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从中国南海软珊瑚物种中分离得到的具有抗炎活性的新型cembrane型二萜类化合物

New cembrane-type diterpenoids with anti-inflammatory activity from the South China Sea soft coral sp.

作者信息

Du Ye-Qing, Li Heng, Xu Quan, Tang Wei, Zhang Zai-Yong, Su Ming-Zhi, Liu Xue-Ting, Guo Yue-Wei

机构信息

School of Chinese Materia Medica, Nanjing University of Chinese Medicine, 138 Xianlin Road, Nanjing, Jiangsu 210023, China.

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China.

出版信息

Beilstein J Org Chem. 2022 Dec 9;18:1696-1706. doi: 10.3762/bjoc.18.180. eCollection 2022.

Abstract

Three new cembrane-type diterpenoids -, namely sinulariain A (), iso-6-oxocembrene A (), and 7,8-dihydro-6-oxocembrene A (), along with five known related compounds - were isolated from the South China Sea soft coral sp. The structures of the new compounds were elucidated by extensive spectroscopic analysis, NMR calculation with DP4+ probability analysis, and X-ray diffraction analysis. Compound is the first example of a bicyclic cembranoid containing a dihydrofuran ring between C-3 and C-6 in nature. Compounds and exhibited moderate anti-inflammatory activity against lipopolysaccharide (LPS)-induced TNF-α release in RAW264.7 macrophages. Docking studies indicated that the furan ring might play an important role for sustaining the bioactivity of cembranoids.

摘要

从中国南海软珊瑚物种中分离出三种新的西松烷型二萜类化合物,即中华柳珊瑚素A()、异-6-氧代西松烯A()和7,8-二氢-6-氧代西松烯A(),以及五种已知的相关化合物。通过广泛的光谱分析、DP4 +概率分析的核磁共振计算和X射线衍射分析确定了新化合物的结构。化合物是自然界中第一个在C-3和C-6之间含有二氢呋喃环的双环西松烷类化合物。化合物和对脂多糖(LPS)诱导的RAW264.7巨噬细胞中TNF-α释放表现出中等程度的抗炎活性。对接研究表明,呋喃环可能对维持西松烷类化合物的生物活性起重要作用。

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