Androstanes and pregnanes from Trichilia emetica ssp. suberosa J.J. de Wilde

Phytochemistry. 2013 Dec:96:437-42. doi: 10.1016/j.phytochem.2013.09.019. Epub 2013 Oct 11.

Abstract

Four pregnanes: 1-methoxy-pregnan-17(R)-1,4-dien-3,16-dione (1), 1-methoxy-pregnan-17(S)-1,4-dien-3,16-dione (2), 2,3-seco-pregnan-17(S)-2,3-dioic acid-16-oxo-dimethyl ester (4), 2α,3α,16α-trihydroxy-5α-pregnan-17(R)-20-yl acetate (7), three androstanes: 1-methoxy-androstan-1,4-dien-3,16-dione (3), 2,3-seco-androstan-2,3-dioic acid-16-oxo-dimethyl ester (5), 3-methoxycarbonyl-2,3-seco-androstan-3-oic acid-16-oxo-2,19-lactone (6), together with three known pregnane derivatives, were isolated from the roots of Trichilia emetica ssp. suberosa. Their structures were determined by means of 1D and 2D NMR spectroscopy, mass spectrometry analysis, as well as by quantum chemical calculations.

Keywords: Meliaceae; Seco-androstanes; Seco-pregnanes; Trichilia emetica ssp. suberosa.

MeSH terms

  • Androstanes / chemistry
  • Androstanes / isolation & purification*
  • Mali
  • Meliaceae / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Bark / chemistry
  • Plant Roots / chemistry
  • Pregnanes / chemistry
  • Pregnanes / isolation & purification*

Substances

  • Androstanes
  • Pregnanes