Abstract
A series of new hydrazone derivatives were synthesized using dicyclopropyl ketone as starting material. Unexpected reaction of salicylaldehyde with (dicyclopropylmethylene)hydrazine yielded the appropriate bis(salicylaldehyde azine). Treatment of the (dicyclopropylmethylene)hydrazine with the appropriate coupling agents gave the corresponding imides, imidazolones, oxazolones, quinazolinones and triazoles, respectively. The synthesized compounds were characterized using IR, 1 H-NMR, 13 C-NMR and mass spectral data. These newly formed products were tested for their antibacterial and antifungal activities and most of the compounds showed high activity compared with Ciprofloxacin as positive controls. In addition, the compounds were also, examined for their anticancer activities against breast cancer cell line (MCF7) compared with cisplatin as a positive control. The novel synthesized compounds showed satisfactory activity against (MCF7) with mean IC 50 values ranging from 21.5 to 100 μM.
Highlights
Hydrazones have been used to design materials that are used for pH-responsive drug delivery systems and these hydrazones were characterized by different spectral methods
In view of these findings we report here in the utilization ofhydrazone [2] which has previously been prepared by the reaction of dicyclopropyl ketone and hydrazine hydrate 22 as a primitive compound for synthesis of novel of a series of new heterocyclic compounds with a biologically active pharmacophore (=NH–N-CH–)
The cells were cultured in Dulbecco's modified Eagles medium (DMEM) medium at 37 ° C, 5 % CO2 supplemented with 10 % fetal bovine serum (FBS), 100 U mL-1 penicillin and 100 μg mL-1 streptomycin
Summary
Unexpected reaction of salicylaldehyde with (dicyclopropylmethylene)hydrazine yielded the appropriate bis(salicylaldehyde azine). Treatment of the (dicyclopropylmethylene)hydrazine with the appropriate coupling agents gave the corresponding imides, imidazolones, oxazolones, quinazolinones and triazoles, respectively. The synthesized compounds were characterized using IR, 1H-NMR, 13C-NMR and mass spectral data. These newly formed products were tested for their antibacterial and antifungal activities and most of the compounds showed high activity compared with Ciprofloxacin as positive controls. The compounds were examined for their anticancer activities against breast cancer cell line (MCF7) compared with cisplatin as a positive control. [b] Department of Chemistry, Faculty of Science, El Mansoura University, Mansoura, Egypt. [c] Department of Biotechnology, Faculty of Postgraduate Studies for Advanced Sciences, Beni-Suef, University, BeniSuef, Egypt
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