A new pair of cytotoxic enantiomeric isoprenylated chromone derivatives from Pestalotiopsis sp

J Asian Nat Prod Res. 2022 Jun;24(6):528-534. doi: 10.1080/10286020.2021.1946042. Epub 2021 Jul 8.

Abstract

A new pair of enantiomeric isoprenylated chromone derivatives, (±)-pestaloficiol X [(±)-1], along with a known compound pestaloficiol J (2), were isolated from the plant endophytic fungus Pestalotiopsis sp. The racemic mixture 1 was separated through chiral HPLC. The structures of new compounds (±)-1 were elucidated on the basis of extensive spectroscopic data and their absolute configurations were further configured through computational analysis of their electronic circular dichroism (ECD) spectra. Compound (+)-1 showed significant inhibitory potency against HL-60 and HEP-3B cell lines, with IC50 values of 1.35 ± 0.15 and 3.70 ± 0.33 μM, respectively, while compound (-)-1 showed significant inhibitory potency against HL-60 and HEP-3B cell lines, with IC50 values of 2.39 ± 0.26 and 2.99 ± 0.35 μM, respectively.

Keywords: ECD calculation; Fungus; Pestalotiopsis sp.; cytotoxicity; enantiomers.

MeSH terms

  • Antineoplastic Agents* / pharmacology
  • Chromones / chemistry
  • Molecular Structure
  • Pestalotiopsis*
  • Stereoisomerism

Substances

  • Antineoplastic Agents
  • Chromones