Synthesis, characterization and antimicrobial studies of some new quinoline incorporated benzimidazole derivatives

Two new series of quinoline incorporated benzimidazole derivatives (4a–i and 8a–f) were synthesized from substituted aniline and isatin through multi-step reaction. 6-substituted-4-carboxyquinolines (3a,b and 7) were synthesized by multi component one pot reactions (via Doebner reaction and Pfitzing...

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Bibliographic Details
Published in:	European journal of medicinal chemistry Vol. 54; pp. 900 - 906
Main Authors:	Garudachari, B., Satyanarayana, M.N., Thippeswamy, B., Shivakumar, C.K., Shivananda, K.N., Hegde, Gurumurthy, Isloor, Arun M.
Format:	Journal Article
Language:	English
Published:	Kidlington Elsevier Masson SAS 01-08-2012 Elsevier
Subjects:	Anti-Infective Agents - chemical synthesis Anti-Infective Agents - chemistry Anti-Infective Agents - pharmacology Antibacterial studies Antifungal studies Bacteria - drug effects Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Benzimidazoles - pharmacology Benzimidoquinolines Biological and medical sciences Chemistry Techniques, Synthetic Fungi - drug effects Medical sciences Miscellaneous Pharmacology. Drug treatments Quinolines - chemistry Antibacterial studies Antifungal studies Benzimidoquinolines
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Summary:	Two new series of quinoline incorporated benzimidazole derivatives (4a–i and 8a–f) were synthesized from substituted aniline and isatin through multi-step reaction. 6-substituted-4-carboxyquinolines (3a,b and 7) were synthesized by multi component one pot reactions (via Doebner reaction and Pfitzinger reaction respectively) and the targeted benzimidazole derivatives were obtained by the reaction of 6-substituted-4-carboxyquinolines (3a,b and 7) with substituted aromatic diamines in acidic media. All the newly synthesized compounds were characterized by IR, NMR mass spectral study and also by C, H, N analyses. The final compounds were screened for their in-vitro antibacterial and antifungal activity by well plate method (zone of inhibition). The results revealed that, compounds 4c, 4d, 8c and 8d showed significant antibacterial activity. The compound 8b was found to be potent antifungal agent. 4a, 8a and 8f showed moderate to good antimicrobial activity as compared to the standard drugs against all tested microbial strains. Two series of benzimidazole derivatives containing substituted quinolines were synthesized by multi-step reactions, characterized by spectral studies and screened for their antimicrobial activity. [Display omitted] ► Two new series of benzimidazole derivatives containing substituted quinolines were synthesized. ► Compounds were characterized by spectral studies. ► Antibacterial and antifungal evaluation of synthesized molecules was carried out.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0223-5234 1768-3254
DOI:	10.1016/j.ejmech.2012.05.027