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Molecules 2011, 16(5), 4305-4317; doi:10.3390/molecules16054305

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

1
Department of Chemistry, The University of Jordan, Amman 11942, Jordan
2
Department of Pharmacology, Faculty of Medicine, The University of Jordan, Amman 11942, Jordan
3
Molecular Biology Research Laboratory, Faculty of Medicine, The University of Jordan, Amman 11942, Jordan
*
Author to whom correspondence should be addressed.
Received: 8 April 2011 / Revised: 9 May 2011 / Accepted: 11 May 2011 / Published: 24 May 2011
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Abstract

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.
Keywords: 7-aminocoumarins; N-(coumarin-7-yl)hydrazonoyl chloride; 1-piperazinyl amidrazones; nitrileimine; antitumor activity 7-aminocoumarins; N-(coumarin-7-yl)hydrazonoyl chloride; 1-piperazinyl amidrazones; nitrileimine; antitumor activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Mustafa, M.S.; El-Abadelah, M.M.; Zihlif, M.A.; Naffa, R.G.; Mubarak, M.S. Synthesis, and Antitumor Activity of Some N1-(Coumarin-7-yl) Amidrazones and Related Congeners. Molecules 2011, 16, 4305-4317.

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