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Synthesis and biological evaluation of sugars containing α,β-Unsaturated γ-Lactones

authorProfile.affiliationInstituto Politécnico de Santarém, Escola Superior Agrária de Santarémpt_PT
dc.contributor.authorXavier, N. M.
dc.contributor.authorSilva, S.
dc.contributor.authorMadeira, P. J. A
dc.contributor.authorFlorêncio, M. H.
dc.contributor.authorSilva, Filipa
dc.contributor.authorJustino, Jorge
dc.contributor.authorThiem, J.
dc.contributor.authorRauter, A. P.
dc.date.accessioned2011-08-16T00:28:24Z
dc.date.available2011-08-16T00:28:24Z
dc.date.issued2008
dc.description.abstractThe stereocontrolled synthesis of new sugar derivatives carrying the α,β-unsaturated δ-lactone (butenolide) moiety is described. Sugar-fused or sugar-linked butenolides can be constructed by an efficient reaction sequence involving Wittig olefination of 3- or 5-keto sugars and intramolecular cyclization of the intermediate γ-hydroxy α,β-unsaturated esters. The antimicrobial activities of the products and that of a known sugar-derived pyranoid α,β-unsaturated δ-lactone were investigated against six pathogenic bacteria and six fungi. The pyranoid α,β-unsaturated δ-lactone 29 proved to be the most active compound in this series towards the plant pathogenic fungi Colletotrichum coffeanum (coffee berry disease) and Pyricularia oryzae (rice blast disease).por
dc.identifier.citationXavier, N. M; Silva, S.; Madeira, P. J. A; Florêncio, M. H.; Silva, F. V. M.1 ; Justino, J.1; Thiem, J.; Rauter, A. P. (2008) - Synthesis and biological evaluation of sugars containing α,β-Unsaturated γ-Lactones.European journal of organic chemistry, 36: 6134-6143.DOI: 10.1002/ejoc.200800763por
dc.identifier.issn1434-193X
dc.identifier.urihttp://hdl.handle.net/10400.15/490
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherWILEY- Intersciencepor
dc.relationFCT - Project POCI/AMB/58116/2004por
dc.relation.publisherversionhttp://onlinelibrary.wiley.com/doi/10.1002/ejoc.200800763/pdfpor
dc.subjectWitting reactionpor
dc.subjectlactonespor
dc.subjectCarbohydratespor
dc.subjectLactonapor
dc.subjectHidrato de carbonopor
dc.titleSynthesis and biological evaluation of sugars containing α,β-Unsaturated γ-Lactonespor
dc.typejournal article
dspace.entity.typePublication
oaire.citation.conferencePlaceWeinheimpor
oaire.citation.endPage6143por
oaire.citation.startPage6134por
oaire.citation.titleEuropean journal of organic chemistrypor
person.familyNameVinagre Marques da Silva
person.familyNameJustino
person.givenNameFilipa
person.givenNameJorge
person.identifierhttps://scholar.google.pt/citations?hl=pt-PT&user=TcUz9ZAAAAAJ
person.identifier.ciencia-idB610-66DA-A3AC
person.identifier.orcid0000-0003-4700-2938
person.identifier.orcid0000-0003-3114-5926
person.identifier.scopus-author-id22942414000
rcaap.rightsrestrictedAccesspor
rcaap.typearticlepor
relation.isAuthorOfPublication344bf736-31c9-4a35-844c-67a176174a44
relation.isAuthorOfPublication3e483773-36b8-4a7b-82f3-c0a39f6a7fa9
relation.isAuthorOfPublication.latestForDiscovery344bf736-31c9-4a35-844c-67a176174a44

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