title: Chromenylchalcones with inhibitory effects on monoamine oxidase B.
abstract: Structure-activity relationship (SAR) calculations were used to find monoamine oxidase-B (MAO-B) inhibitors by identifying pharmacophores exhibiting high inhibitory activities. Several such chromenylchalcones were designed and synthesized accordingly. Their inhibitory effects on MAO-B were determined using an HPLC-based method and an MAO-B enzyme assay kit. (E)-3-(6-Methoxy-2H-chromen-3-yl)-1-(2-methoxyphenyl)prop-2-en-1-one exhibited a half-maximal inhibitory concentration of 320 nM. Its molecular-level binding mode with the three-dimensional structure of MAO-B was elucidated using an in silico docking study. The chromenylchalcone scaffold, which is derived from natural products including isoflavonoids and chalcones, had not been previously reported as an MAO-B inhibitor.
authors.affiliation: Division of Bioscience and Biotechnology, BMIC, Konkuk University, Hwayang-Dong 1, Kwangjin-Ku, Seoul 143-701, Republic of Korea.
authors.forename: Geunhyeong
authors.initials: G
authors.lastname: Jo
authors.forename: Seunghyun
authors.initials: S
authors.lastname: Ahn
authors.forename: Bong-Gyu
authors.initials: BG
authors.lastname: Kim
authors.forename: Hye Ri
authors.initials: HR
authors.lastname: Park
authors.forename: Young Hwa
authors.initials: YH
authors.lastname: Kim
authors.forename: Hyun Ah
authors.initials: HA
authors.lastname: Choo
authors.forename: Dongsoo
authors.initials: D
authors.lastname: Koh
authors.forename: Youhoon
authors.initials: Y
authors.lastname: Chong
authors.forename: Joong-Hoon
authors.initials: JH
authors.lastname: Ahn
authors.forename: Yoongho
authors.initials: Y
authors.lastname: Lim
mesh_terms: D001578:Benzopyrans / Q000737:chemistry / Q000494:pharmacology*; D047188:Chalcones / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D008995:Monoamine Oxidase / Q000737:chemistry / Q000378:metabolism*; D008996:Monoamine Oxidase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C000591643:1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one; D001578:Benzopyrans; D047188:Chalcones; D008996:Monoamine Oxidase Inhibitors; D008995:Monoamine Oxidase
keywords: Chromenylchalcone; Flavonoid; In silico docking; Monoamine oxidase B