印楝酮和具有细胞毒性的柠檬苦素12-羟基印楝酮的结构。

The structure of amoorastatone and the cytotoxic limonoid 12-hydroxyamoorastatin.

作者信息

Polonsky J, Varon Z, Marazano C, Arnoux B, Pettit G R, Schmid J M, Ochi M, Kotsuki H

出版信息

Experientia. 1979 Aug 15;35(8):987-9. doi: 10.1007/BF01949897.

DOI:10.1007/BF01949897

Abstract

2 new limonoid-type terpenes have been isolated from an aqueous extract of seeds produced by the Eastern Himalayan (India) plant Aphanamixis grandifolia B1. By interpreting principally mass spectral and nuclear magnetic resonance data, the structures of 12-hydroxyamoorastatin (2b) and amoorastatone (3) were elucidated. Unequivocal evidence for the 12-hydroxyamoorastatin structural assignment was obtained by chemical conversion to sendanin (4). Amoorastatin derivative 2b was found to significantly inhibit growth of the murine P388 lymphocytic leukemia cell lines but amoorastatone in the same system was inactive. In a comparative biological study, sendanin (4) and anthothecol (7) were also found significantly to inhibit growth of the P388 cell line, while rohitukin (8) and limonin (9) were found to be inactive.

摘要

从喜马拉雅东部（印度）植物大叶山楝（Aphanamixis grandifolia B1）种子的水提取物中分离出了2种新的柠檬苦素类萜烯。通过对质谱和核磁共振数据的主要解读，阐明了12-羟基阿莫拉他汀（2b）和阿莫拉他汀酮（3）的结构。通过化学转化为桑达宁（4），获得了12-羟基阿莫拉他汀结构归属的确凿证据。发现阿莫拉他汀衍生物2b能显著抑制小鼠P388淋巴细胞白血病细胞系的生长，但在同一系统中阿莫拉他汀酮无活性。在一项对比生物学研究中，还发现桑达宁（4）和花托二醇（7）能显著抑制P388细胞系的生长，而罗希图金（8）和柠檬苦素（9）无活性。