title: Collagenase inhibitors from Viola yedoensis.
abstract: Fractionation of acetone and methanol extracts of Viola yedoensis, under the guidance of inhibition against Clostridium histolyticum collagenase (ChC), resulted in the isolation of esculetin (1) (IC(50) 12 μM) and scopoletin (2) (IC(50) 1.8 μM) as the active constituents, together with trans-p-coumaric acid (3), cis-p-coumaric acid (4), 3-O-β-D-glucosyl-7-O-α-L-rhamnosylkaempferol (5), rutin (6), isovitexin (7), isoorientin (8), vicenin-2 (9), isoscoparin (10), vanillic acid (11) and adenosine (12). Modification of phenolic hydroxy groups of 1 showed that small O-alkyl groups largely increased the activity, whereas larger O-alkyl groups decreased the activity, and 6,7-dimethoxycoumarin (scoparone 13) potently inhibited ChC (IC(50) 24 nM).
authors.affiliation: Keio University, Minato-ku, Tokyo, Japan.
authors.forename: Naohiro
authors.initials: N
authors.lastname: Oshima
authors.forename: Yuji
authors.initials: Y
authors.lastname: Narukawa
authors.forename: Tadahiro
authors.initials: T
authors.lastname: Takeda
authors.forename: Fumiyuki
authors.initials: F
authors.lastname: Kiuchi
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000494:pharmacology; D017364:Collagenases / Q000378:metabolism; D003374:Coumarins / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D061965:Matrix Metalloproteinase Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D032413:Viola / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D003374:Coumarins; D061965:Matrix Metalloproteinase Inhibitors; C030123:coumarin; D017364:Collagenases