Structures and Absolute Configurations of Penicillactones A-C from an Endophytic Microorganism, Penicillium dangeardii Pitt

被引：18

作者：

Liu, Yunbao ^{[1
]}

Ding, Guangzhi ^{[1
]}

Li, Yong ^{[1
]}

Qu, Jing ^{[1
]}

Ma, Shuanggang ^{[1
]}

Lv, Haining ^{[1
]}

Liu, Yang ^{[1
]}

Wang, Wenjie ^{[1
]}

Dai, Jungui ^{[1
]}

Tang, Yi ^{[2
]}

Yu, Shishan ^{[1
]}

机构：

[1] Chinese Acad Med Sci, State Key Lab Bioact Substance & Funct Nat Med, Inst Mat Med, Beijing 100050, Peoples R China

[2] Univ Calif Los Angeles, Dept Chem & Biomol Engn, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 20期

关键词：

D O I：

10.1021/ol4023485

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Penicillactones A-C (1-3) are structurally related natural products with a spirocyclic anhydride structure and were isolated from the endophytic fungus Penicillium dangeardii Pitt. Penicillactones B and C showed inhibition of the release of beta-glucuronidase from polymorphonuclear leukocytes with ED50 values of 2.58 and 1.57 mu M. A 2D INADEQUATE experiment of 1 was performed at natural abundance to confirm the arrangement of its carbon skeleton. The configurations of 1-3 were established through extensive NMR spectroscopic analysis, selective structural modifications, and CD analysis.

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页码：5206 / 5209

页数：4

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