Terpene Esters from Natural Products: Synthesis and Evaluation of Cytotoxic Activity

An Acad Bras Cienc. 2017 Jul-Sep;89(3):1369-1379. doi: 10.1590/0001-3765201720160780. Epub 2017 Aug 14.

Abstract

Natural steroids and triterpenes such as b-sitosterol, stigmasterol, lupeol, ursolic and betulinic acids were transformed into its hexanoic and oleic esters, to evaluate the influence of chemical modification towards the cytotoxic activities against tumor cells. The derivatives were evaluated against five tumor cell lines [OVCAR-8 (ovarian carcinoma); SF-295 (glioblastoma); HCT-116 (colon adenocarcinoma); HL-60 (leukemia); and PC-3 (prostate carcinoma)] and the results showed only betulinic acid hexyl ester exhibits cytotoxic potential activity.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Betulinic Acid
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Esters
  • Fabaceae / chemistry*
  • Fabaceae / classification
  • Humans
  • Inhibitory Concentration 50
  • Lamiaceae / chemistry*
  • Lamiaceae / classification
  • Pentacyclic Triterpenes / chemistry
  • Pentacyclic Triterpenes / isolation & purification
  • Pentacyclic Triterpenes / pharmacology*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*
  • Ursolic Acid

Substances

  • Antineoplastic Agents
  • Esters
  • Pentacyclic Triterpenes
  • Triterpenes
  • lupeol
  • Betulinic Acid