Design and synthesis of new lupeol derivatives and their α-glucosidase inhibitory and cytotoxic activities

Nat Prod Res. 2022 Jan;36(1):1-7. doi: 10.1080/14786419.2020.1758095. Epub 2020 May 7.

Abstract

A series of lupeol derivatives 2, 2a-2f, 2a-2h, 3a-3e, and 4a-4b were designed, synthesised and evaluated for their α-glucosidase inhibitory and cytotoxic activities. Among synthetic derivatives, lupeol analogues 2b and 2e containing a benzylidene chain exhibited the best activity against α-glucosidase and superior to the positive agent with the IC50 values of 29.4 ± 1.33 and 20.1 ± 0.91 μM, respectively. Lupeol analogues 2d and 3a showed weak cytotoxicity against K562 cell line with the IC50 values of 76.6 ± 2.40 and 94.4 ± 1.51 μM, respectively.

Keywords: Lupeol derivative; cytotoxicity; α-glucosidase inhibition.

MeSH terms

  • Antineoplastic Agents* / pharmacology
  • Molecular Structure
  • Pentacyclic Triterpenes / pharmacology
  • Structure-Activity Relationship
  • alpha-Glucosidases* / metabolism

Substances

  • Antineoplastic Agents
  • Pentacyclic Triterpenes
  • alpha-Glucosidases
  • lupeol