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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Main Authors: Hegde, Gurumurthy, Garudacharia, B., Satyanarayana, M. N., Thippeswamy, B., Shivakumar, C.K., Shivananda, K.N., Isloor, Arun M.
Format: Article
Language:English
Published: Elsevier 2012
Subjects:
Online Access:http://umpir.ump.edu.my/id/eprint/5422/
http://umpir.ump.edu.my/id/eprint/5422/1/gurumurthy_2012.pdf
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author Hegde, Gurumurthy
Garudacharia, B.
Satyanarayana, M. N.
Thippeswamy, B.
Shivakumar, C.K.
Shivananda, K.N.
Isloor, Arun M.
author_facet Hegde, Gurumurthy
Garudacharia, B.
Satyanarayana, M. N.
Thippeswamy, B.
Shivakumar, C.K.
Shivananda, K.N.
Isloor, Arun M.
author_sort Hegde, Gurumurthy
building UMP Institutional Repository
collection Online Access
description 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.
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spelling ump-54222019-07-17T07:21:35Z http://umpir.ump.edu.my/id/eprint/5422/ Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives Hegde, Gurumurthy Garudacharia, B. Satyanarayana, M. N. Thippeswamy, B. Shivakumar, C.K. Shivananda, K.N. Isloor, Arun M. T Technology (General) QC Physics 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. Elsevier 2012 Article PeerReviewed application/pdf en http://umpir.ump.edu.my/id/eprint/5422/1/gurumurthy_2012.pdf Hegde, Gurumurthy and Garudacharia, B. and Satyanarayana, M. N. and Thippeswamy, B. and Shivakumar, C.K. and Shivananda, K.N. and Isloor, Arun M. (2012) Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives. European Journal of Medicinal Chemistry, 54. pp. 900-906. ISSN 0223-5234 (print); 1768-3254 (online). (Published) http://dx.doi.org/10.1016/j.ejmech.2012.05.027 DOI: 10.1016/j.ejmech.2012.05.027
spellingShingle T Technology (General)
QC Physics
Hegde, Gurumurthy
Garudacharia, B.
Satyanarayana, M. N.
Thippeswamy, B.
Shivakumar, C.K.
Shivananda, K.N.
Isloor, Arun M.
Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives
title Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives
title_full Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives
title_fullStr Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives
title_full_unstemmed Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives
title_short Synthesis, Characterization and Antimicrobial Studies of Some New Quinoline Incorporated Benzimidazole Derivatives
title_sort synthesis, characterization and antimicrobial studies of some new quinoline incorporated benzimidazole derivatives
topic T Technology (General)
QC Physics
url http://umpir.ump.edu.my/id/eprint/5422/
http://umpir.ump.edu.my/id/eprint/5422/
http://umpir.ump.edu.my/id/eprint/5422/
http://umpir.ump.edu.my/id/eprint/5422/1/gurumurthy_2012.pdf