Publication
Synthesis and biological evaluation of sugars containing α,β-Unsaturated γ-Lactones
authorProfile.affiliation | Instituto Politécnico de Santarém, Escola Superior Agrária de Santarém | pt_PT |
dc.contributor.author | Xavier, N. M. | |
dc.contributor.author | Silva, S. | |
dc.contributor.author | Madeira, P. J. A | |
dc.contributor.author | Florêncio, M. H. | |
dc.contributor.author | Silva, Filipa | |
dc.contributor.author | Justino, Jorge | |
dc.contributor.author | Thiem, J. | |
dc.contributor.author | Rauter, A. P. | |
dc.date.accessioned | 2011-08-16T00:28:24Z | |
dc.date.available | 2011-08-16T00:28:24Z | |
dc.date.issued | 2008 | |
dc.description.abstract | The 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.citation | Xavier, 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.200800763 | por |
dc.identifier.issn | 1434-193X | |
dc.identifier.uri | http://hdl.handle.net/10400.15/490 | |
dc.language.iso | eng | por |
dc.peerreviewed | yes | por |
dc.publisher | WILEY- Interscience | por |
dc.relation | FCT - Project POCI/AMB/58116/2004 | por |
dc.relation.publisherversion | http://onlinelibrary.wiley.com/doi/10.1002/ejoc.200800763/pdf | por |
dc.subject | Witting reaction | por |
dc.subject | lactones | por |
dc.subject | Carbohydrates | por |
dc.subject | Lactona | por |
dc.subject | Hidrato de carbono | por |
dc.title | Synthesis and biological evaluation of sugars containing α,β-Unsaturated γ-Lactones | por |
dc.type | journal article | |
dspace.entity.type | Publication | |
oaire.citation.conferencePlace | Weinheim | por |
oaire.citation.endPage | 6143 | por |
oaire.citation.startPage | 6134 | por |
oaire.citation.title | European journal of organic chemistry | por |
person.familyName | Vinagre Marques da Silva | |
person.familyName | Justino | |
person.givenName | Filipa | |
person.givenName | Jorge | |
person.identifier | https://scholar.google.pt/citations?hl=pt-PT&user=TcUz9ZAAAAAJ | |
person.identifier.ciencia-id | B610-66DA-A3AC | |
person.identifier.orcid | 0000-0003-4700-2938 | |
person.identifier.orcid | 0000-0003-3114-5926 | |
person.identifier.scopus-author-id | 22942414000 | |
rcaap.rights | restrictedAccess | por |
rcaap.type | article | por |
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relation.isAuthorOfPublication | 3e483773-36b8-4a7b-82f3-c0a39f6a7fa9 | |
relation.isAuthorOfPublication.latestForDiscovery | 344bf736-31c9-4a35-844c-67a176174a44 |