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Scientific article
English

Absolute configuration of two new 6-alkylated alpha-pyrones (=2H-pyran-2-ones) from Ravensara crassifolia

Published inHelvetica chimica acta, vol. 84, p. 3470-3476
Publication date2001
Abstract

The stem bark CH2Cl2 extract of Ravensara crassifolia showed antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum in a bioautographic TLC assay. Activity-guided fractionation afforded two new alpha -pyrones : (6S)-5,6-dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one (1) and (6R)-6-[(4R,6R)-4,6-dihydroxy-10-phenyldec-1-enyl]-5,6-dihydro-2H-pyran-2-one (2). Their structures and absolute configurations were established by NMR spectroscopy, chemical methods, and CD spectroscopy. The antifungal activity against C. cucumerinum was determined for both compounds.

Keywords
  • 1,3-diol acetonides
  • Ravensara crassifolia
  • NMR spectroscopy
  • Lactones
Affiliation Not a UNIGE publication
Citation (ISO format)
RAOELISON, Guy Emmanuel et al. Absolute configuration of two new 6-alkylated alpha-pyrones (=2H-pyran-2-ones) from Ravensara crassifolia. In: Helvetica chimica acta, 2001, vol. 84, p. 3470–3476. doi: 10.1002/1522-2675(20011114)
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ISSN of the journal0018-019X
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