Synthesis of estradiol-cinnamide conjugates

Goreti Ribeiro Morais, Thies Thiemann

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

The synthesis of a number of structurally related estradiol-17α- ylmethyl hydroxycinnamides and of one novel estra- 1,3,5(10),6-tetraen-3-ol- 17β-yl hydroxycinnamide is described, using a microwave assisted amidation of steroidal amines with pentafluorophenol activated, non-protected hydroxycinnamic acids as a key step. A selection of the compounds and of other estra-1,3,5(10)-trien-3-ol 17β-yl hydroxycinnamides was screened against 60 human cancer cell lines, derived from nine neoplastic diseases. From the overall results of the screening, it could be inferred that dihydroxycinnamide derived estradiol conjugates exhibit a better cytotoxic profile when compared with hydroxymethoxycinnamide derived estradiol conjugates.

Original languageEnglish
Pages (from-to)549-554
Number of pages6
JournalJournal of Chemical Research
Volume36
Issue number9
DOIs
Publication statusPublished - Sep 2012

Keywords

  • Antiproliferative effect
  • Cinnamides
  • Cytotoxicity
  • Estradiols
  • Steroids

ASJC Scopus subject areas

  • Chemistry(all)

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