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dc.creatorMilosavljević, Slobodan
dc.creatorJuranić, Ivan
dc.creatorBulatovic, V
dc.creatorMacura, Slobodan
dc.creatorJuranić, Nenad
dc.creatorLimbach, HH
dc.creatorWeisz, K
dc.creatorVajs, Vlatka
dc.creatorTodorović, Nina
dc.date.accessioned2019-04-27T10:22:03Z
dc.date.available2019-04-27T10:22:03Z
dc.date.issued2004
dc.identifier.issn1040-0400
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/2731
dc.description.abstractConformational analysis of 9alpha-acetoxycumambrine A 1 and 8-O-isobutiryl-9alpha-acetoxycumambrine B 2 was carried out by low-temperature NMR studies. Results suggested that lactones 1 and 2 are mixtures of two distinctive conformers, I and II. Based on low-temperature H-1 NMR spectra, in four solvents, the thermodynamic parameters of I reversible arrow II exchange process were assessed. Energy of activation of I -- gt II reaction was obtained by dynamic NMR simulations for both compounds. Results revealed that conformational exchange of lactones 1 and 2 occurs due to "chair reversible arrow twisted chair" interconversion of a heptane ring. The same PM3 semiempirical method was applied for geometry optimization of lactones 1 and 2, as well as of 9alpha-hydroxycumambrine A 3, 9alpha-acetoxycumambrine B 4, and cumambrine B 5.en
dc.publisherKluwer Academic/Plenum Publ, New York
dc.rightsrestrictedAccess
dc.sourceStructural Chemistry
dc.subjectguaianolidesen
dc.subjectcumambrineen
dc.subjectconformationsen
dc.subjectlow-temperature NMRen
dc.subjectdynamic NMRen
dc.subjectPM3 semiempirical calculationsen
dc.titleConformational analysis of guaianolide-type sesquiterpene lactones by low-temperature NMR spectroscopy and semiempirical calculationsen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractЈураниц, Н; Лимбацх, ХХ; Wеисз, К; Вајс, Влатка; Булатовиц, В; Тодоровиц, Н; Јуранић, Иван; Мацура, С; Милосављевиц, С;
dc.citation.volume15
dc.citation.issue3
dc.citation.spage237
dc.citation.epage245
dc.citation.other15(3): 237-245
dc.citation.rankM23
dc.identifier.doi10.1023/B:STUC.0000021533.65546.57
dc.identifier.rcubKon_1580
dc.identifier.scopus2-s2.0-3543112180
dc.identifier.wos000220454200009
dc.type.versionpublishedVersionen


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