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dc.contributor.author
Riafrecha, Leonardo Ezequiel  
dc.contributor.author
Rodríguez, Oscar Mariano  
dc.contributor.author
Vullo, Daniela  
dc.contributor.author
Supuran, Claudiu T.  
dc.contributor.author
Colinas, Pedro Alfonso  
dc.date.available
2017-08-16T23:28:19Z  
dc.date.issued
2012-09  
dc.identifier.citation
Riafrecha, Leonardo Ezequiel; Rodríguez, Oscar Mariano; Vullo, Daniela; Supuran, Claudiu T.; Colinas, Pedro Alfonso; Synthesis of C-cinnamoyl glycosides and their inhibitory activity against mammalian carbonic anhydrases; Elsevier; Bioorganic & Medicinal Chemistry; 21; 6; 9-2012; 1489-1494  
dc.identifier.issn
0968-0896  
dc.identifier.uri
http://hdl.handle.net/11336/22550  
dc.description.abstract
A small series of C-cinnamoyl glycosides incorporating the phenol moiety has been prepared by reaction of glycosyl ketones with the appropriate benzaldehydes. Glycosides were tested for the inhibition of twelve mammalian isoforms of carbonic anhydrase. This is the first study in which α-CAs have been investigated for their interaction with C-glycosides, a novel carbohydrate scaffold in the design of carbonic anhydrase inhibitors. The C-cinnamoyl glycosides were generally effective CA inhibitors, with inhibition constants in the low micromolar range against CA I, II, IV, VA, VB, VI, VII, IX, XII, XIII, XIV and ineffective inhibitors of CA III. These results confirm that attaching carbohydrate moieties to CA phenol pharmacophore improves its inhibitory activity.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Elsevier  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
C-Glycosides  
dc.subject
Carbonic Anhydrase  
dc.subject
Phenol  
dc.subject
Enzyme Inhibition  
dc.subject.classification
Otras Ciencias Químicas  
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Ciencias Químicas  
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CIENCIAS NATURALES Y EXACTAS  
dc.title
Synthesis of C-cinnamoyl glycosides and their inhibitory activity against mammalian carbonic anhydrases  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2017-08-14T19:50:32Z  
dc.journal.volume
21  
dc.journal.number
6  
dc.journal.pagination
1489-1494  
dc.journal.pais
Países Bajos  
dc.journal.ciudad
Ámsterdam  
dc.description.fil
Fil: Riafrecha, Leonardo Ezequiel. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química. Laboratorio de Estudio de Compuestos Orgánicos; Argentina  
dc.description.fil
Fil: Rodríguez, Oscar Mariano. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química. Laboratorio de Estudio de Compuestos Orgánicos; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina  
dc.description.fil
Fil: Vullo, Daniela. Universita Degli Studi Di Firenze; Italia  
dc.description.fil
Fil: Supuran, Claudiu T.. Universita Degli Studi Di Firenze; Italia  
dc.description.fil
Fil: Colinas, Pedro Alfonso. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química. Laboratorio de Estudio de Compuestos Orgánicos; Argentina  
dc.journal.title
Bioorganic & Medicinal Chemistry  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0968089612006992  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.bmc.2012.09.002