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dc.creatorVilipić, Jovana
dc.creatorNovaković, Irena
dc.creatorStanojković, Tatjana
dc.creatorMatić, Ivana Z.
dc.creatorŠegan, Dejan
dc.creatorKljajić, Zoran
dc.creatorSladić, Dušan
dc.date.accessioned2019-10-14T13:19:49Z
dc.date.available2016-09-26
dc.date.available2019-10-14T13:19:49Z
dc.date.issued2015
dc.identifier.issn0968-0896
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/3438
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/3141
dc.description.abstractA series of eighteen derivatives of marine sesquiterpene quinone avarone and its model system tert-butylquinone with amino acids has been synthesized by nucleophilic addition of amino acids to the quinones. In vitro cytotoxic activity toward human cancer cell lines (HeLa, A549, Fem-X, 1(562, MDA-MB-453) and normal MRC-5 cell line was determined. Several compounds showed very strong inhibitory activity with IC50 values less than 10 mu M. Avarone derivatives were more active than the corresponding tert-butylquinone derivatives. The results of the cytofluorimetric analysis of cell cycle of HeLa cells showed that apoptosis might be one of possible mechanism of action of these compounds in cancer cells. In order to examine the influence of caspases on cell death, the apoptotic mechanisms induced by the tested compounds were determined using specific caspases 3, 8 and 9 inhibitors. For all compounds antibacterial activities against six strains of Gram-positive and four strains of Gram-negative bacteria were determined, as well as antifungal activity against three fungal species.en
dc.publisherPergamon-Elsevier Science Ltd, Oxford
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172055/RS//
dc.rightsembargoedAccess
dc.sourceBioorganic and Medicinal Chemistry
dc.subjectAvaroneen
dc.subjectAmino acidsen
dc.subjectCytotoxicityen
dc.subjectCaspaseen
dc.subjectApoptosisen
dc.subjectAntimicrobial activityen
dc.titleSynthesis and biological activity of amino acid derivatives of avarone and its model compounden
dc.typearticle
dc.rights.licenseBY-NC-ND
dcterms.abstractКљајић, Зоран; Шеган, Дејан; Матић, Ивана З.; Вилипић, Јована; Новаковић, Ирена; Сладић, Душан; Станојковић, Татјана;
dc.citation.volume23
dc.citation.issue21
dc.citation.spage6930
dc.citation.epage6942
dc.citation.other23(21): 6930-6942
dc.citation.rankM22
dc.description.otherThis is the peer-reviewed version of the following article: Vilipić, J.; Novaković, I.; Stanojković, T.; Matić, I.; Šegan, D.; Kljajić, Z.; Sladić, D. Synthesis and Biological Activity of Amino Acid Derivatives of Avarone and Its Model Compound. Bioorganic and Medicinal Chemistry 2015, 23 (21), 6930–6942. [https://doi.org/10.1016/j.bmc.2015.09.044]
dc.description.other[http://cer.ihtm.bg.ac.rs/handle/123456789/1822]
dc.identifier.pmid26476666
dc.identifier.doi10.1016/j.bmc.2015.09.044
dc.identifier.rcubKon_2952
dc.identifier.fulltexthttp://cer.ihtm.bg.ac.rs/bitstream/id/14185/Synthesis_and_biological_acc_2015.pdf
dc.identifier.scopus2-s2.0-84946147820
dc.identifier.wos000364437400016
dc.type.versionacceptedVersionen


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