Xylomexicanins K-N: limonoids from the leaves and twigs of Xylocarpus granatum

Nat Prod Res. 2022 Oct;36(19):5001-5008. doi: 10.1080/14786419.2021.1916016. Epub 2021 May 10.

Abstract

Six new compounds, xylomexicanins K-N (1-4), granasteroid (5) and 5-methoxy-2-pentylbenzofuran-7-ol (6), along with nine known compounds were isolated from the leaves and twigs of Xylocarpus granatum. Among them, 1 was a biogenetic precursor of 1,8,9-phragmalin limonoid, and 4 represent the first example of degraded A-ring limonoid. The structures of them were elucidated on the basis of one- and two-dimensional NMR spectroscopic data (including 1H, 13C-NMR, DEPT, 1H-1H COSY, HSQC, HMBC, and NOESY) and confirmed by high-resolution mass spectrometry.[Formula: see text].

Keywords: Xylocarpus granatum; limonoid; mexicanolide; structure elucidation.

MeSH terms

  • Limonins* / chemistry
  • Magnetic Resonance Spectroscopy
  • Meliaceae* / chemistry
  • Molecular Structure
  • Plant Leaves

Substances

  • Limonins