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来自越南海绵属海绵的新型倍半萜及其生物活性。

New merosesquiterpenes from a Vietnamese marine sponge of Spongia sp. and their biological activities.

作者信息

Nguyen Hien Minh, Ito Takuya, Kurimoto Shin-Ichiro, Ogawa Mika, Win Nwet Nwet, Hung Vo Quoc, Nguyen Hoai Thi, Kubota Takaaki, Kobayashi Jun'ichi, Morita Hiroyuki

机构信息

Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.

Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.

出版信息

Bioorg Med Chem Lett. 2017 Jul 15;27(14):3043-3047. doi: 10.1016/j.bmcl.2017.05.060. Epub 2017 May 19.

DOI:10.1016/j.bmcl.2017.05.060
PMID:28558970
Abstract

The investigation of the Vietnamese marine sponge Spongia sp. led to the isolation of three new sesquiterpene phenols, langconols A-C (1-3), and one new sesquiterpene hydroxyquinone, langcoquinone C (4), together with two known meroterpenoids (5 and 6). Their structures were determined on the basis of spectroscopic analyses and comparisons with published data. Furthermore, the antibacterial assays of the isolates 1-6 suggested that 4 and 6 had significant antibacterial activities against Bacillus subtilis and Staphylococcus aureus, with MICs ranging from 6.25 to 25.0µM, while 1 and 3 possessed significant antibacterial activities against B. subtilis with MICs of 12.5 and 25.0µM, respectively. In contrast, cytotoxic assays of the isolated compounds 1-6, as well as compounds 7-15 previously isolated from this sponge, indicated that 1 and the previously reported anti-B. subtilis and anti-S. aureus sesquiterpene phenol 9 lacked cytotoxic activities against three human cancer cell lines (A549, lung cancer; MCF7, breast cancer; HeLa, cervix cancer) and a human normal cell line (WI-38 fibroblast).

摘要

对越南海洋海绵Spongia sp. 的研究导致分离出三种新的倍半萜酚类化合物,即朗康醇A - C(1 - 3),以及一种新的倍半萜羟基醌,即朗醌C(4),同时还分离出两种已知的半萜类化合物(5和6)。它们的结构是基于光谱分析并与已发表的数据进行比较而确定的。此外,对分离物1 - 6的抗菌试验表明,4和6对枯草芽孢杆菌和金黄色葡萄球菌具有显著的抗菌活性,其最低抑菌浓度(MIC)范围为6.25至25.0μM,而1和3对枯草芽孢杆菌具有显著的抗菌活性,其MIC分别为12.5和25.0μM。相比之下,对分离出的化合物1 - 6以及先前从该海绵中分离出的化合物7 - 15的细胞毒性试验表明,1以及先前报道的抗枯草芽孢杆菌和抗金黄色葡萄球菌的倍半萜酚9对三种人类癌细胞系(A549,肺癌;MCF7,乳腺癌;HeLa,宫颈癌)和一种人类正常细胞系(WI - 38成纤维细胞)缺乏细胞毒性活性。

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