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dc.contributor.author
Acosta, Paola
dc.contributor.author
Insuasty, Braulio
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Ortiz, Alejandro
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Abonia, Rodrigo
dc.contributor.author
Sortino, Maximiliano Andrés
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dc.contributor.author
Zacchino, Susana Alicia Stella
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dc.contributor.author
Quiroga, Jairo
dc.date.available
2022-12-02T16:30:27Z
dc.date.issued
2016-01
dc.identifier.citation
Acosta, Paola; Insuasty, Braulio; Ortiz, Alejandro; Abonia, Rodrigo; Sortino, Maximiliano Andrés; et al.; Solvent-free microwave-assisted synthesis of novel pyrazolo [4′, 3′: 5, 6] pyrido [2, 3-d] pyrimidines with potential antifungal activity; Elsevier; Arabian Journal of Chemistry; 9; 3; 1-2016; 481-492
dc.identifier.issn
1878-5352
dc.identifier.uri
http://hdl.handle.net/11336/180024
dc.description.abstract
Novel fused pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidines 5 were prepared by a solvent-free microwave assisted reaction of heterocyclic o-aminonitriles 3 and cyanopyridines 4 in the presence of tBuOK as catalyst. This protocol provides a versatile procedure for the synthesis of the title compounds with the advantages of easy work-up, mild reaction conditions and good yields. All compounds were also tested for antifungal properties against two clinically important fungi; Candida albicans and Cryptococcus neoformans. Several compounds showed moderate activity against both fungi, being 5a the most active compound. Analysis of the antifungal behavior of properly grouped compounds allowed to determine that the position of the N in the pyrimidyl moiety per se does not play a role in the activity. In turn, the type of 4-R substituent appears to influence the activity. In addition to the above considerations, the lipophilicity of compounds measured as log. P showed to be not related to the activity and regarding the dipole moment (D), no net correlation was observed, although it is the most active compounds (% inhibition >50%) that have a D ≥ 7.5, mainly against C. albicans.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Elsevier
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dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.subject
ANTIFUNGAL ACTIVITY
dc.subject
CYANOPYRIDINES
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MICROWAVE IRRADIATION
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O-AMINONITRILES
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PYRAZOLOPYRIDOPYRIMIDINES
dc.subject.classification
Química Orgánica
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
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dc.title
Solvent-free microwave-assisted synthesis of novel pyrazolo [4′, 3′: 5, 6] pyrido [2, 3-d] pyrimidines with potential antifungal activity
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2022-12-02T15:00:55Z
dc.journal.volume
9
dc.journal.number
3
dc.journal.pagination
481-492
dc.journal.pais
Arabia Saudita
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dc.description.fil
Fil: Acosta, Paola. Universidad del Valle; Colombia
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Fil: Insuasty, Braulio. Universidad del Valle; Colombia
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Fil: Ortiz, Alejandro. Universidad del Valle; Colombia
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Fil: Abonia, Rodrigo. Universidad del Valle; Colombia
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Fil: Sortino, Maximiliano Andrés. Universidad Nacional de Rosario; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
dc.description.fil
Fil: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario; Argentina
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Fil: Quiroga, Jairo. Universidad del Valle; Colombia
dc.journal.title
Arabian Journal of Chemistry
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1878535215000714
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.arabjc.2015.03.002
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