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Aspergiloid I, an unprecedented spirolactone norditerpenoid from the plant-derived endophytic fungus Aspergillus sp YXf3

文献类型: 外文期刊

作者: Guo, Zhi Kai 1 ; Wang, Rong 2 ; Huang, Wei 3 ; Li, Xiao Nian 4 ; Jiang, Rong 3 ; Tan, Ren Xiang 3 ; Ge, Hui Ming 3 ;

作者机构: 1.Chinese Acad Trop Agr Sci, Inst Trop Biosci & Biotechnol, Lab Biol & Genet Resources Trop Crops, Minist Agr, Haikou 571101, Peoples R China

2.Hainan Acad Ocean & Fisheries Sci, Haikou 570203, Hainan, Peoples R China

3.Nanjing Univ, Inst Funct Biomol, State Key Lab Pharmaceut Biotechnol, Nanjing 210093, Jiangsu, Peoples R China

4.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Peoples R China

关键词: Aspergillus;endophytic fungus;Ginkgo biloba;natural product;norditerpenoid;Trichocomaceae

期刊名称:BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY ( 影响因子:2.883; 五年影响因子:2.785 )

ISSN: 1860-5397

年卷期: 2014 年 10 卷

页码:

收录情况: SCI

摘要: An unusual C-18 norditerpenoid, aspergiloid I (1), was isolated from the culture broth of Aspergillus sp. YXf3, an endophytic fungus derived from Ginkgo biloba. Its structure was unambiguously established by analysis of HRMS-ESI and spectroscopic data, and the absolute configuration was determined by low-temperature (100 K) single crystal X-ray diffraction with Cu K alpha radiation. This compound is structurally characterized by a new carbon skeleton with an unprecedented 6/5/6 tricyclic ring system bearing an alpha,beta-unsaturated spirolactone moiety in ring B, and represents a new subclass of norditerpenoid, the skeleton of which is named aspergilane. The hypothetical biosynthetic pathway for 1 was also proposed. The cytotoxic, antimicrobial, anti-oxidant and enzyme inhibitory activities of 1 were evaluated.

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