Publication:
Synthesis and evaluation of novel 1,3,4-thiadiazole-fluoroquinolone hybrids as antibacterial, antituberculosis, and anticancer agents

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dc.contributor.authorTÜRE, ASLI
dc.contributor.authorsDemirci, Asli; Karayel, Kaan Gokce; Tatar, Esra; Oktem Okullu, Sinem; Unubol, Nihan; Tasli, Pakize Neslihan; Kocagoz, Zuhtu Tanil; Sahin, Fikrettin; Kucukguzel, Ilkay
dc.date.accessioned2022-04-25T00:11:21Z
dc.date.available2022-04-25T00:11:21Z
dc.date.issued2018
dc.description.abstractA series of 5-substituted-1,3,4-thiadiazole-based fluoroquinolone derivatives were designed as potential antibacterial and anticancer agents using a molecular hybridization approach. The target compounds 16-25 were synthesized by reacting the corresponding N-(5-substituted-1,3,4-thiadiazol-2-yl)-2-chloroacetamides with ciprofloxacin or norfloxacin. The purity and identity of the synthesized compounds were determined by the use of chromatographic and spectral techniques (NMR, IR, MS, etc.) besides elemental analysis. Antibacterial, antituberculosis, and anticancer activity of the target compounds were evaluated against selected strains and cancer cell lines. Compound 20 was appreciated as the most active agent representing antibacterial activity against Escherichia coli and Staphylococcus aureus with MIC values of 4 mu g/mL and 2 mu g/mL, respectively. Amongst the synthesized fluoroquinolone derivatives, compounds 19 and 20 were found to have modest antitubercular activity with 8 mu g/mL MIC values for each. Most potent derivative, compound 20 was docked against Staphylococcus aureus and Mycobacterium tuberculosis DNA gyrase enzymes to visualize the possible conformation of the compound. Additionally, anticancer activities of target compounds were evaluated on seven different cancer cell lines.
dc.identifier.doi10.3906/kim-1710-35
dc.identifier.issn1300-0527
dc.identifier.urihttps://hdl.handle.net/11424/263887
dc.identifier.wosWOS:000433980300019
dc.languageeng
dc.publisherSCIENTIFIC TECHNICAL RESEARCH COUNCIL TURKEY-TUBITAK
dc.relation.ispartofTURKISH JOURNAL OF CHEMISTRY
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectFluoroquinolones
dc.subject1,3,4-thiadiazoles
dc.subjectantibacterials
dc.subjecttuberculosis
dc.subjectDNA gyrase
dc.subjectmolecular modeling
dc.subjectcytotoxicity
dc.subjectBIOLOGICAL EVALUATION
dc.subjectPOTENTIAL ANTITUMOR
dc.subjectANTIMYCOBACTERIAL ACTIVITIES
dc.subjectNONNUCLEOSIDE INHIBITORS
dc.subjectTOPOISOMERASE-I
dc.subjectDRUG DISCOVERY
dc.subjectCIPROFLOXACIN
dc.subjectFLUOROQUINOLONES
dc.subjectDERIVATIVES
dc.subjectQUINOLONE
dc.titleSynthesis and evaluation of novel 1,3,4-thiadiazole-fluoroquinolone hybrids as antibacterial, antituberculosis, and anticancer agents
dc.typeconferenceObject
dspace.entity.typePublication
local.avesis.ide43cc363-c3ed-4a9a-848f-cbdda8f53ebc
local.import.packageSS39
local.indexed.atWOS
local.journal.numberofpages20
local.journal.quartileQ3
oaire.citation.endPage858
oaire.citation.issue3
oaire.citation.startPage839
oaire.citation.titleTURKISH JOURNAL OF CHEMISTRY
oaire.citation.volume42
relation.isAuthorOfPublication515da16e-3e07-453b-bfbb-c60fbd768648
relation.isAuthorOfPublication.latestForDiscovery515da16e-3e07-453b-bfbb-c60fbd768648

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