Alterbrassicicene A, a Highly Transformed Fusicoccane-Derived Diterpenoid with Potent PPAR-γ Agonistic Activity from Alternaria brassicicola

被引:38
作者
Li, Fengli [1 ]
Sun, Weiguang [1 ]
Guan, Jiankun [2 ]
Lu, Yuanyuan [2 ]
Zhang, Sitian [1 ]
Lin, Shuang [1 ]
Liu, Junjun [1 ]
Gao, Weixi [1 ]
Wang, Jianping [1 ]
Hu, Zhengxi [1 ]
Zhang, Yonghui [1 ]
机构
[1] Huazhong Univ Sci & Technol, Hubei Key Lab Nat Med Chem & Resource Evaluat, Sch Pharm, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China
[2] Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
FUNGUS; THIAZOLIDINEDIONE; REVISIONS; LIGAND;
D O I
10.1021/acs.orglett.8b03553
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alterbrassicicene A (1), a fusicoccane-derived diterpenoid with an unprecedented framework, together with two known biosynthetic intermediates (2 and 3), were characterized from Alternaria brassicicola. The absolute structure of 1 was assigned by extensive spectroscopic analyses and quantum chemical calculations. Compound 1 represents a newly transformed monocyclic carbon skeleton of a highly functionalized diterpenoid bearing unique dihydro-2(3H)-furanone and 2-cyclopenten1-one motifs. Compound 1 was the first fusicoccane-derived diterpenoid functioning as a potent PPAR-gamma agonist (EC50 = 744.1 nM).
引用
收藏
页码:7982 / 7986
页数:5
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