Molecular modeling and synthesis of new 1,5-diphenylpyrazoles as breast cancer cell growth inhibitors

Heterocyclic communications

article

Wafaa A. Ewes¹  Sahar M.I. Badr¹  Hassan M. Eisa¹  Magda N.A. Nasr¹ 

[1] Faculty of Pharmacy, Department of Pharmaceutical Organic Chemistry, University of Mansoura

关键词: anticancer;    chalcone;    pyrazole;    pyridine;   

DOI  :  10.1515/hc-2015-0156

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

New pyrazoles have been synthesized and evaluated as breast cancer cell growth inhibitors. Condensation of the substituted pyrazole-4-carbaldehyde 1 with acetophenone and chloroacetophenone afforded α, β-unsaturated ketones 2 and 3 , respectively. Compounds 2 and 3 were subjected to different reactions using hydrazine hydrate, substituted hydrazine hydrate, hydroxylamine, o- phenylenediamine, malononitrile under different conditions affording 4-substituted pyrazole derivatives 4–28 . Structure elucidation of these compounds was conducted using IR, 1 H NMR, 13 C NMR, mass spectral data and elemental analysis. Antitumor activity of target compounds was tested against MCF-7 cell line (human breast cancer). Compounds 4 , 10 and 20 show significant antitumor activity against breast cancer. Docking was performed with protein 1UYK to study the binding mode of the designed compounds.

【 授权许可】

CC BY|CC BY-NC-ND