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dc.contributor.authorLiakatos, A
dc.contributor.authorKiefel, MJ
dc.contributor.authorFleming, F
dc.contributor.authorCoulson, B
dc.contributor.authorvon Itzstein, M
dc.date.accessioned2018-01-23T01:00:21Z
dc.date.available2018-01-23T01:00:21Z
dc.date.issued2006
dc.date.modified2009-10-19T05:23:02Z
dc.identifier.issn0968-0896
dc.identifier.doi10.1016/j.bmc.2005.08.057
dc.identifier.urihttp://hdl.handle.net/10072/13716
dc.description.abstractRotaviruses are the most significant cause of gastroenteritis in young children and are responsible for over 600,000 infant deaths annually. The rotaviral haemagglutinin protein (VP8*) of some strains has been implicated in early recognition and binding events of host cell-surface sialoglycoconjugates, and is therefore an attractive target for potential therapeutic intervention. Since N-acetylneuraminic acid a(2,3)-linked to galactose is believed to be the minimum binding epitope of rotavirus to host cells, we report here our development of an efficient and flexible synthetic route to a range of lactose-based sialylmimetics of a(2,3)-linked thiosialosides. These compounds were biologically evaluated as inhibitors of rotaviral infection using an in vitro neutralisation assay. The results suggest that these lactose-based sialylmimetics are not inhibitors of the rhesus rotavirus strain; however, they do exhibit modest inhibition of the human (Wa) strain, presumably through inhibition of the rotaviral adhesion process.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.language.isoeng
dc.publisherPergamon Press
dc.publisher.placeOxford, UK
dc.publisher.urihttp://www.elsevier.com/wps/find/journaldescription.cws_home/129/description#description
dc.relation.ispartofstudentpublicationN
dc.relation.ispartofpagefrom739
dc.relation.ispartofpageto757
dc.relation.ispartofjournalBioorganic & Medicinal Chemistry
dc.relation.ispartofvolume14
dc.rights.retentionY
dc.subject.fieldofresearchMedicinal and biomolecular chemistry
dc.subject.fieldofresearchOrganic chemistry
dc.subject.fieldofresearchPharmacology and pharmaceutical sciences
dc.subject.fieldofresearchBiochemistry and cell biology
dc.subject.fieldofresearchcode3404
dc.subject.fieldofresearchcode3405
dc.subject.fieldofresearchcode3214
dc.subject.fieldofresearchcode3101
dc.titleThe synthesis and biological evaluation of lactose-based sialylmimetics as inhibitors of rotaviral infection
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.facultyOffice of the Snr Dep Vice Chancellor, Institute for Glycomics
gro.date.issued2006
gro.hasfulltextNo Full Text
gro.griffith.authorvon Itzstein, Mark
gro.griffith.authorKiefel, Milton


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