Synthesis and cytotoxicity evaluation of some benzimidazole-4,7-diones as bioreductive anticancer agents

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“…Reaction of 1 with ketones namely cyclopentanone, cyclohexanone, thiazolidone, pyrazolone and barbituric acid in ethanol proceeded via (5+1) heterocyclization [14] and resulted in the formation of hitherto unknown 4-(het) aryl-2-aminopyrido [2,3:4,5] imidazo [1,2-a] [1, 3,5] triazines (2 -6) respectively. The structures of these com pounds are established on the basis of elemental analysis and spectral analysis.…”

“…The bioisostere concept is an over simplification of the role of scaffold's for activity, unless it plays a pivotal role for function or interaction such as for β-lactams in penicillins [9]. On the basis of these results and in continuation of our project directed towards the design and synthesis of biologically active isosteric heterocyclic lead compounds [10][11][12][13], we summarize that replacement of CH by N of the phenyl ring in the antibacterials [14] 3,4-dihydrobenzo [4,5] imidazo[1,2-a]triazine A and the dihydroimidazole derivatives B, could give their biological isosteres 2-6 and 7-11 respectively ( Figure 1), with more potent antibacterial and antifungal activity. These were carried out by illustrating the old and well known isosterism pyridine/phenyl are having some similar geometry and electronic features [15].…”

“…Azole class of drugs, particularly fused imidazole occupy prominent place in medicinal chemistry because of their broad spectrum of pharmacological activities such as anti-inflammatory, analgesic, anticancer, antiulcer, antimicrobial, antiviral, pesticidal, cytotoxicity, and anti-arrhythmic activities [2][3][4][5]. Omeprazole, Mebendazole, and Albendazole are well known drugs in the market which contain fused imidazole as active core moiety.…”

Antifungal and anthelmintic activity of novel benzofuran derivatives containing thiazolo benzimidazole nucleus: an in vitro evaluation

“…Azole class of drugs particularly fused with imidazoles occupy a prominent place in medicinal chemistry because of their broad spectrum of pharmacological activities such as anti-inflammatory, analgesic, anticancer, antiviral, pesticidal, cytotoxic and antiarrhythmic [3][4][5] activities. Omeprazole (anticancer), mebendazole, pimobendan, triclabendazole, albendazole and thiabendazole (anthelmintic) are well-known drugs in the market which contain fused imidazoles as active core moiety.…”

Synthesis of Novel 2-Butyl-1H-Benzo [4, 5] Imidazo [1, 2-A] Imidazo [4, 5-E] Pyridine-5-Carbonitrile Derivatives and Evaluation of Their Anticancer Activity

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AbSTRACTA series of new 2-butyl-1H-benzo [4,5]imidazo [1,2-a]imidazo [4,5-e]pyridine-5-carbonitrile derivatives were synthesized by the self cyclisation of (E)-2-(1H-benzo[d]imidazol-2-yl)-3-(2-butyl-4-chloro-1H-imidazol-5-yl)acrylonitrile in the presence of piperidine as catalyst, which in turn were prepared by the condensation of substituted N-alkyl 2-butyl-4-chloro-1H-imidazole-5-carbaldehydes with 2-cyanomethylbenzimidazole in the presence of catalytic amount of L-proline in ethanol or by using piperidine as a base. Newly synthesized compounds which incorporate a variety of N-substituent moieties were characterized by spectral data and screened for anticancer activity against MCF-7 breast cancer cell line.

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