title: Preliminary structure-antiangiogenic activity relationships of 4-senecioyloxymethyl-6,7-dimethoxycoumarin.
abstract: Through a systematic modification of the novel angiogenesis inhibitor 4-senecioyloxymethyl-6,7-dimethoxycoumarin (1) we found that a 6,7-dimethoxy moiety is important for bioactivity of 1. Replacement of the lactone functionality in coumarin 1 by an amide decreased its activity. By substitution of the senecioyl chain with various cinnamoyl groups we discovered 6d, bearing a 4-methoxycinnamoyl instead of senecioyl side chain, with inhibitory activity in HUVEC tube formation assay enhanced by one order of magnitude compared to 1. We have also synthesized compound 12, an analogue of 6d, with equipotency and improved water solubility.
authors.affiliation: College of Pharmacy, Chungnam National University, Taejon, Republic of Korea.
authors.forename: Nguyen-Hai
authors.initials: NH
authors.lastname: Nam
authors.forename: Yong
authors.initials: Y
authors.lastname: Kim
authors.forename: Young-Jae
authors.initials: YJ
authors.lastname: You
authors.forename: Dong-Ho
authors.initials: DH
authors.lastname: Hong
authors.forename: Hwan-Mook
authors.initials: HM
authors.lastname: Kim
authors.forename: Byung-Zun
authors.initials: BZ
authors.lastname: Ahn
mesh_terms: D020533:Angiogenesis Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D016923:Cell Death / Q000187:drug effects; D003374:Coumarins / Q000737:chemistry* / Q000494:pharmacology; D031407:Crinum / Q000737:chemistry; D006801:Humans; D028321:Plant Preparations; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured; D014471:Umbilical Veins / Q000187:drug effects
chemical_list: C475709:4-senecioyloxymethyl-6,7-dimethoxycoumarin; D020533:Angiogenesis Inhibitors; D003374:Coumarins; D028321:Plant Preparations