Structure, conformation and biological activity studies on rivularin, a new heliangolide isolated from Leptocarpha rivularis

Rolando Martinez, Victor Kesternich, Hector Carrasco, Carlos Bustos, Silvia Fernandez

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8 Citations (Scopus)

Abstract

Rivularin, a new heliangolide, was isolated together with leptocarpin as a minor constituent from Leptocarpha rivularis. Structural and conformational studies of this compound were based on elemental analysis. IR spectroscopy, 13C-NMR and 1H-NMR experiments (LIS, NOESY and Py-d5 spectra). Of the four most probable conformations for rivularin, the preferred one is the TC conformation. The 1H-NMR data were compared with those obtained from the synthetic β-epimer 11,13-dihydroleptocarpin, prepared by either catalytic hydrogenation or sodium borohydride reduction of leptocarpin, in order to establish the correct structure and conformation in the heliangolide.

Original languageEnglish
Pages (from-to)7-12
Number of pages6
JournalBoletin de la Sociedad Chilena de Quimica
Volume43
Issue number1
Publication statusPublished - 1998

Keywords

  • Biological activity H-NMR studies
  • Conformational analysis
  • Rivularine
  • Sesquiterpene lactones

ASJC Scopus subject areas

  • Chemistry(all)

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