温郁金精油中的倍半萜类化合物及其对一氧化氮生成的抑制作用。

Sesquiterpenes from the essential oil of Curcuma wenyujin and their inhibitory effects on nitric oxide production.

作者信息

Xia Guiyang, Zhou Li, Ma Jianghao, Wang Ying, Ding Liqin, Zhao Feng, Chen Lixia, Qiu Feng

机构信息

Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

School of Chinese Materia Medica and Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, People's Republic of China.

出版信息

Fitoterapia. 2015 Jun;103:143-8. doi: 10.1016/j.fitote.2015.03.021. Epub 2015 Mar 25.

DOI:10.1016/j.fitote.2015.03.021

PMID:25819782

Abstract

Three new sesquiterpenes including a new elemane-type sesquiterpene, 5βH-elem-1,3,7,8-tetraen-8,12-olide (1), and two new carabrane-type sesquiterpenes, 7α,11-epoxy-6α-methoxy-carabrane-4,8-dione (2) and 8,11-epidioxy-8-hydroxy-4-oxo-6-carabren (3), together with eight known sesquiterpenes (4-11) were isolated from Curcuma wenyujin Y. H. Chen et C. Ling. Their structures were elucidated based on extensive spectroscopic analyses. A possible biogenetic scheme for the related compounds was postulated. All of the isolated compounds were tested for inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages. Meanwhile, preliminary structure-activity relationships for these compounds are discussed.

摘要

从温郁金（Curcuma wenyujin Y. H. Chen et C. Ling）中分离得到了三种新的倍半萜，包括一种新的桉叶烷型倍半萜5βH-桉叶-1,3,7,8-四烯-8,12-内酯（1）、两种新的蒈烷型倍半萜7α,11-环氧-6α-甲氧基-蒈烷-4,8-二酮（2）和8,11-表环氧-8-羟基-4-氧代-6-蒈烯（3），以及八种已知的倍半萜（4-11）。通过广泛的光谱分析阐明了它们的结构。推测了相关化合物可能的生源合成途径。对所有分离得到的化合物进行了抗RAW 264.7巨噬细胞中脂多糖诱导的一氧化氮产生的抑制活性测试。同时，讨论了这些化合物初步的构效关系。