番荔枝内酯A和B，从光叶番荔枝中分离得到的两种新的乙酸原化合物。

Glabracins A and B, two new acetogenins from Annona glabra.

作者信息

Liu X X, Alali F Q, Hopp D C, Rogers L L, Pilarinou E, McLaughlin J L

机构信息

Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, IN 47907, USA.

出版信息

Bioorg Med Chem. 1998 Jul;6(7):959-65. doi: 10.1016/s0968-0896(98)00059-5.

DOI:10.1016/s0968-0896(98)00059-5

PMID:9730231

Abstract

Two new bioactive bis-THF Annonaceous acetogenins, glabracins A (1) and B (2), and two previously known acetogenins, javoricin (3) and bullatanocin (4), have been isolated from the leaves of Annona glabra by activity-directed fractionation using the brine shrimp lethality test (BST). The structures of 1 and 2 were elucidated based on spectroscopic and chemical methods, and the absolute stereochemistries were partially determined by the advanced Mosher ester method. 1 and 2 showed selective cytotoxicities to certain human tumor cell lines, and 1 was significantly more potent although 1 and 2 differ only in the stereochemistry of their vicinal diols at C-23/24.

摘要

通过使用卤虫致死试验（BST）进行活性导向分级分离，从光滑番荔枝的叶子中分离出两种新的具有生物活性的双四氢呋喃番荔枝内酯，光翠番荔枝素A（1）和B（2），以及两种先前已知的番荔枝内酯，爪哇番荔枝素（3）和布拉他诺辛（4）。基于光谱和化学方法阐明了1和2的结构，并通过先进的莫舍尔酯法部分确定了其绝对立体化学。1和2对某些人类肿瘤细胞系表现出选择性细胞毒性，尽管1和2仅在C-23/24位的邻二醇立体化学上有所不同，但1的活性明显更强。