Planta Med 2011; 77(10): 999-1004
DOI: 10.1055/s-0030-1270713
Biological and Pharmacological Activity
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

Inhibition of Stromelysin-1 by Caffeic Acid Derivatives from a Propolis Sample from Algeria

Narimane Segueni1 , 3 , Abdulmagid Alabdul Magid2 , Martine Decarme1 , Salah Rhouati3 , Mesbah Lahouel4 , Frank Antonicelli1 , Catherine Lavaud2 , William Hornebeck1
  • 1Unité Medyc, Université de Reims Champagne Ardennes, UFR de Médecine, Reims, France
  • 2Laboratoire de Pharmacognosie, Université de Reims Champagne Ardennes, Institut de Chimie Moléculaire de Reims, Reims, France
  • 3Laboratoire des Produits Naturels d'Origine Végétale et de Synthèse Organique, Université Mentouri, Département de Chimie, Constantine, Algérie
  • 4Laboratoire de Phytopharmacologie, Université de Jijel, Département de Biologie, Jijel, Algérie
Further Information

Publication History

received July 7, 2010 revised Dec. 16, 2010

accepted Dec. 28, 2010

Publication Date:
08 February 2011 (eFirst)

Abstract

Stromelysin-1 (matrix metalloproteinase-3: MMP-3) occupies a central position in collagenolytic and elastolytic cascades, leading to cutaneous intrinsic and extrinsic aging. We screened extracts of a propolis sample from Algeria with the aim to isolate compounds able to selectively inhibit this enzyme. A butanolic extract (B3) of the investigated propolis sample was found to potently inhibit MMP-3 activity (IC50 = 0.15 ± 0.03 µg/mL), with no or only weak activity on other MMPs. This fraction also inhibited plasmin amidolytic activity (IC50 = 0.05 µg/mL) and impeded plasmin-mediated proMMP-3 activation. B3 was fractionated by HPLC, and one compound, characterized by NMR and mass spectroscopy and not previously identified in propolis, i.e., (+)-chicoric acid, displayed potent in vitro MMP-3 inhibitory activity (IC50 = 6.3 × 10−7 M). In addition, both caffeic acid and (+)-chicoric acid methyl ester present in fraction B3 significantly inhibited UVA-mediated MMP-3 upregulation by fibroblasts.

References

Prof. Catherine Lavaud

Laboratoire de Pharmacognosie
Université de Reims Champagne Ardennes
Institut de Chimie Moléculaire de Reims
UMR 6229 CNRS

Bâtiment 18, BP 1039

51687 Reims Cedex 2

France

Phone: +33 3 26 91 35 48

Fax: +33 3 26 91 31 66

Email: catherine.lavaud@univ-reims.fr