来自托氏十字花瓣的倍半萜类化合物的绝对构型及其对拉吉细胞中爱泼斯坦-巴尔病毒早期抗原激活的抑制作用。

Absolute configuration of sesquiterpenes from Crossopetalum tonduzii and their inhibitory effects on Epstein-Barr virus early antigen activation in Raji cells.

作者信息

Jiménez Ignacio A, Bazzocchi Isabel L, Núñez Marvin J, Mukainaka Teruo, Tokuda Harukuni, Nishino Hoyoku, Konoshima Takao, Ravelo Angel G

机构信息

Instituto Universitario de Bio-Orgánica Antonio González, Universidad de La Laguna, Avenida Astrofísico Francisco Sánchez 2, La Laguna, 38206 Tenerife, Canary Islands, Spain.

出版信息

J Nat Prod. 2003 Aug;66(8):1047-50. doi: 10.1021/np0301240.

DOI:10.1021/np0301240

PMID:12932121

Abstract

Two new sesquiterpenoids (1 and 2) with a dihydro-beta-agarofuran skeleton were isolated from Crossopetalum tonduzii. Their structures were elucidated on the basis of spectral analysis, including homonuclear and heteronuclear correlation NMR experiments (COSY, ROESY, HSQC, and HMBC). Their absolute configurations were determined by CD studies on 3, the benzoylated derivative of 1. Chemical correlations have allowed the absolute configurations of 4 and 5, two previously known dihydro-beta-agarofuran analogues, to be reported for the first time. Compounds 1, 2, and 5 showed strong antitumor-promoting effects on Epstein-Barr virus early antigen (EBV-EA) activation.

摘要

从托氏十字花瓣木（Crossopetalum tonduzii）中分离出了两种具有二氢-β-agarofuran骨架的新倍半萜（1和2）。基于光谱分析，包括同核和异核相关核磁共振实验（COSY、ROESY、HSQC和HMBC）阐明了它们的结构。通过对1的苯甲酰化衍生物3进行圆二色性（CD）研究确定了它们的绝对构型。化学关联首次报道了两种先前已知的二氢-β-agarofuran类似物4和5的绝对构型。化合物1、2和5对爱泼斯坦-巴尔病毒早期抗原（EBV-EA）激活显示出强烈的抗肿瘤促进作用。