title: Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production.
abstract: A divergent synthesis of nobiletin metabolites was developed through highly oxygenated acetophenone derivative. We used commercially available methyl 3,4,5-trimethoxybenzoate as a starting material for concise preparation of the key intermediate, 2'-hydroxy-3',4',5',6'-tetramethoxyacetophenone (I). These metabolites showed strong inhibitory activity against matrix metalloproteinase-9 production in human lens epithelial cells.
authors: School of Pharmaceutical Sciences, Teikyo University, Midori-ku, Sgamihara, Kanagawa, Japan. ostr@pharm.teikyo-u.ac.jp
authors: Tetsuta
authors: T
authors: Oshitari
authors: Yuji
authors: Y
authors: Okuyama
authors: Yoshiki
authors: Y
authors: Miyata
authors: Hiroshi
authors: H
authors: Kosano
authors: Hideyo
authors: H
authors: Takahashi
authors: Hideaki
authors: H
authors: Natsugari
mesh_terms: D000098:Acetophenones / Q000138:chemical synthesis / Q000737:chemistry; D004847:Epithelial Cells / Q000187:drug effects; D047309:Flavones / Q000138:chemical synthesis / Q000378:metabolism* / Q000494:pharmacology; D006801:Humans; D062385:Hydroxybenzoates / Q000138:chemical synthesis / Q000737:chemistry; D020780:Matrix Metalloproteinase 9 / Q000378:metabolism*; D061965:Matrix Metalloproteinase Inhibitors
chemical_list: D000098:Acetophenones; D047309:Flavones; D062385:Hydroxybenzoates; D061965:Matrix Metalloproteinase Inhibitors; C008661:nobiletin; D020780:Matrix Metalloproteinase 9; C038699:acetophenone