dc.contributor.author |
Rauter, AP |
en |
dc.contributor.author |
Piedade, F |
en |
dc.contributor.author |
Almeida, T |
en |
dc.contributor.author |
Ramalho, R |
en |
dc.contributor.author |
Ferreira, MJ |
en |
dc.contributor.author |
Resende, R |
en |
dc.contributor.author |
Amado, J |
en |
dc.contributor.author |
Pereira, H |
en |
dc.contributor.author |
Justino, J |
en |
dc.contributor.author |
Neves, A |
en |
dc.contributor.author |
Oliveira, Maria |
en |
dc.contributor.author |
Canda, T |
en |
dc.coverage.spatial |
Netherlands |
en |
dc.date.accessioned |
2014-02-17T20:27:16Z |
en |
dc.date.issued |
2004-08-02 |
en |
dc.identifier.citation |
Carbohydrate Research 339(11):1889-1897 02 Aug 2004 |
en |
dc.identifier.issn |
0008-6215 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/21639 |
en |
dc.description.abstract |
Synthesis of 10-membered bislactones by PCC oxidation of methyl 2,6-di-O-pivaloyl-alpha-D-glucopyranoside and methyl 4,6-O-benzylidene-alpha-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. |
en |
dc.language |
eng |
en |
dc.relation.ispartofseries |
Carbohydrate Research |
en |
dc.rights |
Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy#published-journal-article http://www.sherpa.ac.uk/romeo/issn/0008-6215 |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.subject |
Anti-Bacterial Agents |
en |
dc.subject |
Antifungal Agents |
en |
dc.subject |
Crystallography, X-Ray |
en |
dc.subject |
Cyclization |
en |
dc.subject |
Dimerization |
en |
dc.subject |
Glucose |
en |
dc.subject |
Glycols |
en |
dc.subject |
Lactones |
en |
dc.subject |
Macrocyclic Compounds |
en |
dc.subject |
Microbial Sensitivity Tests |
en |
dc.subject |
Models, Molecular |
en |
dc.subject |
Molecular Conformation |
en |
dc.subject |
Oxidation-Reduction |
en |
dc.subject |
Pyridinium Compounds |
en |
dc.subject |
Stereoisomerism |
en |
dc.subject |
Structure-Activity Relationship |
en |
dc.title |
Sugar bislactones by one-step oxidative dimerisation with pyridinium chlorochromate versus regioselective oxidation of vicinal diols. |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1016/j.carres.2004.06.002 |
en |
pubs.issue |
11 |
en |
pubs.begin-page |
1889 |
en |
pubs.volume |
339 |
en |
dc.identifier.pmid |
15261581 |
en |
pubs.end-page |
1897 |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
163203 |
en |
dc.identifier.pii |
S0008621504002459 |
en |
pubs.record-created-at-source-date |
2014-02-18 |
en |
pubs.dimensions-id |
15261581 |
en |