The Presence of a Cyclohexyldiamine Moiety Confers Cytotoxicity to Pentacyclic Triterpenoids

Molecules. 2021 Apr 6;26(7):2102. doi: 10.3390/molecules26072102.

Abstract

Pentacyclic triterpenoids oleanolic acid, ursolic acid, betulinic acid, and platanic acid were acetylated and converted into several amides 9-31; the cytotoxicity of which has been determined in sulforhodamine B assays employing seral human tumor cell lines and nonmalignant fibroblasts. Thereby, a betulinic acid/trans-1,4-cyclohexyldiamine amide showed excellent cytotoxicity (for example, EC50 = 0.6 μM for HT29 colon adenocarcinoma cells).

Keywords: 1,4-cyclohexyldiamines; betulinic acid; cytotoxicity; oleanolic acid; platanic acid; ursolic acid.

MeSH terms

  • Amides / chemistry
  • Animals
  • Cell Death / drug effects
  • Cell Line, Tumor
  • Cyclohexylamines / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Mice
  • NIH 3T3 Cells
  • Pentacyclic Triterpenes / chemistry
  • Pentacyclic Triterpenes / pharmacology*

Substances

  • Amides
  • Cyclohexylamines
  • Pentacyclic Triterpenes
  • 1,4-diaminocyclohexane