Issue 27, 2012
From the journal:

Organic & Biomolecular Chemistry

Isolation, antimicrobial activity, and absolute configuration of the furylidene tetronic acid core of pestalotic acids A–G†

Fan Zhang,‡a   Gang Ding,‡b   Li Li,c   Xiaoyue Cai,a   Yikang Si,c   Liangdong Guoa  and  Yongsheng Che*ad  

* Corresponding authors

a State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, People's Republic of China
E-mail: cheys@im.ac.cn
Fax: +86 10 8261 8785

b Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China

c Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China

d Beijing Institute of Pharmacology & Toxicology, Beijing 100850, People's Republic of China

Abstract

Natural products possessing the 3-(furan-2(5H)-ylidene)furan-2,4(3H,5H)-dione (furylidene tetronic acid) skeleton are rare and were encountered only as fungal metabolites. The configurational assignment of the furylidene tetronic acid core using conventional approaches remained a challenge. Pestalotic acids A–G (1–7) are new furylidene tetronic acid derivatives isolated from a plant endophyte Pestalotiopsis yunnanensis. The structure of 1 was elucidated by combination of NMR experiments, X-ray crystallography, and ECD calculations. Compounds 3 and 7 showed significant antimicrobial activity.

Graphical abstract: Isolation, antimicrobial activity, and absolute configuration of the furylidene tetronic acid core of pestalotic acids A–G

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Article information

DOI
https://doi.org/10.1039/C2OB25469G
Article type
Paper
Submitted
03 Mar 2012
Accepted
16 May 2012
First published
16 May 2012

Org. Biomol. Chem., 2012,10, 5307-5314

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Isolation, antimicrobial activity, and absolute configuration of the furylidene tetronic acid core of pestalotic acids A–G

F. Zhang, G. Ding, L. Li, X. Cai, Y. Si, L. Guo and Y. Che, Org. Biomol. Chem., 2012, 10, 5307 DOI: 10.1039/C2OB25469G

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