Antifungal abietane-type diterpenes from the cones of Taxodium distichum Rich

J Chem Ecol. 2010 Dec;36(12):1381-6. doi: 10.1007/s10886-010-9875-2. Epub 2010 Oct 31.

Abstract

The chemical composition of Taxodium distichum cones and the antifungal activities of twelve diterpenoids against two wood decay fungi, Trametes versicolor (white-rot) and Fomitopsis palustris (brown-rot) were examined. The chemical composition of the major extractive fraction, the n-C(6)H(14) extract, was evaluated and its antifungal properties were identified. Twelve diterpenoids including ten abietane-type components were isolated from the n-C(6)H(14) extract: 6,7-dehydroferruginol (1), ferruginol (2), 6,7-dehydroroyleanone (3), sandaracopimaric acid (4), taxodione (5), taxodal (6), taxodone (7), sugiol (8), xanthoperol (9), salvinolone (10), 5,6-dehydrosugiol (11), and 14-deoxycoleon U (12). Compounds 5 and 12 were highly active against both wood-decay fungi. In particular, the activities of these compounds against F. palustris were potent. The results suggest that the position and the number of hydroxyl groups on abietane-type structures may be related to antifungal activities against T. versicolor and F. palustris.

MeSH terms

  • Abietanes / analysis*
  • Abietanes / pharmacology
  • Coriolaceae / chemistry*
  • Diterpenes / chemistry
  • Fungicides, Industrial / analysis
  • Fungicides, Industrial / pharmacology
  • Taxodium / chemistry*
  • Trametes / drug effects

Substances

  • Abietanes
  • Diterpenes
  • Fungicides, Industrial