dc.creator | Bihelović, Filip | |
dc.creator | Karadžić, Ivanka | |
dc.creator | Matović, Radomir | |
dc.creator | Saičić, Radomir N. | |
dc.date.accessioned | 2019-01-30T17:34:55Z | |
dc.date.available | 2019-01-30T17:34:55Z | |
dc.date.issued | 2013 | |
dc.identifier.issn | 1477-0520 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/1214 | |
dc.description.abstract | Enantioselective 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.publisher | Royal Soc Chemistry, Cambridge | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172027/RS// | |
dc.relation | info:eu-repo/grantAgreement/EC/FP7/256716/EU// | |
dc.rights | restrictedAccess | |
dc.source | Organic & Biomolecular Chemistry | |
dc.title | Total synthesis and biological evaluation of (-)-atrop-abyssomicin C | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Матовић, Радомир; Саициц, Радомир Н.; Бихеловиц, Филип; Карадзиц, Иванка; | |
dc.citation.volume | 11 | |
dc.citation.issue | 33 | |
dc.citation.spage | 5413 | |
dc.citation.epage | 5424 | |
dc.citation.other | 11(33): 5413-5424 | |
dc.citation.rank | M21 | |
dc.identifier.pmid | 23839049 | |
dc.identifier.doi | 10.1039/c3ob40692j | |
dc.identifier.scopus | 2-s2.0-84881172859 | |
dc.identifier.wos | 000323141800005 | |
dc.type.version | publishedVersion | |