中药大黄的生化学研究——ⅩⅥ.大黄素甲醚在动物体代谢产物的分离和鉴定

ISOLATION AND IDENTIFICATION OF METABOLITES OF PHYSCION IN RATS AND MICE IN VIVO AND IN VITRO

摘要: 用离心薄层层析法从灌胃大黄素甲醚的大鼠和小鼠尿中分离了六种代谢产物。经质谱、高效液相色谱及光谱测定并与部分标准品对照,确定其结构分别为大黄素、大黄酚,3-羟甲基-1,6,8-三羟基葸醌,3-甲酰基-1,6,8-三羟基蒽醌,3-羧基-1,6,8-三羟基蒽醌,3-羧基-6-甲氧基-1,8-二羟基葸蒽。大鼠和小鼠肝匀浆9000×g上清液的体外代谢实验也获得了与上述前五种相同的代谢产物。实验表明大黄素甲醚在C-6位可脱去甲基或甲氧基,在C-3位的甲基可相继氧化为羟甲基、甲酰基和羧基等极性更强化合物。

Abstract: Six metabolites of physcion (3-methyl-6-methoxy-1, 8-dihydroxyanthraquinone) in rats and mice urine were isolated and identified, viz. emodin (1), chrysophanol (2), 3-hydroxymethyl-1,6,8-trihydroxyanthraquinone (3), 3-formyl-1, 6, 8-trihydroxyanthraquinone (4), 3-carboxy-1, 6, 8-trihydroxyanthraquinone (5) and 3-carboxy-6-methoxy-1,8-dihydroxyanthraquinone (6).Five metabolites in the incubation of physcion with liver 9000×g supernatant fraction from mice and phenobarbital-pretreated rats were isolated and identified, viz. 1,2,3,4 and 5.CTLC, HPLC, MS, NMR, IR, UV and other methods were used to isolate and identify these metabolites.