Espectrometría de Masa Bombardeada por Átomos Veloces , Streptomyces/metabolismo , Xantenos/química , Xantenos/farmacologíaAsunto(s)
Acremonium/química , Acremonium/metabolismo , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/farmacología , Liasa de Heparina/antagonistas & inhibidores , Hidroxibenzoatos/química , Hidroxibenzoatos/farmacología , Animales , Antineoplásicos/química , Antineoplásicos/aislamiento & purificación , Antineoplásicos/farmacología , Relación Dosis-Respuesta a Droga , Evaluación Preclínica de Medicamentos , Ensayos de Selección de Medicamentos Antitumorales , Inhibidores Enzimáticos/aislamiento & purificación , Fermentación , Heparina/metabolismo , Hidroxibenzoatos/aislamiento & purificación , Concentración 50 Inhibidora , Espectroscopía de Resonancia Magnética , Melanoma/tratamiento farmacológico , Melanoma/patología , Ratones , Estructura Molecular , Invasividad Neoplásica , Células Tumorales CultivadasRESUMEN
A DNA polymerase beta (pol. beta) inhibitor has been isolated independently from two organisms; a red perilla, Perilla frutescens, and a mugwort, Artemisia vulgaris. These molecules were determined by spectroscopic analyses to be the cyanogenic glucoside, D-mandelonitrile-beta-D-glucoside, prunasin. The compound inhibited the activity of rat pol. beta at 150 microM, but did not influence the activities of calf DNA polymerase alpha and plant DNA polymerases, human immunodefficiency virus type 1 reverse transcriptase, calf terminal deoxynucleotidyl transferase, or any prokaryotic DNA polymerases, or DNA and RNA metabolic enzymes examined. The compound dose-dependently inhibited pol. beta activity, the IC(50) value being 98 microM with poly dA/oligo dT(12-18) and dTTP as the DNA template and substrate, respectively. Inhibition of pol. beta by the compound was competitive with the substrate, dTTP. The inhibition was enhanced in the presence of fatty acid, and the IC(50) value decreased to approximately 40 microM. In the presence of C(10)-decanoic acid, the K(i) value for substrate dTTP decreased by 28-fold, suggesting that the fatty acid allowed easier access of the compound to the substrate-binding site.
Asunto(s)
ADN Polimerasa beta/antagonistas & inhibidores , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/farmacocinética , Nitrilos/química , Nitrilos/farmacocinética , Amigdalina/química , Amigdalina/farmacocinética , Animales , Artemisia/química , Artemisia/enzimología , Bovinos , Ácidos Decanoicos/farmacología , Didesoxinucleótidos , Relación Dosis-Respuesta a Droga , Inhibidores Enzimáticos/aislamiento & purificación , Humanos , Concentración 50 Inhibidora , Cinética , Lamiaceae/química , Nitrilos/aislamiento & purificación , Plantas Medicinales , Ratas , Nucleótidos de Timina/químicaRESUMEN
A new furanoid diterpene, 15,16-epoxy-12-oxo-8(17), 13(16), 14-labdatrien-20,19-olide (1) was isolated from an ethanolic extract of Potamogeton nodosus. Its structure was elucidated by the usual spectroscopic methods, including 2D NMR techniques. Compound 1 was found to exhibit moderate inhibitory activity against a number of both Gram-positive and Gram-negative bacteria.
Asunto(s)
Antibacterianos/aislamiento & purificación , Plantas Medicinales/química , Antibacterianos/farmacología , Bacterias Gramnegativas/efectos de los fármacos , Bacterias Grampositivas/efectos de los fármacos , India , Espectroscopía de Resonancia Magnética , Pruebas de Sensibilidad MicrobianaRESUMEN
Three new sesquiterpene ortho-naphthoquinones, davidianones A, B and C, together with four known compounds, mansonones E, F, H and I, were isolated from the root bark of Ulmus davidiana. On the basis of spectral data including pulse field gradient two-dimensional NMR spectroscopy, the structures of new compounds were established as 3-hydroxymethyl-6,9-dimethylnaphtho(1,8-b,c)pyran-7,8-dione, 6-methoxycarbonyl-3,9-dimethylnaphtho(1,8-b,c)pyran-7,8-dione, 6-dimethoxymethyl-3,9-dimethylnaphtho(1.8-b,c)pyran-7,8-d ion e, respectively. Their antioxidative activities were evaluated by a thiobarbituric acid method using rat liver microsomes, with mansonone F showing the greatest activity.
Asunto(s)
Antioxidantes/farmacología , Microsomas Hepáticos/metabolismo , Naftoquinonas/farmacología , Plantas Medicinales , Sesquiterpenos/farmacología , Árboles , Animales , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Corea (Geográfico) , Microsomas Hepáticos/efectos de los fármacos , Estructura Molecular , Naftoquinonas/química , Naftoquinonas/aislamiento & purificación , Raíces de Plantas , Ratas , Sesquiterpenos/química , Sesquiterpenos/aislamiento & purificación , Relación Estructura-Actividad , Sustancias Reactivas al Ácido Tiobarbitúrico/análisisRESUMEN
Three new dihydroflavonols, gericudranins A-C were isolated from the stem bark of Cudrania tricuspidata. They were identified as 6,8-di-p-hydroxybenzyltaxifolin, 8-p-hydroxybenzyltaxifolin and 6-p-hydroxybenzyltaxifolin, respectively, by means of spectral studies. These compounds were cytotoxic to human tumor cell lines, such as CRL 1579 (skin), LOX-IMVI (skin), MOLT-4F (leukemia), KM12 (colon) and UO-31 (renal) in culture, with ED50 values of 2.7-31.3 micrograms ml-1.