Synthesis and evaluation of a dimer of 2-(4-pyridylmethyl)-1-indanone as a novel nonsteroidal aromatase inhibitor

Arch Pharm (Weinheim). 2004 Jul;337(7):398-401. doi: 10.1002/ardp.200400853.

Abstract

A novel dimer of 2-(4-pyridylmethyl)-1-indanone (2) was obtained while carrying out aldol condensation of 1-indanone with pyridine-4-carboxaldehyde in potassium hydroxide. The structure of dimer 3 has been established using various spectral techniques and was screened for its ability to inhibit the cytochrome P(450) enzyme aromatase. The dimer showed strong inhibition of human placental aromatase and was found 3 times more potent (RP = 3, IC(50) = 10.2 microM) as compared to aminoglutethimide (RP = 1, IC(50) = 18.5 microM.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aromatase Inhibitors*
  • Humans
  • In Vitro Techniques
  • Indans / chemical synthesis*
  • Indans / pharmacology
  • Microsomes / drug effects
  • Microsomes / enzymology
  • Placenta / drug effects
  • Placenta / enzymology

Substances

  • 2-(4-pyridylmethyl)-1-indanone
  • Aromatase Inhibitors
  • Indans