从番荔枝中鉴定出对映-16β,17-二羟基贝壳杉烷-19-酸作为抗HIV成分并分离出新的二萜类化合物番荔枝鳞叶素A和B。

Identification of ent-16 beta, 17-dihydroxykauran-19-oic acid as an anti-HIV principle and isolation of the new diterpenoids annosquamosins A and B from Annona squamosa.

作者信息

Wu Y C, Hung Y C, Chang F R, Cosentino M, Wang H K, Lee K H

机构信息

Graduate Institute of Natural Products, Kaohsiung Medical College, Taiwan, Republic of China.

出版信息

J Nat Prod. 1996 Jun;59(6):635-7. doi: 10.1021/np960416j.

DOI:10.1021/np960416j

PMID:8786370

Abstract

Phytochemical analysis of the fruits of Annona squamosa yielded 12 known kaurane derivatives (1-11, 13) and two new kaurane diterpenoids, which have been named annosquamosin A (16 beta-hydroxy-17-acetoxy-ent-kauran-19-al) (12) and annosquamosin B (19-nor-ent-kaurane-4 alpha,16 beta,-17-triol) (14). The structures of the new compounds were established by spectral analyses and chemical evidence. Among these 14 compounds, 16 beta, 17-dihydroxy-ent-kauran-19-oic acid (2) showed significant activity against HIV replication in H9 lymphocyte cells with an EC50 value of 0.8 microgram/mL (therapeutic index > 5).

摘要

对番荔枝果实进行的植物化学分析得到了12种已知的贝壳杉烷衍生物（1 - 11、13）以及两种新的贝壳杉烷二萜类化合物，它们被命名为番荔枝鳞素A（16β - 羟基 - 17 - 乙酰氧基 - 对映 - 贝壳杉烷 - 19 - 醛）（12）和番荔枝鳞素B（19 - 降 - 对映 - 贝壳杉烷 - 4α，16β， - 17 - 三醇）（14）。新化合物的结构通过光谱分析和化学证据得以确定。在这14种化合物中，16β，17 - 二羟基 - 对映 - 贝壳杉烷 - 19 - 酸（2）在H9淋巴细胞中对HIV复制表现出显著活性，其EC50值为0.8微克/毫升（治疗指数>5）。