Prenylated flavonoids and other constituents from Macaranga indica

Nat Prod Res. 2021 Jul;35(13):2123-2130. doi: 10.1080/14786419.2019.1662007. Epub 2019 Sep 9.

Abstract

Four new prenylated flavonoids, macarindicins I-IV (1-4) together with ten known compounds, broussoflavonol F (5), vedelianin (6), schweinfurthin E (7), vitexin (8), 2″-rhamnosyl vitexin (9), isovitexin (10), (6R,7E,9R)-9-hydroxy-megastigman-4,7-dien-3-one-9-O-β-D-glucopyranoside (11), 6S,9R)-roseoside (12), (6S,9S)-roseoside (13), and bridelionoside B (14) were isolated from the leaves of Macaranga indica. Their structures were determined on the basis of extensive spectroscopic methods, including 1D-, 2D-NMR, and MS data. All the isolated compounds were evaluated for their cytotoxic activities against four human cancer cell lines including KB, MCF-7, HepG-2, and LU. As a result, compound 6 significantly exhibited cytotoxic activity against all tested human cancer cell lines with IC50 values ranging from 4.7 to 11.0 μM. Compounds 2, 5, and 7 showed moderate cytotoxic activity with IC50 values ranging from 7.0 to 38.7 μM.

Keywords: Macaranga indica; cytotoxic; macarindicin.

MeSH terms

  • Cell Death / drug effects
  • Cell Line, Tumor
  • Euphorbiaceae / chemistry*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Plant Leaves / chemistry
  • Prenylation*
  • Proton Magnetic Resonance Spectroscopy

Substances

  • Flavonoids