RESUMEN
A new phytochemical study of Mortonia greggii (Celastraceae) afforded four friedelan derivatives (1-4), three lupanes (5-7), retusine (8), two esterified polyhydroxyagarofurans (9-10), mortonin C (11) and photomortonin C (12). The anti-inflammatory activity on carrageenan and 12-O-tetradecanoylphorbol-13-acetate induced models of inflammation, as well as the ability to inhibit the nitric oxide (NO) produced by lipopolysaccharide-stimulated mouse peritoneal macrophages were evaluated for the main metabolites. Our results showed that the friedelan dehydrocanophyllic acid methyl ester (1) exhibits an anti-inflammatory effect which could be related to an inhibition of prostaglandin and NO production. The activity of lupeol (5), 29-hydroxylupeol (6) and 29-hydroxylupenone (7) might be involved with the prostanoid synthesis. The presence of the hydroxy groups in 6 appears to be important for activity. The edema inhibition capacity of retusine (8) could be related to a reduction of the prostaglandin production. The agarofuran derivative 10 is an NO inhibitor whose activity is probably not involved in the synthesis of prostaglandins.
Asunto(s)
Antiinflamatorios no Esteroideos/aislamiento & purificación , Celastraceae/química , Edema/prevención & control , Furanos/química , Extractos Vegetales/química , Acetona , Animales , Antiinflamatorios no Esteroideos/química , Antiinflamatorios no Esteroideos/farmacología , Carragenina , Oído , Edema/inducido químicamente , Extremidades , Furanos/aislamiento & purificación , Furanos/farmacología , Activación de Macrófagos/efectos de los fármacos , Activación de Macrófagos/fisiología , Ratones , Ratones Endogámicos , Conformación Molecular , Estructura Molecular , Óxido Nítrico/metabolismo , Extractos Vegetales/aislamiento & purificación , Hojas de la Planta/química , Raíces de Plantas/química , Ratas , Ratas Wistar , Acetato de TetradecanoilforbolRESUMEN
A phytochemical study of Robinsonecio gerberifolius afforded six new sesquiterpenoids, two oplopane (1and 2) and four eremophilane derivatives (3-6). The structures of these compounds were elucidated on spectroscopic grounds, and the absolute configurations of compounds 3 and 4 were established from CD analysis. The known 3beta-angeloyloxy-1,10-epoxyfuranoeremophilane (7) was also isolated, and its stereochemistry was revised. The cytotoxic activities of compounds 1-7 were determined against five human cancer cell lines.
Asunto(s)
Antineoplásicos Fitogénicos/aislamiento & purificación , Asteraceae/química , Plantas Medicinales/química , Sesquiterpenos/aislamiento & purificación , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Ensayos de Selección de Medicamentos Antitumorales , Humanos , Concentración 50 Inhibidora , México , Conformación Molecular , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Sesquiterpenos/química , Sesquiterpenos/farmacología , Estereoisomerismo , Células Tumorales Cultivadas/efectos de los fármacos , Difracción de Rayos XRESUMEN
A phytochemical study of Roldana barba-johannis afforded two triterpenic esters, an eremophilanolide and three compounds structurally related to the antioxidants vitamin E and plastoquinone. Evaluation of the anti-inflammatory and antioxidant activities of sargahydroquinoic acid, sargachromenol, their mixture, and their methyl esters showed that most of them are antioxidant and anti-inflammatory agents.