Planta Med 2003; 69(3): 247-253
DOI: 10.1055/s-2003-38478
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Biflavonoids with Cytotoxic and Antibacterial Activity from Ochna macrocalyx

Sharon Tang1 , Paul Bremner1 , Andreas Kortenkamp2 , Christina Schlage3 , Alexander I. Gray4 , Simon Gibbons1 , Michael Heinrich1
  • 1Centre for Pharmacognosy and Phytotherapy, The School of Pharmacy, London, UK
  • 2Centre for Toxicology, The School of Pharmacy, London, UK
  • 3Institut für Pharmazeutische Biologie, Albert-Ludwigs Universität, Freiburg, Germany
  • 4Department of Pharmaceutical Sciences, University of Strathclyde, Glasgow, UK
Further Information

Publication History

Received: July 1, 2002

Accepted: October 27, 2002

Publication Date:
04 April 2003 (online)

Abstract

Six biflavonoid and related compounds were isolated from the ethanolic extract of Ochna macrocalyx bark. One is a new compound, the isoflavanone dimer dehydroxyhexaspermone C (1). Previously isolated compounds obtained from the bark are biisoflavonoid hexaspermone C (2), tetrahydrofuran derivative ochnone (3), furobenzopyran derivative cordigol (4), and biflavonoids calodenin B (5) and dihydrocalodenin B (6). Although 3 has already been isolated, its spectral data are presented here for the first time. Isolated compounds were tested for cytotoxic activity on MCF-7 breast cancer cells using the MTT reduction assay method. Compound 5 showed cytotoxic activity (7 ± 0.5 μM) and 6 showed moderate cytotoxicity (35 ± 7 μM). In antibacterial assays performed using three strains of multi-drug resistant (mdr) Staphylococcus aureus (RN4220, XU212 and SA-1199-B) compounds 5 and in particular 6 showed strong antibacterial activity (MICs 5 : 64, 8, 16 μg/mL 6 : 8, 8, 8 μg/mL, respectively). The ethanolic extract of the bark also showed NF-κB inhibitory activity.

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Prof. Dr. M. Heinrich

Centre for Pharmacognosy and Phytotherapy

The School of Pharmacy

29-39 Brunswick Square

London, WC1N 1AX

United Kingdom

Fax: +44 0207 753 5909

Email: phyto@ulsop.ac.uk

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