Synthesis and Evaluation of Novel Benzimidazole Conjugates Incorporating Amino Acids and Dipeptide Moieties

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dc.authoridKUCUKBAY, HASAN/0000-0002-7180-9486
dc.authoridYesilada, Ozfer/0000-0003-0038-6575
dc.authoridBugday, Nesrin/0000-0002-3882-035X
dc.authoridKucukbay, Fatumetuzzehra/0000-0001-7784-4138
dc.authorwosidkucukbay, fatumetuzzehra/X-5743-2019
dc.authorwosidKUCUKBAY, HASAN/A-5050-2019
dc.authorwosidYesilada, Ozfer/ABI-1335-2020
dc.authorwosidApohan, Elif/AAA-5142-2021
dc.contributor.authorBugday, Nesrin
dc.contributor.authorKucukbay, F. Zehra
dc.contributor.authorApohan, Elif
dc.contributor.authorKucukbay, Hasan
dc.contributor.authorSerindag, Ayfer
dc.contributor.authorYesilada, Ozfer
dc.date.accessioned2024-08-04T20:43:12Z
dc.date.available2024-08-04T20:43:12Z
dc.date.issued2017
dc.departmentİnönü Üniversitesien_US
dc.description.abstractBackground: Amino acids, short peptide sequences and benzimidazole derivatives play an increasingly important role as therapeutics in areas including antibacterial, antifungal, antiviral, anti-inflammatory, antiparasitic, antibiofilm, antidiabetic, and anticancer. Methods: Some novel amino acids and glycine-glycine dipeptide benzimidazole conjugates were synthesized by facile acylation reactions through DCC mediated reactions and their structures were identified by H-1-NMR, C-13-NMR and FT-IR spectroscopic techniques and elemental analysis. In vitro antimicrobial activities of some compounds against Gram positive (Staphylococcus aureus and Enterobacter faceium NJ-1) and Gram negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and yeasts (Candida albicans and Candida tropicalis) were determined by MIC method. Their antioxidant activities were also detected by DPPH method. Results: Sixteen novel benzimidazole conjugates incorporating glycine, alanine, phenylalanine, cysteine and glycine-glycine dipeptide were synthesized and their structures were identified by spectroscopic techniques and elemental analysis. All of the compounds tested showed in vitro antimicrobial and antioxidant activities. Conclusion: Sixteen novel benzimidazole amino acid/dipeptide conjugates were synthesized using DCC mediated one step reaction in moderate yield and high purity, under mild reaction conditions, with full retention of the original chirality. Amino acid or dipeptide substitutions at position 1 of the benzimidazoles were synthesized first time in this work. The results have indicated that the newly synthesized compounds possess low to moderate antimicrobial and antioxidant activities.en_US
dc.description.sponsorshipInonu University Research Fund [BAPB-2013/155]; TUBITAK (The Scientific and Technological Research Council of Turkey) [113Z441]en_US
dc.description.sponsorshipWe wish to thank Inonu University Research Fund (BAPB-2013/155) and TUBITAK (The Scientific and Technological Research Council of Turkey) Grant No: 113Z441 for financial supports.en_US
dc.identifier.doi10.2174/1570178614666170203093406
dc.identifier.endpage206en_US
dc.identifier.issn1570-1786
dc.identifier.issn1875-6255
dc.identifier.issue3en_US
dc.identifier.scopus2-s2.0-85020519032en_US
dc.identifier.scopusqualityQ4en_US
dc.identifier.startpage198en_US
dc.identifier.urihttps://doi.org/10.2174/1570178614666170203093406
dc.identifier.urihttps://hdl.handle.net/11616/97854
dc.identifier.volume14en_US
dc.identifier.wosWOS:000401935300008en_US
dc.identifier.wosqualityQ4en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherBentham Science Publ Ltden_US
dc.relation.ispartofLetters in Organic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAmino acid derivativesen_US
dc.subjectantimicrobial activityen_US
dc.subjectantioxidant activityen_US
dc.subjectbenzimidazole derivativesen_US
dc.titleSynthesis and Evaluation of Novel Benzimidazole Conjugates Incorporating Amino Acids and Dipeptide Moietiesen_US
dc.typeArticleen_US

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