2. Academic Validation
  3. Design and synthesis of some novel 4-Chloro-N-(4-(1-(2-(2-cyanoacetyl)hydrazono)ethyl)phenyl) benzenesulfonamide derivatives as anticancer and radiosensitizing agents

Design and synthesis of some novel 4-Chloro-N-(4-(1-(2-(2-cyanoacetyl)hydrazono)ethyl)phenyl) benzenesulfonamide derivatives as anticancer and radiosensitizing agents

  • Eur J Med Chem. 2016 Jul 19:117:8-18. doi: 10.1016/j.ejmech.2016.04.009.
Mostafa M Ghorab 1,  Fatma A Ragab 2,  Helmy I Heiba 3,  Aiten M Soliman 3
Affiliations

Affiliations

  • 1 Department of Drug Radiation Research, National Center for Radiation Research and Technology, Nasr City, Cairo, Egypt; Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh, 11451, Saudi Arabia. Electronic address: mmsghorab@yahoo.com.
  • 2 Department of Pharmaceutical and Medicinal Chemistry, Faculty of Pharmacy, Cairo University, Egypt.
  • 3 Department of Drug Radiation Research, National Center for Radiation Research and Technology, Nasr City, Cairo, Egypt.
PMID: 27085944 DOI: 10.1016/j.ejmech.2016.04.009
Abstract

A novel series of sulfonamide derivatives 4-21 have been synthesized starting from the strategic starting material (E)-4-Chloro-N-(4-(1-(2-(2-cyanoacetyl)hydrazono)ethyl)phenyl) benzenesulfonamide 4. Two series of hydrazone 5-9, and pyridone 10-21 derivatives bearing a sulfonamide moiety were obtained. All the newly synthesized compounds were evaluated for their in vitro cytotoxic activity against human liver Cancer cell line (HepG2). Compounds 4-6, 8, 9, 10-14 and 16-18 showed higher activity compared to doxorubicin as a positive control. The radiosensitizing ability of the most promising compounds 4, 10 and 12 was studied which showed an increase in the cell killing effect of γ-radiation after combination with these derivatives. The molecular design was performed to predict the binding mode of the most promising compounds 4, 10 and 12 with the active site of hCA IX, that showed appropriate fitting with the relevant Amino acids in the binding pocket on the basis of standard bond lengths, angles, S score and E conformation data.

Keywords

Anticancer; Radiosensitizers; Sulfonamide.

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