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Title 

Hypoxia-inducible factor-1 inhibitory benzofurans and chalcone-derived diels-alder adducts from Morus species

Authors 

N T DatX JinKyeong LeeYoung-Soo HongY H KimJung Joon Lee

Publisher 

American Chemical Society

Issue Date 

2009

Citation 

Journal of Natural Products, vol. 72, no. 1, pp. 39-43

Keywords 

chalcone derivativehypoxia inducible factor 1hypoxia inducible factor 1alphachalconediels alder reactionDNA adductmorus bombycisbenzofuranshypoxia-inducible factor 1, alpha subunitmorus

Abstract 

Hypoxia-inducible factor-1 (HIF-1) is the central mediator of cellular responses to low oxygen concentrations and vital to many aspects of cancer biology. Bioassay-guided fractionation of the chloroform-soluble extracts of Morus species using a hypoxia response element (HRE)-dependent reporter assay led to identification of six benzofurans (1-6) and two chalcone-derived Diels-Alder adducts (7, 8) from Mori Cortex Radicis and three prenylated benzofurans (9-11) and four chalcone-derived Diels-Alder adducts (12-15) from Morus bombycis. The structure of the new 2-arylbenzofuran-type compound, moracin Q (3), was elucidated by spectroscopic methods, and the absolute configuration of 2 was determined for the first time. The selected compounds (1-3, 5, 7, 9, 10, and 12) from the cell-based reporter assay were found to inhibit hypoxia-induced HIF-1α accumulation in a dose-dependent manner in human hepatocelluar carcinoma cell-line Hep3B cells. Furthermore, these compounds were also active against hypoxia-induced vascular endothelial growth factor (VEGF) secretion in Hep3B cells.

ISSN 

0163-3864

Link 

http://dx.doi.org/10.1021/np800491u

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2019-05-02


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