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dc.creatorBozinovic, Nina
dc.creatorŠegan, Sandra
dc.creatorVojnovic, Sandra
dc.creatorPavić, Aleksandar
dc.creatorŠolaja, Bogdan
dc.creatorNikodinović-Runić, Jasmina
dc.creatorOpsenica, Igor
dc.date.accessioned2019-01-30T17:49:02Z
dc.date.available2019-01-30T17:49:02Z
dc.date.issued2016
dc.identifier.issn1747-0277
dc.identifier.urihttps://cer.ihtm.bg.ac.rs/handle/123456789/1887
dc.description.abstractA novel series of thiepine derivatives were synthesized and evaluated as potential antimicrobials. All the synthesized compounds were evaluated for their antimicrobial activities in vitro against the fungi Candida albicans (ATCC 10231), C.parapsilosis (clinical isolate), Gram-negative bacterium Pseudomonas aeruginosa (ATCC 44752), and Gram-positive bacterium Staphylococcus aureus (ATCC 25923). Synthesized compounds showed higher antifungal activity than antibacterial activity, indicating that they could be used as selective antimicrobials. Selected thiepines efficiently inhibited Candida hyphae formation, a trait necessary for their pathogenicity. Thiepine 8-phenyl[1]benzothiepino[3,2-c]pyridine (16) efficiently killed Candida albicans at 15.6g/mL and showed no embryotoxicity at 75g/mL. Derivative 8-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl][1]benzothiepino[3,2-c]pyridine (23) caused significant hemolysis and in vitro DNA interaction. The position of the phenyl ring was essential for the antifungal activity, while the electronic effects of the substituents did not significantly influence activity. Results obtained from in vivo embryotoxicity on zebrafish (Danio rerio) encourage further structure optimizations.en
dc.publisherWiley, Hoboken
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172008/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/173048/RS//
dc.relationSerbian Academy of Sciences and Arts
dc.rightsrestrictedAccess
dc.sourceChemical Biology & Drug Design
dc.subjectantifungalen
dc.subjectCandida spen
dc.subjectPd-catalyzed S-arylationen
dc.subjectThiepineen
dc.subjectZebrafishen
dc.titleSynthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivativesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractШеган, Сандра; Опсеница, Игор М.; Никодиновиц-Руниц, Јасмина; Војновиц, Сандра; Солаја, Богдан A.; Бозиновиц, Нина; Павиц, Aлександар;
dc.citation.volume88
dc.citation.issue6
dc.citation.spage795
dc.citation.epage806
dc.citation.other88(6): 795-806
dc.citation.rankM22
dc.description.otherThe peer-reviewed version: [http://cer.ihtm.bg.ac.rs/handle/123456789/3192]
dc.identifier.pmid27316378
dc.identifier.doi10.1111/cbdd.12809
dc.identifier.scopus2-s2.0-84978886752
dc.identifier.wos000387362800002
dc.type.versionpublishedVersion


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