Synthesis and cytotoxic evaluation of some new phthalazinylpiperazine derivatives

Arch Pharm (Weinheim). 2012 Apr;345(4):287-93. doi: 10.1002/ardp.201100250. Epub 2011 Oct 18.

Abstract

A new series of 1,4-disubstituted phthalazinylpiperazine derivatives 7a-f, 12a-f and 20a-f were designed and synthesized in order to develop potent and selective antitumor agents. The target compounds were screened for their cytotoxic activities against A549, HT-29 and MDA-MB-231 cancer cell lines in vitro. Among them, compounds 7a-f exhibited excellent selectivity for MDA-MB-231 with IC(50) values ranging from 0.013 µM to 0.079 µM. The most promising compound, 7e (IC(50) = 2.19 µM, 2.19 µM, 0.013 µM), was 9.3, 10, and 4.9 × 10(3) times more active than vatalanib (IC(50) = 20.27 µM, 21.96 µM, 63.90 µM), respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor / methods
  • Drug Screening Assays, Antitumor / statistics & numerical data
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Phthalazines / chemical synthesis*
  • Phthalazines / chemistry
  • Phthalazines / pharmacology*
  • Piperazine
  • Piperazines / chemical synthesis*
  • Piperazines / chemistry
  • Piperazines / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Phthalazines
  • Piperazines
  • Piperazine