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dc.creatorŽivković, Marijana B.
dc.creatorNovaković, Irena T.
dc.creatorMatić, Ivana Z.
dc.creatorSladić, Dušan
dc.creatorKrstić, Natalija M.
dc.date.accessioned2019-06-04T11:26:28Z
dc.date.available2019-06-04T11:26:28Z
dc.date.issued2019
dc.identifier.issn0039-128X
dc.identifier.urihttp://www.sciencedirect.com/science/article/pii/S0039128X19300893
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/3082
dc.description.abstractEleven new steroidal mono- and bis(semicarbazones)2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172055/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/175011/RS//
dc.rightsrestrictedAccess
dc.sourceSteroids
dc.subject3-Oxo-α,β-unsaturated steroids
dc.subjectBiological activity
dc.subjectCarbazate esters
dc.subjectSemicarbazones
dc.titleSynthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives
dc.typearticle
dc.rights.licenseARR
dcterms.abstractКрстић, Наталија М.; Живковић, Маријана Б.; Новаковић, Ирена Т.; Матић, Ивана З.; Сладић, Душан;
dcterms.publisherElsevier
dc.citation.volume148
dc.citation.spage36
dc.citation.epage46
dc.identifier.wos000474331100005
dc.identifier.doi10.1016/j.steroids.2019.04.010
dc.citation.rankM22~
dc.description.otherSupplementary material: []
dc.description.otherPeer-reviewed manuscript: []
dc.type.versionpublishedVersion
dc.identifier.scopus2-s2.0-85065594815


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