STUDY ON SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF SOME MICHAEL-TYPE ADDITION COMPOUNDS

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dc.authorscopusid23476368100
dc.authorscopusid57194948213
dc.authorscopusid22235589200
dc.authorscopusid17344644700
dc.authorscopusid7005923356
dc.authorscopusid57191014131
dc.contributor.authorBayram G.
dc.contributor.authorNzeyimana A.
dc.contributor.authorUtku S.
dc.contributor.authorÜlger M.
dc.contributor.authorAslan G.
dc.contributor.authorBerçin E.
dc.date.accessioned2023-01-12T20:26:09Z
dc.date.available2023-01-12T20:26:09Z
dc.date.issued2022
dc.departmentN/A/Departmenten_US
dc.description.abstractObjective: Multidrug-resistant pathogenic bacteria, fungi, and Mycobacterium tuberculosis infections continue to be increasingly widespread worldwide. In organic chemistry, the tiya-Michael type addition is also significant reaction in the synthesis of bioactive compounds. In this study, the aim is to synthesize the series of new Michael type addition products 2-amino-3-[(2-nitro-1-phenylpropyl)thio]propanoic acid (IIa-IIg) and to investigate their in vitro, antibacterial, antifungal and antitubercular activity. Material and Method: IIa-IIg derivatives were performed combining ?-methyl-?-nitrostyrenes (Ia-Ig) with L-cysteine using Michael addition reaction and characterized by 1HNMR, FTIR, ESI-LC/MS and elemental analysis. Microdilution method and resazurin microtiter assay were used to determine antimicrobial activities. Result and Discussion: Comparing the activities of the synthesized compounds, IIa, IId and IIe were found to have significant activity, with a MIC value of 1.95 ?g/ml, against Mycobacterium tuberculosis H37Rv strain. All synthesized novel compounds displayed moderate activity against tested bacterial and fungi strains. Among the synthesized compounds, IIb exhibited the best antibacterial and antifungal activity, with MIC values of 31.25, 31.25 and 15.6 ?g/ml, against B. subtilis, E. faecium and C. albicans, respectively. It was clear that some of the synthesized compounds exhibited antimycobacterial activity which could be a very good candidate for clinical uses. © 2022 University of Ankara. All rights reserved.en_US
dc.description.sponsorshipThis work was supported by the Mersin University Scientific Research Funds (Grant numberen_US
dc.identifier.doi10.33483/jfpau.867768q
dc.identifier.endpage193en_US
dc.identifier.issn10153918
dc.identifier.issn1015-3918en_US
dc.identifier.issue2en_US
dc.identifier.scopus2-s2.0-85131886725en_US
dc.identifier.scopusqualityQ4en_US
dc.identifier.startpage182en_US
dc.identifier.urihttps://doi.org/10.33483/jfpau.867768q
dc.identifier.urihttps://hdl.handle.net/11454/79912
dc.identifier.volume46en_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherUniversity of Ankaraen_US
dc.relation.ispartofAnkara Universitesi Eczacilik Fakultesi Dergisien_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject-methyl- -nitrostyreneen_US
dc.subjectAntibacterial activityen_US
dc.subjectantifungal activityen_US
dc.subjectantimycobacterial activityen_US
dc.subjectMichael type additionen_US
dc.subject2 amino 3 [(2 nitro 1 phenylpropyl)sulfanyl]propanoic aciden_US
dc.subject2 amino 3 [(2 nitro 1 phenylpropyl)thio]propanoic aciden_US
dc.subject2 amino 3 [[1 (4 chlorophenyl) 2 nitropropyl]sulfanyl]propanoic aciden_US
dc.subject2 amino 3 [[1 (4 hydroxy 3 methoxyphenyl) 2 nitropropyl]sulfanyl]propanoic aciden_US
dc.subject2 amino 3 [[1 (4 methoxyphenyl) 2 nitropropyl]sulfanyl]propanoic aciden_US
dc.subject2 amino 3 [[1 (4 methylphenyl) 2 nitropropyl]sulfanyl]propanoic aciden_US
dc.subject2 amino 3 [[1 (4 nitrophenyl) 2 nitropropyl]sulfanyl]propanoic aciden_US
dc.subject2 amino 3 [[1 [4 (dimethylamino)phenyl] 2 nitropropyl]sulfanyl]propanoic aciden_US
dc.subjectampicillinen_US
dc.subjectantifungal agenten_US
dc.subjectantiinfective agenten_US
dc.subjectaromatic compounden_US
dc.subjectbenzaldehyde derivativeen_US
dc.subjectbeta methyl beta nitrostyreneen_US
dc.subjectcysteineen_US
dc.subjectethaneen_US
dc.subjectfluconazoleen_US
dc.subjectisoniaziden_US
dc.subjectnitroethaneen_US
dc.subjectresazurinen_US
dc.subjectrifampicinen_US
dc.subjecttuberculostatic agenten_US
dc.subjectunclassified drugen_US
dc.subjectaldol reactionen_US
dc.subjectantibacterial activityen_US
dc.subjectantibiotic resistanceen_US
dc.subjectantifungal activityen_US
dc.subjectantimicrobial activityen_US
dc.subjectArticleen_US
dc.subjectBacillus subtilisen_US
dc.subjectbacterial strainen_US
dc.subjectbroth dilutionen_US
dc.subjectCandida albicansen_US
dc.subjectchemical structureen_US
dc.subjectdiastereoisomeren_US
dc.subjectdrug designen_US
dc.subjectdrug synthesisen_US
dc.subjectelectrospray mass spectrometryen_US
dc.subjectelemental analysisen_US
dc.subjectEnterococcus faeciumen_US
dc.subjectFourier transform infrared spectroscopyen_US
dc.subjectfungal strainen_US
dc.subjectin vitro studyen_US
dc.subjectliquid chromatography-mass spectrometryen_US
dc.subjectMichael additionen_US
dc.subjectminimum inhibitory concentrationen_US
dc.subjectMycobacterium tuberculosisen_US
dc.subjectnonhumanen_US
dc.subjectpharmacophoreen_US
dc.subjectproton nuclear magnetic resonanceen_US
dc.subjectretention timeen_US
dc.subjectthin layer chromatographyen_US
dc.subjectturbidityen_US
dc.titleSTUDY ON SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF SOME MICHAEL-TYPE ADDITION COMPOUNDSen_US
dc.title.alternativeBAZI MICHAEL TIPI KATIM ÜRÜNLERININ SENTEZ ÇALISMASI VE ANTIMIKROBIYAL AKTIVITELERen_US
dc.typeArticleen_US

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