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从海洋蠕虫光裸方格星虫中分离出的青霉菌Penicillium sp. SCS-KFD09产生的Chrodrimanins O-S。

Chrodrimanins O-S from the fungus Penicillium sp. SCS-KFD09 isolated from a marine worm, Sipunculusnudus.

作者信息

Kong Fan-Dong, Zhang Ren-Shuai, Ma Qing-Yun, Xie Qing-Yi, Wang Pei, Chen Peng-Wei, Zhou Li-Man, Dai Hao-Fu, Luo Du-Qiang, Zhao You-Xing

机构信息

Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agriculture Sciences, Haikou 571101, China.

Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao, China.

出版信息

Fitoterapia. 2017 Oct;122:1-6. doi: 10.1016/j.fitote.2017.08.002. Epub 2017 Aug 12.

Abstract

Five new meroterpenoids, chrodrimanins O-S (1-5), as well as a known one (6), were isolated from the fermentation broth of Penicillium sp. SCS-KFD09 isolated from a marine worm, Sipunculusnudus, from Haikou Bay, China. The structures including the absolute configurations of the new compounds were unambiguously elucidated by spectroscopic data and ECD spectra analysis along with quantum ECD calculations. Among them, compound 1 represents the first example of an unusual trichlorinated meroterpenoid with an unique dichlorine functionality. Compounds 1 and 4-6 displayed inhibitory activity of protein tyrosine phosphatase 1B (PTP1B) with IC values of 71.6, 62.5, 63.1, and 39.6μM, respectively, and showed no apparent activity against three tumor cell lines (A549, HepG2, and Hela) and human umbilical vein endothelial cells (HUVEC) at 10μM.

摘要

从中国海口湾海洋蠕虫裸体方格星虫中分离得到的青霉菌株SCS-KFD09的发酵液中,分离出了5个新的半萜类化合物,即氯代曲霉菌素O-S(1-5),以及1个已知化合物(6)。通过光谱数据、电子圆二色谱(ECD)光谱分析以及量子ECD计算,明确阐明了新化合物的结构,包括其绝对构型。其中,化合物1是具有独特二氯官能团的异常三氯代半萜类化合物的首个实例。化合物1和4-6对蛋白酪氨酸磷酸酶1B(PTP1B)显示出抑制活性,其IC50值分别为71.6、62.5、63.1和39.6μM,并且在10μM浓度下对三种肿瘤细胞系(A549、HepG2和Hela)以及人脐静脉内皮细胞(HUVEC)未显示出明显活性。

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