Plant Antitumor Agents, 27. Isolation, Structure, and Structure Activity Relationships of Alkaloids from Fagara macrophylla

作者：Monroe E. Wall, Mansukh C. Wani, Harold Taylor · 发表于：Journal of Natural Products · 年份：1987 · DOI：10.1021/np50054a014 · 被引用次数：49 · 研究领域：Moringa oleifera research and applications、Traditional and Medicinal Uses of Annonaceae

The known alkaloids nitidine chloride [1] and 6-oxynitidine [2] and a new compound 6-methoxy-5,6-dihydronitidine [3] have been isolated from Fagara macrophylla. Compound 3 was the major product and was shown to be an artifact. The alkaloids 1 and 3 have been interconverted by treatment of 1 under basic conditions or 3 under acidic conditions. On sublimation 1 and 3 formed 8,9-dimethoxy-2,3-methylenedioxybenzo[c]phenanthridine [4] which could then be converted to 5,6-dihydronitidine [5]. The alkaloids 1 and 3 are about equipotent in P-388 mouse leukemia, giving high T/C values of 240-260% at doses of 30-50 mg/kg. The other compounds were inactive. The structural requirement for antitumor activity in the phenanthridine series is the ability to form a C-6 iminium ion.