Solvent-free microwave-assisted synthesis of novel pyrazolo[40 ,30 :5,6]pyrido[2,3-d]pyrimidines with potential antifungal activity

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dc.citation.titleArabian Journal of Chemistryes
dc.citation.volume9(3)es
dc.creatorAcosta, Paola
dc.creatorInsuasty, Braulio
dc.creatorOrtiz, Alejandro
dc.creatorAbonia, Rodrigo
dc.creatorSortino, Maximiliano Andrés
dc.creatorZacchino, Susana
dc.creatorQuiroga, Jairo
dc.date.accessioned2020-12-17T00:24:15Z
dc.date.available2020-12-17T00:24:15Z
dc.date.issued2015-03-17
dc.descriptionNovel fused pyrazolo[40 ,30 :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 logP 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 P 7.5, mainly against C. albicans.es
dc.description.filFil: Acosta, Paola. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.es
dc.description.filFil: Insuasty, Braulio. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.es
dc.description.filFil: Ortiz, Alejandro. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.es
dc.description.filFil: Abonia, Rodrigo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.es
dc.description.filFil: Sortino, Maximiliano. Universidad Nacional de Rosario. Facultad de Farmacia y Bioquímica. Área Farmacognosia; Argentina.es
dc.description.filFil: Zacchino, Susana. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Área Farmacognosia; Argentina.es
dc.description.filFil: Quiroga, Jairo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.es
dc.description.sponsorshipDepartamento Administrativo de Ciencia, Tecnología e Innovación (Colciencias)es
dc.description.sponsorshipUniversidad del Vallees
dc.formatapplication/pdf
dc.format.extent481-492es
dc.identifier.issn1878-5352es
dc.identifier.urihttp://hdl.handle.net/2133/19493
dc.language.isoenges
dc.publisherElsevieres
dc.relation.publisherversionhttps://doi.org/10.1016/j.arabjc.2015.03.002es
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/pii/S1878535215000714?via%3Dihubes
dc.rightsopenAccesses
dc.rights.holderUniversidad Nacional de Rosarioes
dc.rights.holderAcosta, Paolaes
dc.rights.holderInsuasty, Braulioes
dc.rights.holderOrtiz, Alejandroes
dc.rights.holderAbonia, Rodrigoes
dc.rights.holderSortino, Maximiliano Andrés es
dc.rights.holderZacchino, Susanaes
dc.rights.holderQuiroga, Jairoes
dc.rights.textAttribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)es
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectPyrazolo-Pyrido-Pyrimidinees
dc.subjecto-Aminonitrileses
dc.subjectCyanopyridineses
dc.subjectMicrowave Irradiationes
dc.subjectAntifungal Activityes
dc.titleSolvent-free microwave-assisted synthesis of novel pyrazolo[40 ,30 :5,6]pyrido[2,3-d]pyrimidines with potential antifungal activityes
dc.typearticle
dc.typeartículo
dc.typepublishedVersion
dc.type.collectionarticulo
dc.type.versionpublishedVersiones

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