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Facile Preparation of 4-Substituted Quinazoline Derivatives
11:51

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

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Development of certain new 2-substituted-quinazolin-4-yl-aminobenzenesulfonamide as potential antitumor agents

Ahmed M Alafeefy1, Rehan Ahmad2, Maha Abdulla2

  • 1DAIS, Alkharj 11942, P.O. Box 217, Saudi Arabia.

European Journal of Medicinal Chemistry
|January 18, 2016
PubMed

Insights

A novel sulfonamide derivative, compound 3c, effectively inhibits colorectal cancer cell proliferation by targeting carbonic anhydrase IX and XII. This discovery offers a new therapeutic strategy for colon cancer treatment.

Area of Science:

  • Biochemistry
  • Medicinal Chemistry
  • Oncology

Background:

  • Carbonic anhydrases (CA I, II, IX, XII) are upregulated in human cancers, particularly CA IX in colorectal cancer.
  • Inhibiting carbonic anhydrase activity shows potential for cancer therapy.

Purpose of the Study:

  • To synthesize and evaluate new quinazolin-4-sulfonamide derivatives as carbonic anhydrase inhibitors.
  • To assess the efficacy of these derivatives against colorectal cancer cell lines.

Main Methods:

  • Synthesis and characterization of eighteen new quinazolin-4-sulfonamide derivatives.
  • In vitro testing of selected derivatives against CA I, II, IX, and XII isoforms.
  • Evaluation of compound 3c's effect on HT-29 and SW-620 cell viability and protein expression.

Main Results:

  • Compound 3c demonstrated potent inhibition of colorectal cancer cell proliferation (HT-29 and SW-620).
  • 3c decreased cell viability in a dose- and time-dependent manner with an IC50 of 5.45 μM against HT-29 cells.
  • 3c specifically inhibited CA IX and CA XII protein expression in HT-29 cells, sparing CA I and CA II.

Conclusions:

  • Compound 3c is a promising novel inhibitor targeting CA IX and CA XII.
  • This specific inhibition mechanism offers a potential therapeutic avenue for colorectal cancer treatment.
Keywords:
AntitumorCarbonic anhydraseQuinazolineSulfonamidesSulfonylthioureas

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