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dc.creatorBihelović, Filip
dc.creatorKaradžić, Ivanka
dc.creatorMatović, Radomir
dc.creatorSaičić, Radomir N.
dc.date.accessioned2019-01-30T17:34:55Z
dc.date.available2019-01-30T17:34:55Z
dc.date.issued2013
dc.identifier.issn1477-0520
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/1214
dc.description.abstractEnantioselective synthesis of a marine antibiotic (-)-atrop-abyssomicin C was accomplished in 21 steps, in 1.8% overall yield (4%, based on the recovered starting material). The key steps of the synthesis are the formation of the functionalized cyclohexane core by an organocatalyzed Tsuji-Trost reaction, the formation of a tricyclic spirotetronate unit by a gold-catalyzed reaction sequence and the highly efficient eleven-membered ring closure by a Nozaki-Hiyama-Kishi reaction. Biological tests showed all abyssomicin derivatives to possess strong antibacterial activity against methicillin resistant S. aureus strains; however, they also proved to be cytotoxic, both to malignant and to normal somatic cells.en
dc.publisherRoyal Soc Chemistry, Cambridge
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172027/RS//
dc.relationinfo:eu-repo/grantAgreement/EC/FP7/256716/EU//
dc.rightsrestrictedAccess
dc.sourceOrganic & Biomolecular Chemistry
dc.titleTotal synthesis and biological evaluation of (-)-atrop-abyssomicin Cen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractМатовић, Радомир; Саициц, Радомир Н.; Бихеловиц, Филип; Карадзиц, Иванка;
dc.citation.volume11
dc.citation.issue33
dc.citation.spage5413
dc.citation.epage5424
dc.citation.other11(33): 5413-5424
dc.citation.rankM21
dc.identifier.pmid23839049
dc.identifier.doi10.1039/c3ob40692j
dc.identifier.rcubConv_3014
dc.identifier.scopus2-s2.0-84881172859
dc.identifier.wos000323141800005
dc.type.versionpublishedVersion


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