(FBIOyF) Departamento de Química Orgánica - Artículos

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Examinando (FBIOyF) Departamento de Química Orgánica - Artículos por Autor "Abonia, Rodrigo"

Mostrando 1 - 9 de 9
  • Miniatura
    ÍtemAcceso Abierto
    Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
    (Elsevier, 2016-12-22) Abonia, Rodrigo; Castillo, Juan; Insuasty, Braulio; Quiroga, Jairo; Sortino, Maximiliano Andrés ; Nogueras, Manuel; Cobo, Justo
    Herein it is provided an efficient, environmentally friendly and one-pot procedure for the synthesis of a library of new and diversely substituted 1,3 thiazolidin-4-ones in short reaction times and good yields through a solvent-, catalyst- and desiccant-free three-component process. Reactions proceeded by treatment of primary benzyl(aryl)amines with aromatic aldehydes (and ketones) and 2-mercaptoacetic acid acting as both reagent and self-catalyst. All reactions were performed in sand bath instead of the commonly used oil bath avoiding the generation of undesired volatile materials proceeding of the thermal decomposition of the oils. IR, Mass and NMR experiments as well as Xray diffraction confirmed structures of the obtained products.
  • Miniatura
    ÍtemAcceso Abierto
    Design of two alternative routes for the synthesis of naftifine and analogues as potential antifungal agents
    (MDPI, 2018-02-26) Abonia, Rodrigo; Garay, Alexander; Castillo, Juan; Insuasty, Braulio; Quiroga, Jairo; Nogueras, Manuel; Cobo, Justo; Butassi, Estefanía; Zacchino, Susana
  • Miniatura
    ÍtemAcceso Abierto
    Hybrid molecules containing a 7-chloro-4-aminoquinoline nucleus and a substituted 2-Pyrazoline with antiproliferative and antifungal activity
    (MDPI, 2016-07-27) Montoya, Alba; Quiroga, Jairo; Abonia, Rodrigo; Derita, Marcos Gabriel; Sortino, Maximiliano Andrés ; Ornelas, Alfredo; Zacchino, Susana; Insuasty, Braulio
  • Miniatura
    ÍtemAcceso Abierto
    Microwave-assisted synthesis of novel pyrazolo[3,4-g][1,8]naphthyridin-5-amine with potential antifungal and antitumor activity
    (MDPI, 2015-05-12) Acosta, Paola; Butassi, Estefanía; Insuasty, Braulio; Ortiz, Alejandro; Abonia, Rodrigo; Zacchino, Susana; Quiroga, Jairo
  • Miniatura
    ÍtemAcceso Abierto
    Solvent-free microwave-assisted synthesis of novel pyrazolo[40 ,30 :5,6]pyrido[2,3-d]pyrimidines with potential antifungal activity
    (Elsevier, 2015-03-17) Acosta, Paola; Insuasty, Braulio; Ortiz, Alejandro; Abonia, Rodrigo; Sortino, Maximiliano Andrés ; Zacchino, Susana; Quiroga, Jairo
  • Miniatura
    ÍtemAcceso Abierto
    Synthesis and characterization of new bases derived from nitrophenylpyrazoles, coordination to palladium and antifungal activity and catalytic activity in Mizoroki–Heck reactions
    (MDPI, 2024-06-16) Londoño Salazar, Jennifer; Restrepo Acevedo, Andrés; Torres, John Eduard; Abonia, Rodrigo; Svetaz, Laura Andrea; Zacchino, Susana A.; Le Lagadec, Ronan; Cuenú Cabezas, Fernando; https://orcid.org/0000-0002-4974-3599; https://orcid.org/0000-0003-3256-0961; https://orcid.org/0000-0002-5679-2081; https://orcid.org/0000-0003-2997-6720
    In this study, we report the synthesis of eight Schiff bases (3–10) type N-heterocycle (N-het) using conventional refluxing conditions as well as different eco-friendly techniques such as grinding, thermal fusion, microwave irradiation (MWI) and ultrasound, all of them in the presence of a catalytic amount of acetic acid. These procedures had the additional advantage of being environmentally friendly and high-yield, making these protocols an alternative for Schiff-base syntheses. The obtained Schiff bases were coordinated to palladium, generating new complexes of type [Pd2Cl4(N-het)2]. Complexes [Pd2Cl4(5)2] and [Pd2Cl4(9)2] showed high activity and selectivity for a model Mizoroki–Heck C-C coupling reaction of styrene with iodobenzene and bromobenzaldehydes. All compounds and complexes were evaluated for antifungal activity against clinically important fungi such as Candida albicans and Cryptococcus neoformans. Although the Schiff bases (3–10) showed low antifungal activity against both fungi, some of their palladium complexes such as [Pd2Cl4(3)2], [Pd2Cl4(5)2], [Pd2Cl4(8)2] and [Pd2Cl4(10)2] showed comparatively higher antifungal effects mainly against C. neoformans. The product of the Mizoroki–Heck-type C-C coupling reactions, 4-styrylbenzaldehyde, was isolated and purified to be later used in the synthesis of four new nitrophenylpyrazole derivatives of styrylimine, which also displayed antifungal activity, especially against C. neoformans.
  • Miniatura
    ÍtemAcceso Abierto
    Synthesis and DFT calculations of novel vanillin-chalcones and their 3-aryl-5-(4-(2- (dimethylamino)- ethoxy)-3-methoxyphenyl)- 4,5-dihydro-1H-pyrazole-1-carbaldehyde derivatives as antifungal agents
    (MDPI, 2017-09-05) Illicachi, Luis Alberto; Montalvo-Acosta, Joel José; Insuasty, Alberto; Quiroga, Jairo; Abonia, Rodrigo; Sortino, Maximiliano Andrés ; Zacchino, Susana; Insuasty, Braulio
  • Miniatura
    ÍtemAcceso Abierto
    Synthesis of Novel Triazine-Based Chalcones and 8,9-dihydro-7H-pyrimido[4,5-b][1,4]diazepines as Potential Leads in the Search of Anticancer, Antibacterial and Antifungal Agents
    (MDPI, 2024-03-23) Moreno, Leydi M.; Quiroga, Jairo; Abonia, Rodrigo; Crespo Ortíz, María del Pilar; Aranaga, Carlos Andrés; Martínez-Martínez, Luis; Sortino, Maximiliano Andrés; Barreto, Mauricio; Burbano, María E.; Insuasty, Braulio; https://orcid.org/0000-0002-9451-3063; https://orcid.org/0000-0003-3256-0961; https://orcid.org/0000-0003-2160-5167; https://orcid.org/0000-0003-1806-657X; https://orcid.org/0000-0002-6091-4045; https://orcid.org/0000-0002-4271-1690; https://orcid.org/0000-0001-5361-4901; https://orcid.org/0000-0001-8371-3310
    This study presents the synthesis of four series of novel hybrid chalcones (20,21)a–g and (23,24)a–g and six series of 1,3,5-triazine-based pyrimido[4,5-b][1,4]diazepines (28–33)a–g and the evaluation of their anticancer, antibacterial, antifungal, and cytotoxic properties. Chalcones 20b,d, 21a,b,d, 23a,d–g, 24a–g and the pyrimido[4,5-b][1,4]diazepines 29e,g, 30g, 31a,b,e–g, 33a,b,e–g exhibited outstanding anticancer activity against a panel of 60 cancer cell lines with GI50 values between 0.01 and 100 μM and LC50 values in the range of 4.09 μM to >100 μM, several of such derivatives showing higher activity than the standard drug 5-fluorouracil (5-FU). On the other hand, among the synthesized compounds, the best antibacterial properties against N. gonorrhoeae, S. aureus (ATCC 43300), and M. tuberculosis were exhibited by the pyrimido[4,5-b][1,4]diazepines (MICs: 0.25–62.5 µg/mL). The antifungal activity studies showed that triazinylamino-chalcone 29e and triazinyloxy-chalcone 31g were the most active compounds against T. rubrum and T. mentagrophytes and A. fumigatus, respectively (MICs = 62.5 μg/mL). Hemolytic activity studies and in silico toxicity analysis demonstrated that most of the compounds are safe.
  • Miniatura
    ÍtemAcceso Abierto
    Synthesis, Structural Characterization, and In Vitro and In Silico Antifungal Evaluation of Azo-Azomethine Pyrazoles (PhN2(PhOH)CHN(C3N2(CH3)3)PhR, R = H or NO2)
    (MDPI, 2021-12-08) Fernandez, Dorancelly; Restrepo Acevedo, Andrés; Rocha-Roa, Cristian; Le Lagadec, Ronan; Abonia, Rodrigo; Zacchino, Susana; Gómez Castaño, Jovanny A.; Cuenú Cabezas, Fernando