Capretta, Fred - McMaster University - Department of Chemistry & Chemical Biology

研究领域

Molecular diversity is an important and recurring theme in modern organic and biological chemistry; whether it be for the medicinal chemist wishing to develop a new class of pharmaceutical based on an original structural template, or the organometallic chemist looking at catalyst design and wanting to move beyond the currently available ligands. We have addressed this issue in our laboratory by developing synthetic methods and catalytic systems that allow for facile and direct access to compounds with new molecular structures and architectures. Click on the images on the right for additional information about projects currently underdevelopment in the lab.

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Barker, Courtney; Allison, Sarah; Zlitni, Soumaya; Nguyen, Nick Duc; Das, Rahul; Melacini, Giuseppe; Capretta, Alfredo; Brown, Eric D. Degradation of MAC13243 and studies of the interaction of resulting thiourea compounds with the lipoprotein targeting chaperone LolA. Bioorg Med Chem Lett, 2013, 23 (8), 2426-2431. [PDF] Bridle, Byram W.; Chem, Lan; Lemay, Chantal G.; Diallo, Jean –Simon; Pol, Jonathon; Nguyen, Andrew; Capretta, Alfredo; He, Rongqiao; Bramson, Jonathan L.; Bell, John C.; Lichty, Brian D.; Wan, Yonghong. HDAC Inhibition Suppresses Primary Immune Responses, Enhances Secondary Immune Responses, and Abrogates Autoimmunity During Tumor Immunotherapy, Molecular Therapy, 2013, 21(4), 887-894. [PDF] Craney, A.; Ozimok, C.; Capretta, A.; Nodwell, J. R. The Chemical Perturbation of Secondary Metabolism Demonstrates Important Links to Primary Metabolism. Chemistry & Biology, 2012, 19 (8), 1020 -1027. [PDF] Lou, M.; Burger, S. K.; Gilpin, M. E.; Gawuga, V.; Capretta, A.; Berti, P. J. Transition State Analysis of Enolpyruvylshikimate 3-Phosphate Synthase (AroA)-Catalyzed EPSP Hydrolysis. J. Am. Chem. Soc. 2012, 134 (31), 12958-12969. [PDF] Lou, M.; Gilpin, M. E.; Burger, S. K.; Malik, A. M.; Gawuga, V.; Popovic, V.; Capretta, A.; Berti, P. J. Transition State Analysis of Acid-Catalyzed Hydrolysis of an Enol Ether, Enolpyruvylshikimate 3-Phosphate (EPSP). J. Am. Chem. Soc. 2012, 134 (31), 12947-12957. [PDF] Todorovic, N.; Awuah, E.; Albu, S.; Ozimok, C.; Capretta. A. Synthesis of Substituted Isoquinolines via Pd-Catalyzed Cross Coupling Approaches. Org. Lett., 2011, 13(23), 6180-6183. [PDF] Todorovic, N.; Awuah, E.; Shakya, T.; Wright, G.D.; Capretta. A. Microwave-assisted Synthesis of N1- and C3-substituted Pyrazolo[3,4-d]pyrimidine Libraries. Tetrahedron Lett., 2011, 52, 5761 – 5763. [PDF] Awuah, E.; Capretta, A., Development of Methods for the Synthesis of Libraries of Substituted Maleimides and alpha, beta-Unsaturated-gamma-Butyrolactams. J. Org. Chem., 2011, 76 (9), 3122–3130. [PDF] Mezek, T.; Sverko, E.; Rudy, M.D.; Zaruk, D.; Capretta, A.; Hebert, C.E.; Fisk, A.T.; McGoldrick, D.J.; Newton, T.J.; Sutton, T.S.; Koops, M.A.; Muir, A.M.; Johnson, T.B.; Ebener, M.P.; Arts, M.T. Polymethylene-Interrupted Fatty Acids: Biomarkers for Native and Exotic Mussels in the Laurentian Great Lakes. Journal of Great Lakes Research, 2011, 37 (2), 289 -297. [PDF] Albu, S.; Sverko, E.; Arts, M. T.; Capretta, A. Synthesis of Deuterated 5(Z),11(Z)-Eicosadienoic Acid as a Biomarker for Trophic Transfer. Tetrahedron Letters, 2011, 52, 787-788. [PDF] Todorovic, N.; Giacomelli, A.; Hassell, J.A.; Frampton, C.S.; Capretta, A. Microwave-assisted Synthesis of 3-Aryl-Pyrimido[5,4e][1,2,4]triazine-5,7(1H,6H)-dione Libraries: Derivatives of Toxoflavin. Tetrahedron Letters, 2010, 51, 6037 – 6040. [PDF] Mizuguchi, S.; Capretta, A.; Suehiro, S.; Nishiyama, N.; Luke, P.; Potter, R.F.; Fraser, D.D.; Cepinskas, G., Carbon monoxide-releasing molecule CORM-3 suppresses vascular endothelial cell SOD-1/SOD-2 activity while up-regulating the cell surface levels of SOD-3 in a heparin-dependent manner. Free Radical Biology and Medicine, 2010, 49 (10), 1534-1541. [PDF] Awuah, E.; Capretta, A., Strategies and Synthetic Methods Directed Towards the Preparation of Libraries of Substituted Isoquinolines. J. Org. Chem. 2010, 75 (16), 5627–5634. [PDF] Sage, A. T.; Walter, L. A.; Shi, Y.; Khan, M. I.; Kaneto, H.; Capretta, A.; Werstuck, G. H. Hexosamine biosynthesis pathway flux promotes endoplasmic reticulum stress, lipid accumulation, and inflammatory gene expression in hepatic cells. Am J Physiol Endocrinol Metab 2010, 298, E499-511. [PDF] Mizuguchi, S.; Stephen, J.; Dencev-Bihari, R.; Markovic, N.; Suehiro, S.; Capretta, A.; Potter, R. F.; Cepinskas, G. CO-releasing molecule (CORM-3)-derived CO modulates neutrophil (PMN) migration across vascular endothelium by reducing the levels of cell surface-bound elastase. Am J Physiol Heart Circ Physiol 2009, 297, H920-929 [PDF] Pathania, R.; Zlitni, S.; Barker, C.A.; Das, R.; Awuah, E.; Lebert, J.; Melacini, G.; Capretta, A.; Brown, E.D., Chemical genomics in Escherichia coli identifies an inhibitor of bacterial lipoprotein targeting. Nat Chem Biol 2009, 5, 849-856. [PDF] Mizuguchi, S.; Stephen, J.; Bihari, R.; Markovic, N.; Suehiro, S.; Capretta, A.; Potter, R. F.; Cepinskas, G. CO-releasing molecule (CORM-3)-derived CO modulates neutrophil (PMN) migration across vascular endothelium by reducing the levels of cell surface-bound elastase. Am. J. Physiol. Heart Circ. Physiol., 2009, 297, H920-H929. [PDF] Awuah, E.; Capretta, A., Access to Flavones via a Microwave-assisted, One Pot Sonogashira-Carbonylation-Annulation Reaction. Org. Lett., 2009, 11, 3210-3213. [PDF] McNulty, J.; Nair, J. J.; Capretta, A., A synthesis of sulfonamide analogs of platensimycin employing a palladium-mediated carbonylation strategy. Tetrahedron Letters 2009, 50, (28), 4087-4091. [PDF] Partserniak, I.; Werstuck, G.; Capretta, A.; Brennan, J. D., An ESI-MS/MS Method for Screening of Small-Molecule Mixtures against Glycogen Synthase Kinase-3beta (GSK-3beta). ChemBioChem 2008, 9, (7), 1065-1073. [PDF]

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