title: 5-Demethoxyfumagillol, a potent angiogenesis inhibitor isolated from Aspergillus fumigatus.
abstract: 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.
authors.affiliation: Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Korea. deukjoon@plaza.snu.ac.kr
authors.forename: Deukjoon
authors.initials: D
authors.lastname: Kim
authors.forename: Jaeki
authors.initials: J
authors.lastname: Min
authors.forename: Soon Kil
authors.initials: SK
authors.lastname: Ahn
authors.forename: Hong Woo
authors.initials: HW
authors.lastname: Lee
authors.forename: Nam Song
authors.initials: NS
authors.lastname: Choi
authors.forename: Seung Kee
authors.initials: SK
authors.lastname: Moon
mesh_terms: 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*
chemical_list: C493027:5-demethoxyfumagillol; D020533:Angiogenesis Inhibitors; D007202:Indicators and Reagents; D012717:Sesquiterpenes