5-Demethoxyfumagillol, a potent angiogenesis inhibitor isolated from Aspergillus fumigatus.
A novel angiogenesis inhibitor, 5-demethoxyfumagillol (1), was obtained by isolation, purification and saponification of cultured broth of Aspergillus fumigatus. The structure was assigned as (3R,4R,6R)-4-[(2R,3R)-2-methyl-3-(3-methyl-but-2-enyl)-oxiranyl]-1-oxa-spiro[2,5]octan-6-ol (1) by spectroscopic analysis and confirmed by independent synthesis from fumagillol (3). In addition, 6-O-(chloroacetylcarbamoyl)-5-demethoxyfumagillol (7) showed a potential anti-angiogenic activity in CAPE cells in vitro.
Kim
Deukjoon
D
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Korea. deukjoon@plaza.snu.ac.kr
Min
Jaeki
J
Ahn
Soon Kil
SK
Lee
Hong Woo
HW
Choi
Nam Song
NS
Moon
Seung Kee
SK
D020533:Angiogenesis Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology*; D000818:Animals; D001232:Aspergillus fumigatus / Q000737:chemistry*; D002417:Cattle; D002455:Cell Division / Q000187:drug effects; D045744:Cell Line, Tumor; D042783:Endothelial Cells / Q000187:drug effects; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D011651:Pulmonary Artery / Q000166:cytology / Q000187:drug effects; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology*
C493027:5-demethoxyfumagillol; D020533:Angiogenesis Inhibitors; D007202:Indicators and Reagents; D012717:Sesquiterpenes