New 5-methylisatin including thiocarbohydrazones: preparation, structure elucidation and antimicrobial activity

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dc.authoridTURKOZ KARAKULLUKCU, NALAN/0000-0001-7774-4970
dc.authoridVeyisoglu, Aysel/0000-0002-1406-5513
dc.authoridMuglu, Halit/0000-0001-8306-2378
dc.authoridYAKAN, HASAN/0000-0002-4428-4696
dc.authoridCAKMAK, Sukriye/0000-0002-2221-0098
dc.contributor.authorYakan, Hasan
dc.contributor.authorCakmak, Sukriye
dc.contributor.authorBuruk, Osman
dc.contributor.authorVeyisoglu, Aysel
dc.contributor.authorMuglu, Halit
dc.contributor.authorKarakullukcu, Nalan Turkoz
dc.date.accessioned2025-03-23T19:44:04Z
dc.date.available2025-03-23T19:44:04Z
dc.date.issued2022
dc.departmentSinop Üniversitesi
dc.description.abstractNew 5-methylisatin including thiocarbohydrazones (1-5) have been synthesized. The chemical structure of synthesized compounds was elucidated with IR, H-1 NMR, C-13 NMR spectroscopic methods, and elemental analysis. Moreover, the synthesized compounds have been screened for antimicrobial activity. Their antibacterial activities were tested against Gram-positive (Bacillus subtilis ATCC 6623, Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212), Gram-negative (Escherichia coli ATCC 25922, Klebsiella pneumoniae ATCC 70060, Pseudomonas aeruginosa ATCC 27853), and fungal (Candida albicans ATCC 10231, Aspergillus niger ATCC 16404) microbial strains using the microdilution method. In the isatin series, particularly the compound 2 showed the best antimicrobial activity against E. faecalis strain with MIC values of 64 mu g/mL compared to other compounds. This high activity of compound 2 is due to the presence of two electron-donating methoxy groups in its structure. The remaining substituted compounds have shown good and moderate antimicrobial activity compared to standard drugs. The results may provide insights into the target compounds' structure-activity relationships, which may facilitate the development of pharmacological and biological applications for the target compounds. Graphical abstract New isatins bearing thiocarbohydrazone were synthesized. Structures of all com- pounds were elucidated with spectroscopic approaches. The antimicrobial activities of the tested compounds presented promising antimicrobial activity against the eight tested microorganisms.
dc.identifier.doi10.1007/s11164-022-04799-2
dc.identifier.endpage4345
dc.identifier.issn0922-6168
dc.identifier.issn1568-5675
dc.identifier.issue10
dc.identifier.scopus2-s2.0-85135790646
dc.identifier.scopusqualityQ2
dc.identifier.startpage4331
dc.identifier.urihttps://doi.org/10.1007/s11164-022-04799-2
dc.identifier.urihttps://hdl.handle.net/11486/6861
dc.identifier.volume48
dc.identifier.wosWOS:000838498400005
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherSpringer
dc.relation.ispartofResearch On Chemical Intermediates
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250323
dc.subjectIsatin
dc.subjectThiocarbohydrazones
dc.subjectSchiff bases
dc.subjectAntimicrobial activity
dc.subjectSpectroscopic studies
dc.subjectMinimum inhibitory concentration (MIC)
dc.titleNew 5-methylisatin including thiocarbohydrazones: preparation, structure elucidation and antimicrobial activity
dc.typeArticle

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