Grupo de Investigación en Carbohidratos | CEDECOR | Departamento de Química | Facultad de Ciencias Exactas | UNLP

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El GICAR queda ubicado dentro del CEDECOR en el Departamento de Química de la Facultad de Ciencias Exactas perteneciente a la Universidad Nacional de La Plata

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Publicaciones

           últimos 15 años…

-An Efficient Synthetic Methodology for the Preparation of Glycosyl β-Diketones. I. A. Barri, M. S. Le Pors and P. A. Colinas. European Journal of Organic Chemistry 2025.

DOI: 10.1002/ejoc.202401366

-Glucoimines incorporating classical and non-classical carbonic anhydrase pharmacophores: design, synthesis, conformational analysis, biological evaluation, and docking simulations. I. I. Vásquez, L. E. Riafrecha, L. Martínez Heredia, G. A. Echeverría, O. E. Piro, M.J. Lavecchia, C.T. Supuran and P. A. Colinas. Journal of molecular structure 2024, 1321,139798.

DOI: 10.1016/j.molstruc.2024.139778

–Spontaneous resolution of diastereomeric glycosyl isoxazolines: a combined theoretical and experimental study in solution and in the crystalline form. I. A. Barri, L. E. Riafrecha, G. A. Echeverría,  O. E. Piro  and P. A. Colinas. Journal of molecular structure 2024. 1310,138252

DOI: 10.1016/j.molstruc.2024.138252

–Glycosyl Isoxazoles for Targeting of Tumor Microenvironment and Cancer Cells: Highly Selective Inhibitors of Carbonic Anhydrases IX and XII Showing Cytotoxic Activity. M.S. Le Pors, L. Santa María de la Parra, L.E. Riafrecha, D. Vullo, I.E. Leon, C.T. Supuran and P.A. Colinas. ChemistrySelect 2023, 8(11). 10.1002/slct.202300039.

DOI:10.1002/slct.202300039

–Green Biphasic Synthesis, X–Ray Diffraction Structure and Conformational Analysis of O–Glycosylmethyl
Isoxazoles: Potential Substrates of GLUT-1 Glucose Transporter.
M.S. Le Pors, I.A. Barri, L. E.  Riafrecha, G. A. Echeverría, O. Piro and P. A. Colinas. ChemistrySelect 2022, 26, 2601–2608.

DOI: 10.1002/slct.202104379

–Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII. The out of the active site pocket for the design of selective inhibitors? .L. E.  Riafrecha, M.S. LePors, M.J. Lavecchia, S. Bua, C. T: Supuran and P. A. Colinas. Journal of enzyme inhibition and medicinal chemistry 2021, 36 (1), 2118–2127.

DOI: 10.1080/14756366.2021.1982933

C–cinnamoyl   glycosides:  an   emerging   “tail”   for the development of selective carbonic anhydrase inhibitors. H. Llantén, L. E.  Riafrecha and P. A. Colinas. Current Medicinal Chemistry 2019, 26, 2601–2608.

DOI: 10.2174/0929867325666180713122907

–Improving the carbonic anhydrase inhibition profile of the sulfamoylphenyl pharmacophore by attachment of carbohydrate moieties. L. E. Riafrecha, S. Bua, C. T. Supuran and P. A. Colinas. Bioorganic Chemistry 2018, 76, 61–66.

DOI:10.1016/j.bioorg.2017.10.020

 

–Synthesis of C-glycosylmethyl isoxazoles via aerobic oxidation of ketoximes catalyzed by TEMPO. H. Llantén, S.Barata–Vallejo, A. Postigo and P. A. Colinas. Tetrahedron Letters 2017, 58, 1507–1511.

DOI: 10.1016/j.tetlet.2017.03.005

 

–Synthesis    and    carbonic anhydrase    inhibitory    effects   of    new    N-glycosylsulfonamides incorporaiting the phenol moiety. L. E. Riafrecha, S. Bua, C. T. Supuran and P. A. Colinas. Bioorganic and Medicinal Chemistry Letters 2016, 26, 3892–3895.

DOI: 10.1016/j.bmcl.2016.07.015

 

–Anti–tubercular and antioxidant activities of C-glycosyl carbonic anhydrase inhibitors: Towards the development
of novel chemotherapeutic agents against Mycobacterium tuberculosis.
M. J. Zaro, A. Bortolloti, L. E. Riafrecha, A. Concellón, H. R. Morbidoni, P. A. Colinas. Journal of Enzyme Inhibition and Medicinal Chemistry 2016, 31, 1726–1730.

DOI:10.3109/14756366.2016.1172577

 

–Inhibition  of  β–carbonic  anhydrases  from  Brucella  suis  with  C–cinnamoyl glycosides incorporating the phenol moiety. L. E. Riafrecha, D. Vullo, S. Ouahrani-Bettache, S. Köhler, P. Dumy, J.–Y. Winum, C. T. Supuran and P. A. Colinas. Journal of Enzyme Inhibition and Medicinal Chemistry 2015, 30, 1017–1020.

 DOI: 10.3109/14756366.2014.986120

C-glycosides incorporating the 6–methoxy–2–naphthyl moiety are selective inhibitors of fungal and bacterial
carbonic anhydrases.
L. E. Riafrecha, D. Vullo, C. T. Supuran and P. A. Colinas. Journal of Enzyme Inhibition and Medicinal Chemistry 2015, 30, 857–861.

DOI:10.3109/14756366.2014.967233

 

–Attachment of carbohydrates to methoxyaryl moieties leads to highly selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII. L. E. Riafrecha, O. M. Rodríguez, D. Vullo, C. T. Supuran and P. A. Colinas. Bioorganic and Medicinal Chemistry 2014, 22, 5308–5314.

DOI: 10.1016/j.bmc.2014.07.052

–Novel sulfonamide compounds for inhibition of metastatic tumor growth (WO2012021963). P. A. Colinas. Expert Opinion on Therapeutic Patents 2013, 23, 761–763.

DOI: 10.1517/13543776.2013.789023

–Inhibition of the β–carbonic anhydrases from Mycobacterium tuberculosis with C-cinnamoyl glycosides:  identification of the first inhibitor with antimycobacterial activity. M. V. Buccheri, L. E. Riafrecha, M. O. Rodríguez, D. Vullo, H. R. Morbidoni, C. T. Supuran, P. A. Colinas. Bioorganic and Medicinal Chemistry Letters 2013, 23, 740–743.

DOI: 10.1016/j.bmcl.2012.11.085

 

–Synthesis of C–cinnamoyl glycosides and their inhibitory activity against mammalian carbonic anhydrases. L. E. Riafrecha, O. M. Rodríguez, D. Vullo, C. T. Supuran and P. A. Colinas. Bioorganic and Medicinal Chemistry 2013, 21, 1489–1494

DOI: 10.1016/j.bmc.2012.09.002

–Glycosidic CA IX inhibitors: a sweet approach against cancer. J. Y. Winum, P.A. Colinas and C. T. Supuran. Bioorganic and Medicinal Chemistry 2013, 21, 1419–1426.

 DOI: 10.1016/j.bmc.2012.10.043

 

–Conformational behavior of peracetylated β–D–mannopyranosyl methanesulfonamide: implications for the mechanism of sulfonamidoglycosylation of carbohydrate derivatives. M. J. Lavecchia, O. M. Rodríguez, G. A. Echeverría, R. Pis Diez and P. A. Colinas. Carbohydrate Research 2012, 361, 182–188.

DOI: 10.1016/j.carres.2012.08.016

–Crystal   structure,   Spectroscopy   and  theoretical   studies   of  p–cyano– benzenosulfonamide and a Cu (II) complex. G. Camí, E. Chacón Villalba, P.Colinas, G. A. Echeverría, G. Estiu and D.B. Soria. Journal of Molecular Structure 2012, 1024, 110–116.

DOI:10.1016/j.molstruc.2012.05.006

–Novel Glycomimetics: Anomeric and N-Glycosyl Sulfonamides. P. A. Colinas. Current Organic Chemistry 2012, 16 (14), 1670–1679.

DOI:10.2174/138527212800840892

 

Nβ-glycosyl sulfamides are selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII. O. M. Rodríguez, A. Maresca, C. A. Témpera, R. D. Bravo, P. A. Colinas and C. T. Supuran. Bioorganic and Medicinal Chemistry Letters 2011, 21, 4447–4450.

DOI: 10.1016/j.bmcl.2011.06.031

 

–Synthesis, Thermogravimetric, Spectroscopic and Theoretical Characterization of copper (II) complex with 4–chloro–2–nitrobenzenosulphonamide. G. Camí, E. Chacón Villalba, Y. Di Santi, P.Colinas, G. Estiu and D.B. Soria. Journal of Molecular Structure 2011, 995, 72–77.

DOI: 10.1016/j.molstruc.2011.03.059

 

–A  combined  theoretical  and  spectroscopic  study  of  4,6–di–O–acetyl–2,3–dideoxy–D- erythro–hex–2–enopyranosyl sulfamide: a novel glycosyl carbonic anhydrase IX inhibitor. M. J Lavecchia, R. Pis Diez and P. A. Colinas Carbohydrate Research 2011, 346, 442–448.

DOI:10.1016/j.carres.2010.07.019

–In vitro antitumor activity of N-glycosyl sulfonamides. R. Crespo, M. G. de Bravo, P. A. Colinas and R. D. Bravo Bioorganic and Medicinal Chemistry Letters 2010, 20, 6469–6471.

DOI:10.1016/j.bmcl.2010.09.052

 

–Efficient synthesis of 2, 3–unsaturated sulfonamidoglycosides by Amberlyst 15. C. A. Témpera, P. A. Colinas and R. D. BravoTetrahedron Letters 2010, 51, 5372–5374.

DOI:10.1016/j.tetlet.2010.07.076

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