Lead optimization of 7-benzyloxy 2-(4′-pyridylmethyl)thio isoflavone aromatase inhibitors

Bin Su, John C. Hackett, Edgar S. Díaz-Cruz, Young Woo Kim, Robert W. Brueggemeier

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

Aromatase, the enzyme responsible for estrogen biosynthesis, is a particularly attractive target in the treatment of hormone-dependent breast cancer. The synthesis and biological evaluation of a series of 2-(4′-pyridylmethyl)thio, 7-alkyl- or aryl-substituted isoflavones as potential aromatase inhibitors are described. The isoflavone derivatives demonstrate IC50 values from 79 to 553 nM and compete with the endogenous substrate, androstenedione. Data supporting the ability of these analogs to suppress aromatase enzyme activity in the SK-BR-3 breast cancer cell line are also presented.

Original languageEnglish
Pages (from-to)6571-6577
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume13
Issue number23
DOIs
StatePublished - 1 Dec 2005

Keywords

  • π-π interaction
  • Aromatase
  • Enzyme inhibitors
  • Isoflavones
  • SK-BR-3 breast cancer cells

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