RESUMEN

A methanol extract of the wood of Diospyros burmanica, collected in Burma (Myanmar), was found to exhibit significant activity against Leishmania major. Subsequent chromatographically resolved fractionation led to the isolation of three novel bisnaphthoquinone analogues, burmanin A, B, and C (1-3), together with nine known compounds (4-12). The structure of 1 was confirmed by X-ray crystallography, and those of 2 and 3 by spectroscopic techniques, including 1D and 2D NMR. The inhibitory activities of the isolates were evaluated against the promastigote forms of Leishmania major and the murine macrophage-like cell line, RAW264.7.

Asunto(s)

Antiprotozoarios/farmacología , Diospyros/química , Leishmania major/efectos de los fármacos , Naftoles/farmacología , Naftoquinonas/farmacología , Animales , Antiprotozoarios/química , Antiprotozoarios/aislamiento & purificación , Supervivencia Celular/efectos de los fármacos , Células Cultivadas , Cristalografía por Rayos X , Relación Dosis-Respuesta a Droga , Leishmania major/metabolismo , Ratones , Modelos Moleculares , Estructura Molecular , Mianmar , Naftoles/química , Naftoles/aislamiento & purificación , Naftoquinonas/química , Naftoquinonas/aislamiento & purificación , Pruebas de Sensibilidad Parasitaria , Extractos Vegetales/química , Estereoisomerismo , Relación Estructura-Actividad , Madera/química