Antibacterial and cytotoxic activities of undescribed cassiaric acid and other constituents from Cassia arereh stem barks

Nat Prod Res. 2022 Sep;36(17):4330-4339. doi: 10.1080/14786419.2021.1981313. Epub 2021 Sep 27.

Abstract

A new lupane-type triterpene, 2α,3β-dihydroxylupan-29-oic acid (1), and one new ceramide derivative: (2S*,2'R*,3S*,4R*,5R*,7'E,11E,12'E,20E)-N-[2'-hydroxyoctadeca-6,11-dienoyl]-2-aminohexacosa-11,20-diene-1,3,4,5-tetrol (2) were isolated from the ethyl acetate fraction obtained from the methanol extract of the stem barks of Cassia arereh together with seven known compounds. Their structures were characterized using two-dimensional NMR, mass spectrometry, and compared with reported data. To date, this is the first report of the isolation of a multiple double bonds sphingolipid type (2) from this genus. The ethyl acetate extract and selected isolates were examined for antimicrobial and cytotoxic activities in vitro. Betulinaldehyde (5) has shown to be active against all bacterial strains whereas, cassiaric acid (1) and betulinic acid (6) have demonstrated to be moderately active. In addition, cassiaric acid (1) showed the best cytotoxic result against HeLa and MCF-7 cell lines tested with IC50 75.00 µM, while lupeol (3) and betulinic acid (6) displayed weak cytotoxicity at 100.00 µM.

Keywords: Cassia arereh; Fabaceae; antimicrobial and cytotoxicity; cassiaramide; cassiaric acid; lupane triterpenoid derivative; sphingolipid.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Infective Agents* / chemistry
  • Cassia*
  • Methanol
  • Plant Extracts / chemistry

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Plant Extracts
  • Methanol