Synthesis and structure-activity relationships of novel ecdysteroid dioxolanes as MDR modulators in cancer

Ana Martins, József Csábi, Attila Balázs, Diána Kitka, Leonard Amaral, József Molnár, András Simon, Gábor Tóth, Attila Hunyadi

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Ecdysteroids, molting hormones of insects, can exert several mild, non-hormonal bioactivities in mammals, including humans. In a previous study, we have found a significant effect of certain derivatives on the ABCB1 transporter mediated multi-drug resistance of a transfected murine leukemia cell line. In this paper, we present a structure-activity relationship study focused on the apolar dioxolane derivatives of 20-hydroxyecdysone. Semi-synthesis and bioactivity of a total of 32 ecdysteroids, including 20 new compounds, is presented, supplemented with their complete 1H- and 13C-NMR signal assignment.

Original languageEnglish
Pages (from-to)15255-15275
Number of pages21
JournalMolecules
Volume18
Issue number12
DOIs
Publication statusPublished - Dec 2013

Keywords

  • 20-hydroxyecdysone
  • ABCB1 transporter
  • Acetonide
  • Cancer
  • Dioxolane
  • Ecdysteroids
  • Efflux pump
  • Multi-drug resistance
  • P-glycoprotein
  • Stereochemistry

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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