Abiesatrines A-J: Anti-inflammatory and antitumor triterpenoids from Abies georgei Orr

Xian Wen Yang, Su Mei Li, Liang Wu, Yong Li Li, Lin Feng, Yun Heng Shen, Jun Mian Tian, Jian Tang, Ning Wang, Yonghong Liu, Wei Dong Zhang*

*Corresponding author for this work

    Research output: Contribution to journalArticleResearchpeer-review

    57 Citations (Scopus)

    Abstract

    A novel spiro-lanostane (abiesatrine A, 1) was isolated from the aerial parts of Abies georgei together with 9 new (abiesatrines B-J, 2-10) and 10 known triterpenes (11-20). The new structures were established by the extensive analysis of their spectroscopic data. The configuration of 1, featuring a unique spirolactone formed by C-13 and C-23 via oxygen-bridge, was confirmed by X-ray crystallography, and its biopathway was tentatively proposed. Among these isolates, compound 16 showed the strongest inhibitory activity against LPS-induced NO production in RAW264.7 macrophages (IC50 = 8.9 μg mL-1). While compounds 1 and 20 exhibited potent anti-proliferative effects on QGY-7703 cells with IC50 values of 9.3 and 7.6 μg mL-1, respectively. Preliminary structure-activity relationship (SAR) investigations defined structural feature of the 24Z-olefinic bond key to the lanostane and cycloartane pharmacophore.

    Original languageEnglish
    Pages (from-to)2609-2616
    Number of pages8
    JournalOrganic and Biomolecular Chemistry
    Volume8
    Issue number11
    DOIs
    Publication statusPublished - 2010

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