Anti-inflammatory Mono- and Dimeric Sorbicillinoids from the Marine-Derived Fungus Trichoderma reesei 4670

被引：48

作者：

Zhang, Panpan ^{[1
]}

Deng, Yanlian ^{[3
]}

Lin, Xiaojing ^{[4
]}

Chen, Bin ^{[1
]}

Li, Jing ^{[1
]}

Liu, Hongju ^{[3
]}

Chen, Senhua ^{[1
,5
]}

Liu, Lan ^{[1
,2
,5
]}

机构：

[1] Sun Yat Sen Univ, Sch Marine Sci, Guangzhou 510006, Guangdong, Peoples R China

[2] Sun Yat Sen Univ, Dept Educ Guangdong Prov, Key Lab Funct Mol Ocean Microorganisms, Guangzhou 510006, Guangdong, Peoples R China

[3] Guangdong Med Univ, Sch Pharm, Dongguan 523808, Peoples R China

[4] Guangzhou Univ Chinese Med, Res Ctr Chinese Herbal Resource Sci & Engn, Guangzhou 510006, Guangdong, Peoples R China

[5] Southern Lab Ocean Sci & Engn, Zhuhai 519080, Peoples R China

来源：

JOURNAL OF NATURAL PRODUCTS | 2019年 / 82卷 / 04期

基金：

中国国家自然科学基金;

关键词：

METABOLITES; ANALOGS;

D O I：

10.1021/acs.jnatprod.8b01029

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Eight new dimeric sorbicillinoids (1-3, 5-9) and 12 new monomeric sorbicillinoids (10-20, 25), along with five known analogues (4 and 21-24), were isolated from the marine-derived fungus Trichoderma reesei 4670. Their structures were elucidated on the basis of extensive spectroscopic analyses (1D and 2D NMR, HR-ESIMS, and ECD) and X-ray crystallography. Compound 1, containing a pyrrolidin-2-one moiety, is reported for the first time in the sorbicillinoid family. Compounds 8 and 9 are the first examples of bisorbicillinoids possessing a benzofuro[2,3-h]chromene scaffold from a natural source. Compounds 3-11, 13-16, 18, 21, 22, 24, and 25 exhibited potent anti-inflammatory activity by inhibiting the production of NO in RAW264.7 cells activated by lipopolysaccharide with IC50 values in the range from 0.94 to 38 mu M. Structure-activity relationships of the sorbicillinoids were discussed.

引用

页码：947 / 957

页数：11

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