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dc.contributor.authorBirringer, M
dc.contributor.authorEyTina, JH
dc.contributor.authorSalvatore, BA
dc.contributor.authorNeuzil, J
dc.date.accessioned2018-03-22T23:29:36Z
dc.date.available2018-03-22T23:29:36Z
dc.date.issued2003
dc.date.modified2009-09-08T08:03:34Z
dc.identifier.issn0007-0920
dc.identifier.doi10.1038/sj.bjc.6600981
dc.identifier.urihttp://hdl.handle.net/10072/6117
dc.description.abstractRecent results show that alpha-tocopheryl succinate (alpha-TOS) is a proapoptotic agent with antineoplastic activity. As modifications of the vitamin E (VE) molecule may affect its apoptogenic activity, we tested a number of newly synthesised VE analogues using malignant cell lines. Analogues of alpha-TOS with lower number of methyl substitutions on the aromatic ring were less active than alpha-TOS. Replacement of the succinyl group with a maleyl group greatly enhanced the activity, while it was lower for the glutaryl esters. Methylation of the free succinyl carboxyl group on alpha-TOS and delta-TOS completely prevented the apoptogenic activity of the parent compounds. Both Trolox and its succinylated derivative were inactive. alpha-tocotrienol (alpha-T3 H) failed to induce apoptosis, while italic gamma-T3 H was apoptogenic, and more so when succinylated. Shortening the aliphatic side chain of italic gamma-T3 by one isoprenyl unit increased its activity. Neither phytyl nor oleyl succinate caused apoptosis. These findings show that modifications of different functional moieties of the VE molecule can enhance apoptogenic activity. It is hoped that these observations will lead to the synthesis of analogues with even higher apoptogenic and, consequently, antineoplastic efficacy.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.language.isoeng
dc.publisherNature Publishing Group
dc.publisher.placeUK
dc.relation.ispartofpagefrom1948
dc.relation.ispartofpageto1955
dc.relation.ispartofissue12
dc.relation.ispartofjournalBritish Journal of Cancer
dc.relation.ispartofvolume88
dc.subject.fieldofresearchOncology and Carcinogenesis
dc.subject.fieldofresearchPublic Health and Health Services
dc.subject.fieldofresearchcode1112
dc.subject.fieldofresearchcode1117
dc.titleVitamin E analogues as inducers of apoptosis: structure-function relation
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
dcterms.licensehttp://creativecommons.org/licenses/by-nc-sa/3.0/
dc.description.versionVersion of Record (VoR)
gro.rights.copyright© The Author(s) 2003. From twelve months after its original publication, this work is licensed under the Creative Commons Attribution-NonCommercial-Share Alike 3.0 Unported License. To view a copy of this license, visit http://creativecommons.org/licenses/by-nc-sa/3.0/
gro.date.issued2003
gro.hasfulltextFull Text
gro.griffith.authorNeuzil, Jiri


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