Characterization of a bioactive meroterpenoid isolated from the marine-derived fungus Talaromyces sp.

被引:21
作者
Hong, Xuan [1 ]
Guan, Xiaoqing [3 ]
Lai, Qiliang [2 ]
Yu, Dehua [3 ]
Chen, Zhongwei [1 ]
Fu, Xiaoteng [2 ]
Zhang, Beibei [2 ]
Chen, Changkun [1 ]
Shao, Zongze [2 ]
Xia, Jinmei [2 ]
Qin, Jiang-Jiang [3 ]
Wang, Weiyi [2 ]
机构
[1] Xiamen Med Coll, Fujian Univ & Coll Engn Res Ctr Marine Biopharmac, Xiamen 361023, Peoples R China
[2] Minist Nat Resources, Inst Oceanog 3, Key Lab Marine Biogenet Resources, Xiamen 361005, Peoples R China
[3] Chinese Acad Sci, Univ Chinese Acad Sci, Zhejiang Canc Hosp, Canc Hosp,Inst Basic Med & Canc IBMC, Hangzhou 310022, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
Talaromyces; Meroterpenoid; Cytotoxic; Antibacterial; LIPID DROPLET FORMATION; ABSOLUTE STEREOCHEMISTRY; MOUSE MACROPHAGES; PENICILLIUM; INHIBITORS; PENTACECILIDES; IDENTIFICATION;
D O I
10.1007/s00253-022-11914-1
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
A new meroterpenoid, taladrimanin A (1), was isolated from a marine-derived fungus Talaromyces sp. HM6-1-1, together with eleven biogenetically related compounds (2-12). A plausible biosynthetic pathway for the meroterpenoids (1-4) was proposed. The planar structure of 1 was assigned by HRESIMS and NMR. Its relative configuration was established by quantum chemical NMR calculation of two possible isomers and analyzed by DP4 + method. Finally, X-ray diffraction unambiguously confirmed the relative configuration and revealed the absolute configuration of compound 1. 2-12 were assigned by comparing their NMR data with those reported in the literature. 1 was the first drimane-type meroterpenoid with a C10 polyketide unit bearing an 8R-configuration. In the bioactive assay, 1 exhibited antitumor activity against gastric cancer cells MGC803 and MKN28; it also inhibited the colony formation and induced apoptosis in MGC803 cells both in a concentration-dependent manner. Additionally, 1 displayed selective antibacterial activity against Staphylococcus aureus 6538P, and low activities towards strains of Vibrio parahaemolyticus and Escherichia coli in this study.
引用
收藏
页码:2927 / 2935
页数:9
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