Collagenase inhibitors from Viola yedoensis

Naohiro Oshima, Yuuji Narukawa, Tadahiro Takeda, Fumiyuki Kiuchi

Research output: Contribution to journalArticle

7 Citations (Scopus)

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) (IC50 12 μM) and scopoletin (2) (IC50 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 (IC50 24 nM).

Original languageEnglish
Pages (from-to)240-245
Number of pages6
JournalJournal of Natural Medicines
Volume67
Issue number1
DOIs
Publication statusPublished - 2013 Jan

Fingerprint

scoparone
Microbial Collagenase
Viola
homoorientin
Matrix Metalloproteinase Inhibitors
Inhibitory Concentration 50
Scopoletin
Vanillic Acid
Rutin
Fractionation
Acetone
Adenosine
Methanol
4-coumaric acid

Keywords

  • Anti-inflammatory
  • Collagenase
  • Coumarin
  • Inhibitor
  • Viola yedoensis

ASJC Scopus subject areas

  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science
  • Complementary and alternative medicine

Cite this

Collagenase inhibitors from Viola yedoensis. / Oshima, Naohiro; Narukawa, Yuuji; Takeda, Tadahiro; Kiuchi, Fumiyuki.

In: Journal of Natural Medicines, Vol. 67, No. 1, 01.2013, p. 240-245.

Research output: Contribution to journalArticle

Oshima, Naohiro ; Narukawa, Yuuji ; Takeda, Tadahiro ; Kiuchi, Fumiyuki. / Collagenase inhibitors from Viola yedoensis. In: Journal of Natural Medicines. 2013 ; Vol. 67, No. 1. pp. 240-245.
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