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Planta Med 2003; 69(12): 1130-1135
DOI: 10.1055/s-2003-818004
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Antifungal Chromans Inhibiting the Mitochondrial Respiratory Chain of Pea Seeds and New Xanthones from Calophyllum caledonicum

A.-E. Hay1 , D. Guilet1 , C. Morel1 , G. Larcher2 , D. Macherel3 , A.-M. Le Ray1 , M. Litaudon4 , P. Richomme1
  • 1SONAS, UFR des Sciences Pharmaceutiques et Ingénierie de la Santé, Angers, France
  • 2Groupe d’Etude des Interactions Hôte-parasite, UPRES-EA 3142, Laboratoire de Parasitologie-Mycologie, Centre Hospitalier Universitaire, Angers, France
  • 3UMR 1191 Physiologie Moléculaire des Semences, LRPV, Angers, France
  • 4Laboratoire des Plantes Médicinales du CNRS - Parc Forestier Montravel, Nouméa, New Caledonia
Further Information

Publication History

Received: May 13, 2003

Accepted: September 29, 2003

Publication Date:
29 January 2004 (online)

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Abstract

Two new xanthones, caledonixanthone M 1 and caloxanthone L 2, and one new acid, caledonic acid 6 were isolated from the hexane-soluble extract of the stem bark of Calophyllum caledonicum. In the course of this phytochemical study, seven other known compounds - calothwaitesixanthone, calozeyloxanthone, allanxanthone, isoapetalic acid 3, calolongic acid 4, apetalic acid 5 and isocalolongic acid 7 - were isolated. Their antifungal activity against the growth of the human pathogenic fungus Aspergillus fumigatus was then investigated. The results indicated that the crude extract, calolongic acid 4 and isocalolongic acid 7 exhibited strong inhibitory effects with MIC80 values of 8, 4, 2 μg/mL, respectively. Besides, calolongic acid 4, its lactone derivative 4a and isocalolongic acid 7 markedly reduced the respiration of pea seed mitochondria.

Key words

Xanthones - chroman-4-one acids - Calophyllum caledonicum - Guttiferae - antifungal activity - mitochondrial respiration

References

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Prof. Dr. Pascal Richomme

Laboratoire de pharmacognosie

UFR Sciences pharmaceutiques

16 Bd Daviers

49100 Angers

France

Fax: +33-2-41-48-67-33

Email: pascal.richomme@univ-angers.fr