Synthesis and In Vitro Biological Evaluation of Novel Pyrazole Derivatives as Potential Antitumor Agents

Abstract

The synthesis of twenty seven novel pyrazole derivatives bearing aryl substituted groups at positions 1 and 3 of the pyrazole structural motif and various functional groups at position 4 is presented. The critical step for their synthesis is the TCT/DMF promoted cyclization of the corresponding hydrazine precursors, which provided the desired pyrazole skeleton. The anticancer properties of the novel pyrazole derivatives were evaluated in vitro against human prostate (DU145), melanoma (A2058) and breast cancer (MCF-7) cell lines. Among the compounds tested, pyrazole 5a and its methoxy derivatives 3d,e were assayed as the most potent, displaying selective activity against the MCF-7 cell line with IC(50) values of 14, 10 and 12 µM respectively. Results herein indicate that the reported backbone represents a promising structural lead for further development as antitumor agents.

An Overview of Compartive Study of Pyrazole and Pyrimidine Derivatives

“…Pyrazole and reversal N substituted pyrazole are known to proves numerous chemical,biological activities such as antitumor, [30,35] antileukemia, [30,36] antidepressant, [30,37,38] and antitubercular [30,39] activity.A novel series of phenyl hydrazone bearing pyrazole and pyrimidine hybrid compounds has been designed using molinspiration toolkit based on Lipinki's rule of 5 and development via sequential reactions starting from the diazotization of different anilines and further active methylation with acetyl acetone, ethyl acetoacetone and ethyl cyanoacetate to generate hydrazone derivatives.The target hybrid compounds were synthesized on cyclization of resulting hydrazone derivatie with hydrazine, phenyl hydrazine and urea. …”

Synthesis and Characterization of Novel Oxadiazole and Pyrazole Hybrids as Potential Antimicrobial Agents

“…In the last 30 years pyrazole ring has attracted much attention as it has become fairly accessible and shows diverse properties. Pyrazoles and several N-substituted pyrazoles are known to possess numerous chemical, biological and medicinal applications because of their versatile biological activities such as antitumour 7 , antileukemia 8 , antidepressant 9,10 and antitubercular 11 . A typical model of the pyrazole containing diaryl-heterocyclic template that is known to selectively inhibit cyclooxygenase enzyme COX-2 12 , Celecoxib is a safe antiimflammatory and analgesic agent.…”

Novel conformationally constrained pyrazole derivatives as potential anti-cancer agents

“…The synthesis of anti-cancer pyrazoles was recently reviewed by Kumari et al [11], indicating that several analogues are in preclinical or initial-phase clinical trials. In the course of our longstanding interest concerning the development of novel bioactive heterocycles [12,13], we have designed and synthesized a sequence of novel bioactive molecules containing the pyrazole residue [12][13][14]. Herein, we present the outcome of our vision to design and synthesize several novel molecules containing the pyrazole structural backbone fused with commercially available constrained ketone substrates.…”