Perisomalien A, a new cytotoxic scalarane sesterterpene from the fruits of Periploca somaliensis

Nat Prod Res. 2020 Aug;34(15):2167-2172. doi: 10.1080/14786419.2019.1577842. Epub 2019 Mar 5.

Abstract

The CHCl3 fraction of MeOH extract of Periploca somaliensis (family Asclepiadaceae) fruits afforded a new scalarane sesterterpene, namely perisomalien A (1), along with lupeol acetate (2), β-amyrin (3), cycloart-23Z-ene-3β,25-diol (4), and β-sitosterol-3-O-β-D-glucopyranoside (5). Their chemical structures were established by various spectroscopic analyses, in addition to comparison with the formerly reported data. Moreover, the cytotoxic activity of these metabolites was assessed towards MCF-7, HepG2, and HCT-116 tumour cell lines using sulforhodamine B (SRB) assay. Compound 4 showed the most potent cytotoxic profile with IC50 9.0 µM towards MCF-7, compared to doxorubicin (IC50 0.18 µM). Also, 1 and 4 possessed the most potent effect towards HepG2 with IC50s 26.7 and 25.9 μM, respectively. In addition, all tested compounds showed cytotoxic effects with IC50 values ranging from 19.9 to 39.3 µM against HCT-116.

Keywords: Asclepiadaceae; Periploca somaliensis; cytotoxic; perisomalien A; scalarane sesterterpene.

MeSH terms

  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cytotoxins / isolation & purification
  • Cytotoxins / pharmacology
  • Fruit / chemistry
  • Humans
  • Inhibitory Concentration 50
  • Magnoliopsida
  • Oleanolic Acid / pharmacology
  • Pentacyclic Triterpenes / isolation & purification
  • Periploca / chemistry*
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology
  • Sesterterpenes / chemistry*
  • Sesterterpenes / isolation & purification
  • Sesterterpenes / pharmacology*

Substances

  • Antineoplastic Agents
  • Cytotoxins
  • Pentacyclic Triterpenes
  • Plant Extracts
  • Sesterterpenes
  • Oleanolic Acid
  • lupeol