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Sugar bislactones by one-step oxidative dimerisation with pyridinium chlorochromate versus regioselective oxidation of vicinal diols

2004-08Journal article Open access
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dc.contributor.authorRauter, A. P.
dc.contributor.authorPiedade, F.
dc.contributor.authorAlmeida, T.
dc.contributor.authorRamalho, R.
dc.contributor.authorFerreira, M.J.
dc.contributor.authorResende, R.
dc.contributor.authorAmado, J.
dc.contributor.authorPereira, H.
dc.contributor.authorJustino, Jorge
dc.contributor.authorNeves, Ana
dc.contributor.authorSilva, Filipa V.M.
dc.contributor.authorCanda, T.
dc.date.accessioned2023-09-18T13:50:54Z
dc.date.available2023-09-18T13:50:54Z
dc.date.issued2004-08
dc.description.abstractSynthesis of 10-membered bislactones by PCC oxidation of methyl 2,6-di-O-pivaloyl-α-D-glucopyranoside and methyl 4,6-O-benzylidene-α-D-glucopyranoside is described, with emphasis on their structure elucidation using the information gained by combination of NMR spectroscopic techniques with X-ray diffraction data. In alternative, the use of PCC and PCC adsorbed on silica gel or alumina for the regioselective oxidation of vicinal diols in sugars is also reported. Both bislactones showed antifungal activity against Candida albicans, and were slightly active against the bacteria Bacillus subtilis. The bislactone presenting pivaloyl protecting groups also promoted some growth inhibition of Staphylococcus aureus.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationRauter, A.P.; Piedade, F.; Almeida, T.; Ramalho, R.; Ferreira, M.J.; Resende, R.; Amado, J.; Pereira, H.; Justino, J.; Neves, A.; Silva, F.V.M. & Canda, T. (2004). Sugar bislactones by one-step oxidative dimerisation with pyridinium chlorochromate versus regioselective oxidation of vicinal diols. Carbohydrate Research, 339(11), 1889-1897. DOI:10.1016/j.carres.2004.06.002pt_PT
dc.identifier.doi10.1016/j.carres.2004.06.002pt_PT
dc.identifier.issn0008-6215
dc.identifier.urihttp://hdl.handle.net/10400.15/4548
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/pii/S0008621504002459pt_PT
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectsugar bislactonespt_PT
dc.subjectketo sugarspt_PT
dc.subjectpyridinium chlorochromatept_PT
dc.subjectregioselective oxidationpt_PT
dc.subjectbioactivity studiespt_PT
dc.titleSugar bislactones by one-step oxidative dimerisation with pyridinium chlorochromate versus regioselective oxidation of vicinal diolspt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage1897pt_PT
oaire.citation.issue11pt_PT
oaire.citation.startPage1889pt_PT
oaire.citation.titleCarbohydrate Researchpt_PT
oaire.citation.volume339pt_PT
person.familyNameJustino
person.familyNameNeves
person.familyNameVinagre Marques da Silva
person.givenNameJorge
person.givenNameAna Maria
person.givenNameFilipa
person.identifierhttps://scholar.google.pt/citations?hl=pt-PT&user=TcUz9ZAAAAAJ
person.identifier.ciencia-id751F-D764-23D4
person.identifier.ciencia-idB610-66DA-A3AC
person.identifier.orcid0000-0003-3114-5926
person.identifier.orcid0000-0003-2130-7960
person.identifier.orcid0000-0003-4700-2938
person.identifier.scopus-author-id22942414000
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication3e483773-36b8-4a7b-82f3-c0a39f6a7fa9
relation.isAuthorOfPublication8881a916-c912-44ac-a75d-ad1703f77ebb
relation.isAuthorOfPublication344bf736-31c9-4a35-844c-67a176174a44
relation.isAuthorOfPublication.latestForDiscovery8881a916-c912-44ac-a75d-ad1703f77ebb

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