从竹叶椒中分离得到的一种新的巨大戟烷型倍半萜类化合物

A New Megastigmane Sesquiterpenoid from Zanthoxylum Schinifolium Sieb. et Zucc.

作者信息

Hu Linzhen, Wang Kongchao, Wang Zhenzhen, Liu Junjun, Wang Kaiping, Zhang Jinwen, Luo Zengwei, Xue Yongbo, Zhang Yu, Zhang Yonghui

机构信息

Union Hospital Affiliated to Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430022, Hubei, China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, Hubei, China.

出版信息

Molecules. 2016 Mar 19;21(3):383. doi: 10.3390/molecules21030383.

DOI:10.3390/molecules21030383

PMID:27007360

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6273384/

Abstract

Zanthoxylum schinifolium Sieb. et Zucc. (Rutaceae), a dioecious shrub with hooked prickly branches, has been used as folk medicine for the treatment of the common cold, stomach ache, diarrhea, and jaundice in China, Korea, and Japan. In our phytochemical investigations on this genus, a new megastigmane sesquiterpenoid, which is referred to as schinifolenol A (1), was isolated from Z. schinifolium. The stereochemistry was characterized via the analyses of extensive spectra. The absolute configuration was established by the application of a modified Mosher's experiment and assisted by a time-dependent density functional theory (TD-DFT) on calculated electronic circular dichroism (ECD). Bioactivity screenings showed that compound 1 exhibited a safe hypotoxicity and a better selectivity on anti-Kaposi's sarcoma associated herpes virus (KSHV).

摘要

花椒（芸香科）是一种雌雄异株的灌木，枝干具钩状皮刺，在中国、韩国和日本一直被用作民间药物，用于治疗感冒、胃痛、腹泻和黄疸。在我们对该属植物的植物化学研究中，从花椒中分离出一种新的巨大戟烷型倍半萜，命名为花椒醇A（1）。通过广泛的光谱分析确定了其立体化学结构。通过改进的莫舍尔实验并借助含时密度泛函理论（TD-DFT）计算电子圆二色性（ECD）确定了其绝对构型。生物活性筛选表明，化合物1具有安全的低毒性，对抗卡波西肉瘤相关疱疹病毒（KSHV）具有较好的选择性。