Markhacanasin C, cycloartane triterpenoid from the leaves of Markhamia stipulata var. canaense V.S. Dang

Nat Prod Res. 2019 Jan;33(2):174-179. doi: 10.1080/14786419.2018.1440227. Epub 2018 Feb 22.

Abstract

One new cycloartane triterpenoid, named markhacanasin C (1), together with three known triterpenoids, oleanolic acid (2), ursolic acid (3) and 6β,19α-dihydroxyursolic acid (4) were isolated by various chromatographic methods from the most cytotoxic fraction of the ethyl acetate extract of Markhamia stipulata var. canaense V.S. Dang leaves. Among them, 4 was reported for the first time from the genus Markhamia, while 2 and 3 were found for the first time from this species. Their structures were elucidated by IR, UV, HR-ESI-MS and NMR experiments. The cytotoxicity of isolated compounds (3 and 4) against three human cancer cell lines (HeLa, HepG2, and MCF-7) were evaluated. At the concentration of 100 μg/mL, 3 exhibited significant cytotoxic activity (86.36 ± 3.69%).

Keywords: Bignoniaceae; cytotoxic activity; markhacanasin C.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Bignoniaceae / chemistry*
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Hep G2 Cells
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Oleanolic Acid / isolation & purification
  • Oleanolic Acid / pharmacology
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*
  • Ursolic Acid

Substances

  • Antineoplastic Agents, Phytogenic
  • Plant Extracts
  • Triterpenes
  • cycloartane
  • Oleanolic Acid