Design, Synthesis, SAR and Molecular Modeling Studies of Novel Imidazo[2,1-b][1,3,4]Thiadiazole Derivatives as Highly Potent Antimicrobial Agents

Basit Öğe Kaydı
dc.authoridGul Seker, Mine/0000-0002-6226-7507
dc.authoridTAHTACI, HAKAN/0000-0002-1557-6315
dc.authoridEce, Abdulilah/0000-0002-3087-5145
dc.contributor.authorTahtaci, Hakan
dc.contributor.authorKaracik, Hatice
dc.contributor.authorEce, Abdulilah
dc.contributor.authorEr, Mustafa
dc.contributor.authorSeker, Mine Gul
dc.date.accessioned2024-09-29T15:50:45Z
dc.date.available2024-09-29T15:50:45Z
dc.date.issued2018
dc.departmentKarabük Üniversitesien_US
dc.description.abstractIn this study, a novel series of phenyl substituted imidazo[2,1-b][1,3,4]thiadiazole derivatives were synthesized, characterized and explored for antibacterial activity against Gram-negative Escherichia coli, Gram-positive Staphylococcus aureus and Bacillus subtilis and antifungal activity against Candida albicans. Most of the synthesized compounds exhibited remarkable antimicrobial activities, some of which being ten times more potent than positive controls. The most promising compound showed excellent activity with MIC value of 0.03g/ml against both S. aureus and B. subtilis (MIC values of positive compound Chloramphenicol are 0.4g/ml and 0.85g/ml, respectively). Furthermore, structure-activity relationship was also investigated with the help of computational tools. Some physicochemical and ADME properties of the compounds were calculated too. The combination of electronic structure calculations performed at PM6 level and molecular docking simulations using Glide extra-precision mode showed that the hydrophobic nature of keto aryl ring with no electron withdrawing substituents at para position enhances activity while electron-donating substituents at the second aryl ring is detrimental to activity.en_US
dc.description.sponsorshipKarabuk University [KBU-BAP-16/2-YL-089]en_US
dc.description.sponsorshipThe financial support under the contract (KBU-BAP-16/2-YL-089) from Karabuk University is gratefully acknowledged.en_US
dc.identifier.doi10.1002/minf.201700083
dc.identifier.issn1868-1743
dc.identifier.issn1868-1751
dc.identifier.issue3en_US
dc.identifier.pmid28876536en_US
dc.identifier.scopus2-s2.0-85028919232en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/minf.201700083
dc.identifier.urihttps://hdl.handle.net/20.500.14619/3719
dc.identifier.volume37en_US
dc.identifier.wosWOS:000426796200002en_US
dc.identifier.wosqualityQ1en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWiley-V C H Verlag Gmbhen_US
dc.relation.ispartofMolecular Informaticsen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectImidazo[2,1-b][1,3,4]thiadiazoleen_US
dc.subjectMolecular Dockingen_US
dc.subjectAntimicrobial Activityen_US
dc.subjectSARen_US
dc.subjectElectronic Structure Calculationsen_US
dc.titleDesign, Synthesis, SAR and Molecular Modeling Studies of Novel Imidazo[2,1-b][1,3,4]Thiadiazole Derivatives as Highly Potent Antimicrobial Agentsen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
PubMed İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu