Rare flavonoids and sesquiterpenoids isolated from the leaves of Goniothalamus gracilipes

Fitoterapia. 2021 Nov:155:105034. doi: 10.1016/j.fitote.2021.105034. Epub 2021 Sep 16.

Abstract

Three previously undescribed benzopyranyl sesquiterpenes gracilipins BD (1-3) and two flavonoids 5,4'-dihydroxy-6-(2-hydroxybenzyl)-3,7,3'-trimethoxyflavone (4), and 5,4'-dihydroxy-8-(2-hydroxybenzyl)-3,7-dimethoxyflavone (5) were isolated from the leaves of Goniothalamus gracilipes (Annonaceae). Their structures were determined by analyses of MS and 2D NMR data. The absolute configurations of 1 were established by analysis of X-ray diffraction data. Cytotoxic evaluation of the compounds 1-5 against four cancer cell lines (KB, LU-1, HepG-2 and MCF-7) indicated that compound 5 had inhibitory activity against HepG-2 cell line with IC50 value of 16.7 μM. All new compounds (1-5) were evaluated for their antimicrobial activity against a panel of clinically significant microorganisms. Compound 2 showed significant antimicrobial effect on Staphylococus aureus with MIC value of 32 μg/mL.

Keywords: Annonaceae; Antimicrobial; Benzopyran-sesquiterpene; Cytotoxic activity; Flavonoid; Goniothalamus gracilipes.

MeSH terms

  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Goniothalamus / chemistry*
  • Humans
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Leaves / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*
  • Staphylococcus aureus / drug effects
  • Vietnam

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents, Phytogenic
  • Flavonoids
  • Phytochemicals
  • Sesquiterpenes