Planta Med 1999; 65(3): 213-217
DOI: 10.1055/s-1999-14059
Papers
Pharmacology
© Georg Thieme Verlag Stuttgart · New York

Complement-Inhibiting Constituents of Bridelia ferruginea Stem Bark

Kanyanga Cimanga1 , Tess De Bruyne1 , Sandra Apers1 , Luc Pieters1 , Jef Totté1 , Kabangu Kambu2 , Lutete Tona2 , Phongi Bakana2 , Linda Quarles van Ufford3 , Cees Beukelman3 , Rudi Labadie3 , Arnold J. Vlietinck1
  • 1Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium
  • 2Faculty of Pharmacy, University of Kinshasa, Dem. Rep. Congo
  • 3Department of Medicinal Chemistry, Faculty of Pharmacy, University of Utrecht, The Netherlands
Further Information

Publication History

1998

1998

Publication Date:
04 January 2007 (online)

Abstract

A bioassay-guided fractionation of an 80% acetone extract from Bridelia ferruginea stem bark showing a dose-dependent inhibitory effect towards both the classical and the alternative pathways of the complement system resulted in the isolation of a biflavanol (gallocatechin-(4′-O-7)-epigallocatechin) (1), 3,5-dicaffeoylquinic acid (2), 1,3,4,5-tetracaffeoylquinic acid (3), and a series of 3-methoxyflavone derivatives, including quercetin 3-methyl ether (4), quercetin 3,7,3′,4′-tetramethyl ether (5), myricetin 3′,4′,5′-trimethyl ether (6; new compound) named ferrugin, myricetin 3,3′,4′,5′-tetramethyl ether (7), myricetin (8), and quercetin 3-O-glucoside (9) as the active constituents. Especially the biflavanol 1 and the caffeoyl esters of quinic acid 2 and 3 showed a strong inhibitory effect (IC50 < 10 µM) on the classical pathway, compared to rosmarinic acid. Also on the alternative pathway, the biflavanol 1, the quinic acid derivatives 2 and 3, and some of the 3-methoxyflavones 5, 7 and 8 were more active than rosmarinic acid. The quinic acid derivatives were shown to be inhibitors of the C1 component and the terminal route of the complement system.