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西沙软珊瑚 Lobophytum sp.中新型双环海松烷醚和新型三羟基香叶基化愈创木烷

Rare new bicyclic cembranoid ethers and a novel trihydroxy prenylated guaiane from the Xisha soft coral Lobophytum sp.

机构信息

School of Chinese Materia Medica, Nanjing University of Chinese Medicine, 138 Xianlin Road, Nanjing 210023, China; State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, No. 555, Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China.

Instituto de Productos Naturales y Agrobiología, Consejo Superior de Investigaciones Científicas (IPNA-CSIC), La Laguna, 38206 Tenerife, Spain.

出版信息

Bioorg Chem. 2020 Oct;103:104223. doi: 10.1016/j.bioorg.2020.104223. Epub 2020 Aug 26.

Abstract

Seven new cembrane-type diterpenes, lobophytolins C-I (3-9), and one new prenylated-guiane-type diterpene, lobophytolin J (10), along with six known related ones (1, 2, 11-14), have been isolated from the soft coral Lobophytum sp. collected off the Xisha Island in the South China Sea. Their structures were elucidated by extensive spectroscopic analysis and quantum mechanical (QM)-NMR methods. The absolute configuration of lobophytolin H (8) was determined by the application of the modified Mosher's method and chemical transformation. Lobophytolin D (4) exhibited promising cytotoxicities in in vitro bioassays against HT-29, Capan-1, A549, and SNU-398 human cancer cell lines with IC values of 4.52, 6.62, 5.17, and 6.15 μM, respectively.

摘要

从南海西沙群岛采集的软珊瑚 Lobophytum sp. 中分离得到了 7 个新的海鞘烷二萜类化合物,lobophytolins C-I(3-9),以及 1 个新的prenylated-guiane 型二萜类化合物 lobophytolin J(10),以及 6 个已知的相关化合物(1、2、11-14)。通过广泛的光谱分析和量子力学(QM)-NMR 方法阐明了它们的结构。通过应用改进的 Mosher 法和化学转化,确定了 lobophytolin H(8)的绝对构型。lobophytolin D(4)在体外生物测定中对 HT-29、Capan-1、A549 和 SNU-398 人癌细胞系表现出有希望的细胞毒性,IC 值分别为 4.52、6.62、5.17 和 6.15 μM。

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