Synthesis, and Antitumor Activity of Some N1-(Coumarin-7-yl) Amidrazones and Related Congeners

Molecules

Mohammad S. Mustafa¹  Mustafa M. El-Abadelah¹  Malek A. Zihlif¹  Randa G. Naffa¹ 

[1] ¹Department of Chemistry, The University of Jordan, Amman 11942, Jordan ²Department of Pharmacology, Faculty of Medicine, The University of Jordan, Amman 11942, Jordan ³Molecular Biology Research Laboratory, Faculty of Medicine, The University of Jordan, Amman 11942, Jordan

关键词: 7-aminocoumarins;    N-(coumarin-7-yl)hydrazonoyl chloride;    1-piperazinyl amidrazones;    nitrileimine;    antitumor activity;   

DOI  :  10.3390/molecules16054305

来源: mdpi

【 摘 要 】

A series of new N1-(coumarin-7-yl)amidrazones incorporating N-piperazines and related congeners were synthesized by reacting the hydrazonoyl chloride derived from 7-amino-4-methylcoumarin with the appropriate piperazines. The chemical structures of the newly prepared compounds were supported by elemental analyses, ¹H-NMR, ¹³C-NMR, and ESI-HRMS spectral data. The antitumor activity of the newly synthesized compounds was evaluated. Among all the compounds tested, 7-{2-[1-(4-(1-benzyl-2-ethyl-4-nitro-1H-imidazol-5-yl)piperazin-1-yl)-2-oxopropylidene]hydrazinyl}-4-methyl-2H-chromen-2-one (3n) was the most potent against MCF-7 and K562 cells, with IC₅₀ values of 20.2 and 9.3 μM, respectively.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.