Noncytotoxic 16,23-epoxycucurbitacin-type triterpenoids from Elaeocarpus hainanensis

Nat Prod Res. 2024 Apr;38(7):1216-1220. doi: 10.1080/14786419.2022.2137507. Epub 2022 Oct 26.

Abstract

Phytochemical investigation of methanol extract from Elaeocarpus hainanensis Oliv. leaves and twigs led to the isolation and structural determination of three 16,23-epoxycucurbitacin-type triterpenoids, including a new hydroperoxide, 16α,23α-epoxy-3β,20β-dihydroxy-24α-hydroperoxy-10αH,23βH-cucurbit-5,25-dien-11-one (elahainencin A, 1), and two known analogs (2 and 3). Their chemical structures were determined by the spectroscopic analyses, including 1 D-, 2 D NMR and HR ESI MS spectra. Compound 1 represents a cucurbitacin derivative incorporating a hydroperoxide. In addition, these isolated compounds have been found to be noncytotoxic when tested in vitro against five human cancer cell lines (A549, T24, 8505, Huh-7 and SNU-1) by using the SRB method.

Keywords: Elaeocarpus hainanensis Oliv.;16,23-epoxycucurbitacin-type triterpenoid; elahainencin A; hydroperoxide; noncytotoxic activity.

MeSH terms

  • Cell Line
  • Cucurbitacins
  • Elaeocarpaceae*
  • Humans
  • Hydrogen Peroxide
  • Molecular Structure
  • Triterpenes* / chemistry
  • Triterpenes* / pharmacology

Substances

  • Triterpenes
  • Hydrogen Peroxide
  • Cucurbitacins