Document Detail


Hypoxia-inducible factor-1 inhibitory benzofurans and chalcone-derived diels-alder adducts from Morus species.
MedLine Citation:
PMID:  19072214     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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-1alpha 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.
Authors:
Nguyen Tien Dat; Xuejun Jin; Kyeong Lee; Young-Soo Hong; Young Ho Kim; Jung Joon Lee
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of natural products     Volume:  72     ISSN:  1520-6025     ISO Abbreviation:  J. Nat. Prod.     Publication Date:  2009 Jan 
Date Detail:
Created Date:  2009-01-23     Completed Date:  2009-02-19     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7906882     Medline TA:  J Nat Prod     Country:  United States    
Other Details:
Languages:  eng     Pagination:  39-43     Citation Subset:  IM    
Affiliation:
Center for Molecular Cancer Research, Korean Research Institute of Biosciences and Biotechnology, Daejeon, Korea.
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MeSH Terms
Descriptor/Qualifier:
Antineoplastic Agents, Phytogenic / chemistry,  isolation & purification*,  pharmacology*
Benzofurans / chemistry,  isolation & purification*,  pharmacology*
Chalcone / metabolism
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Humans
Hypoxia-Inducible Factor 1, alpha Subunit / antagonists & inhibitors*
Molecular Structure
Morus / chemistry*
Nuclear Magnetic Resonance, Biomolecular
Plants, Medicinal / chemistry*
Vascular Endothelial Growth Factor A / antagonists & inhibitors
Chemical
Reg. No./Substance:
0/Antineoplastic Agents, Phytogenic; 0/Benzofurans; 0/Hypoxia-Inducible Factor 1, alpha Subunit; 0/Vascular Endothelial Growth Factor A; 94-41-7/Chalcone

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