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洛巴辛 A-E:软珊瑚 Lobophytum crassum 中的新海松烷型二萜

Lobocrassins A-E: new cembrane-type diterpenoids from the soft coral Lobophytum crassum.

机构信息

Graduate Institute of Marine Biotechnology, National Dong Hwa University, Pingtung 944, Taiwan.

National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan.

出版信息

Mar Drugs. 2011;9(8):1319-1331. doi: 10.3390/md9081319. Epub 2011 Aug 5.

DOI:10.3390/md9081319
PMID:21892347
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3164375/
Abstract

Five new cembrane-type diterpenoids, lobocrassins A-E (1-5), were isolated from the soft coral Lobophytum crassum. The structures of cembranes 1-5 were established by spectroscopic and chemical methods and by comparison of the spectral data with those of known cembrane analogues. Lobocrassin A (1) is the first cembranoid possessing an α-chloromethyl-α-hydroxy-γ-lactone functionality and is the first chlorinated cembranoid from soft corals belonging to the genus Lobophytum. Lobocrassins B (2) and C (3) were found to be the stereoisomers of the known cembranes, 14-deoxycrassin (6) and pseudoplexaurol (7), respectively. Lobocrassin B (2) exhibited modest cytotoxicity toward K562, CCRF-CEM, Molt4, and HepG2 tumor cells and displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

摘要

从软珊瑚 Lobophytum crassum 中分离得到了五个新的海松烷型二萜类化合物,lobocrassins A-E(1-5)。通过光谱和化学方法以及与已知海松烷类似物的光谱数据比较,确定了化合物 1-5 的结构。lobocrassin A(1)是第一个具有α-氯甲基-α-羟基-γ-内酯官能团的海松烷类化合物,也是第一个来自软珊瑚属 Lobophytum 的氯化海松烷类化合物。lobocrassins B(2)和 C(3)分别被发现为已知的海松烷,14-去氧海松烷(6)和假松海松烷(7)的立体异构体。lobocrassin B(2)对 K562、CCRF-CEM、Molt4 和 HepG2 肿瘤细胞表现出中等的细胞毒性,并对人中性粒细胞中超氧阴离子的产生和弹性蛋白酶的释放具有显著的抑制作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d20d/3164375/780b20fbbf97/marinedrugs-09-01319f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d20d/3164375/d7c5c9794d70/marinedrugs-09-01319f1a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d20d/3164375/780b20fbbf97/marinedrugs-09-01319f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d20d/3164375/d7c5c9794d70/marinedrugs-09-01319f1a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d20d/3164375/780b20fbbf97/marinedrugs-09-01319f2.jpg

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