Li X H, Hui Y H, Rupprecht J K, Liu Y M, Wood K V, 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. 1990 Jan-Feb;53(1):81-6. doi: 10.1021/np50067a010.
Activity-directed fractionation of the stem bark of Annona squamosa, monitoring with brine shrimp lethality, led to the isolation of the highly bioactive acetogenins bullatacin [1] and bullatacinone [2], thus demonstrating a new abundant plant source for these potent compounds. A new keto-monotetrahydrofuran acetogenin with a ketolactone terminus, as first seen in bullatacinone [2], was also isolated, characterized by spectral analyses, and named squamone [3]. The cytotoxicities of 3 were increased significantly by reduction of the two keto groups to hydroxyls, and the tetrahydrosquamone [7] and bullatacinone [2] both showed selective cytotoxicities to MCF-7 human breast carcinoma. Liriodenine and (-)-kaur-16-en-19-oic acid were also isolated.
通过卤虫致死率监测对番荔枝茎皮进行活性导向分级分离，得到了高生物活性的产乙酸素布拉他辛[1]和布拉他辛酮[2]，从而证明了这些强效化合物的一种新的丰富植物来源。还分离出了一种新的具有酮内酯末端的酮基单四氢呋喃产乙酸素，这是首次在布拉他辛酮[2]中发现的，通过光谱分析对其进行了表征，并命名为番荔枝酮[3]。将3的两个酮基还原为羟基后，其细胞毒性显著增加，四氢番荔枝酮[7]和布拉他辛酮[2]对MCF-7人乳腺癌均表现出选择性细胞毒性。同时还分离出了去甲乌药碱和(-)-贝壳杉-16-烯-19-酸。
