Hui Y H, Rupprecht J K, Liu Y M, Anderson J E, Smith D L, Chang C J, McLaughlin J L
Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, Indiana 47907.
J Nat Prod. 1989 May-Jun;52(3):463-77. doi: 10.1021/np50063a002.
Screening of crude extracts of the bark of Annona bullata showed cytotoxic and pesticidal activities. By monitoring with brine-shrimp lethality, two novel, extremely potent acetogenins, bullatacin [1] and bullatacinone [2], were isolated. Spectral and chemical methods identified bullatacin as a diastereomer of asimicin. Bullatacinone represents bullatacin with the lactone cleaved and reformed at the 4-OH. Compounds 1 and 2 show selective cytotoxicities in human tumor cell lines, and certain susceptible cells give ED50 values as low as 10(-12)-10(-15) micrograms/ml. Bullatacin was pesticidal at concentrations as low as 1 ppm, but bullatacinone lacked pesticidal activities. The known compounds liriodenine and (-)-kaur-16-en-19-oic acid were also isolated and were lethal to brine shrimp but were not significantly cytotoxic.
对牛心番荔枝树皮粗提物的筛选显示出细胞毒性和杀虫活性。通过卤虫致死率监测，分离出了两种新型、极具活性的产乙酸素，即牛心番荔枝素[1]和牛心番荔枝酮[2]。光谱和化学方法鉴定牛心番荔枝素为番荔枝辛的非对映异构体。牛心番荔枝酮是牛心番荔枝素的内酯在4-羟基处断裂并重新形成的产物。化合物1和2在人肿瘤细胞系中表现出选择性细胞毒性，某些敏感细胞的半数有效浓度（ED50）低至10^(-12)-10^(-15)微克/毫升。牛心番荔枝素在低至1 ppm的浓度下具有杀虫活性，但牛心番荔枝酮没有杀虫活性。还分离出了已知化合物鹅掌楸碱和(-)-贝壳杉-16-烯-19-酸，它们对卤虫具有致死性，但细胞毒性不显著。
