title: Structure--activity relationships of azasugar-based MMP/ADAM inhibitors.
abstract: In order to investigate structure-activity relationships of azasugar series toward metalloproteinases, we synthesized and evaluated several azasugar-based compounds. As a result, it was found that 4-phenoxybenzene derivative 3 having 2R,3R,4R,5S-configurations exhibited most potent inhibitory activities against matrix metalloproteinase-1, -3 and -9 and TACE.
authors.affiliation: Japan Bioindustry Association, Hokkaido Collaboration Center, N-21, W-12, Kita-Ku, Sapporo 001-0021 Japan.
authors.forename: Hideki
authors.initials: H
authors.lastname: Moriyama
authors.forename: Takahiro
authors.initials: T
authors.lastname: Tsukida
authors.forename: Yoshimasa
authors.initials: Y
authors.lastname: Inoue
authors.forename: Hirosato
authors.initials: H
authors.lastname: Kondo
authors.forename: Kohichiro
authors.initials: K
authors.lastname: Yoshino
authors.forename: Shin-ichiro
authors.initials: S
authors.lastname: Nishimura
mesh_terms: D051722:ADAM Proteins; D000072198:ADAM17 Protein; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D001565:Benzoates / Q000737:chemistry; D015195:Drug Design; D005942:Gluconates / Q000737:chemistry*; D007700:Kinetics; D007783:Lactones; D061965:Matrix Metalloproteinase Inhibitors; D008666:Metalloendopeptidases / Q000037:antagonists & inhibitors*; D010647:Phenyl Ethers / Q000737:chemistry; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D001372:Aza Compounds; D001565:Benzoates; D005942:Gluconates; D007783:Lactones; D061965:Matrix Metalloproteinase Inhibitors; D010647:Phenyl Ethers; D011480:Protease Inhibitors; C065921:4-carboxybiphenyl ether; D051722:ADAM Proteins; D008666:Metalloendopeptidases; D000072198:ADAM17 Protein; C010730:beta-glucono-1,5-lactone