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Chemistry Department

Clare Gutteridge

Associate Professor

(410) 293-6638 Phone (410) 293-2218 FAX

Chemistry Department
U.S. Naval Academy
572M Holloway Road
Annapolis, MD 21402-5026

Course Information

Foundations of Chemistry I/II: SC111/SC112. Organic I/II: SC225/SC226. Integrated Lab: SC261/2. Advanced Organic: SC325. Medicinal Chemistry: SC425. Midshipman Research: SC495/496/Trident

Research Interests

In any given year, nearly ten percent of the global population will suffer from malaria and more than 1 million people will die as a result–a death from malaria every 30 seconds. Malaria is caused by the protozoan parasite Plasmodium. Resistance of this parasite to our current medicines makes malaria is a formidable enemy to civilians living in malarial infected regions, and warfighters who operates in such areas. Since 2002, in collaboration with the Walter Reed Army Institute of Research (WRAIR), we have explored a number of classes of organic molecules with the aim of producing easily-synthesized and novel compounds with potential as antimalarial therapeutics. This research involves the design, synthesis and then antimalarial testing of compounds such as the ones shown below (click on the structures for summaries of some of our findings). If you are interested in pursuing a project in such areas, do please get in touch!

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Selected Publications:

Synthesis of Dichlorophenyl-, Cyanophenyl- and Quinolinyl-Substituted α-Ethoxyacetic Acids and Derivatives, via α-Hydroxyarylacetic Acids”. C. E. Gutteridge, S. M. Curtis,Midn 1/C J. W. Major, Midn 1/C D. A. Nin, A. K. Bhattacharjee, Daniel A. Nichols and L. Gerena. Letters in Organic Chemistry201512

In vitro efficacy of 7-benzylamino-1-isoquinolinamines against Plasmodium falciparum related to the efficacy of chalcones,” Gutteridge, Clare E., Midn 1/C Hoffmann, Marshall M., Bhattacharjee, Apurba K., Milhous, Wilbur K. and Gerena, Lucia, Bioorg. Med. Chem. Lett.201121, 786–789.

In Vitro Biotransformation, In Vivo Efficacy and Pharmacokinetics of Antimalarial Chalcones,  Clare E. Gutteridge, Darshan S. Thota, Sean M. Curtis, Michael P. Kozar, QiguiLi, Lisa Xie, Jing Zhang, Victor Melendez, Constance O. Asher, Thulan T. Luong, Lucia Gerena, Daniel A. Nichols and Gettayacamin Montip, Pharmacology., 201187, 96-104. Estimated CG Contribution 30%. 

Selective inhibition of Pfmrk, aPlasmodium falciparumCDK, by antimalarial 1,3-diaryl-2-propenones,”Geyer, Jeanne A.; Keenan, Susan M.; Woodard, Cassandra L.; Thompson, Philip A.; Gerena, Lucia; Nichols, Daniel A.; Gutteridge, Clare E.; Waters, Norman C.,Bioorg. Med. Chem. Lett.,2009,19, 1982.

The synthesis of azadirachtin: a potent insect antifeedant, ”Ley, Steven V.; Abad-Somovilla, Antonio; Anderson, James C.; Ayats, Carles; Banteli, Rolf; Beckmann, Edith; Boyer, Alistair; Brasca, Maria G.; Brice, Abigail; Broughton, Howard B.; Burke, Brenda J.; Cleator, Ed; Craig, Donald; Denholm, Alastair A.; Denton, Ross M.; Durand-Reville, Thomas; Gobbi, Luca B.; Bobel, Michael; Gray, Brian Lawrence; Grossmann, Robert B.; Gutteridge, Clare E.; Hahn, Norbert; Harding, Sarah L.; Jennens, David C.; Jennens, Lynn; Lovell, Peter J.; Lovell, Helen J.; de la Puente, Mary L.; Kolb, Hartmuth C.; Koot, Win-Jan; Maslen, Sarah L.; McCusker, Catherine F.; Mattes, Amos; Pape, Andrew R.; Pinto, Andrea; Santafianos, Dinos; Scott, James S.; Smith, Stephen C.; Somers, Andrew Q.; Spilling, Christopher D.; Stelzer, Frank; Toogood, Peter L.; Turner, Richard M.; Veitch, Gemma E.; Wood, Anthony; Zumbrunn, Cornel,Chemistry--A European Journal,2008,14, 10683.

Synthesis and Antimalarial Activity of 7-Benzylamino-1-isoquinolines’, Clare E. Gutteridge, Marshall M. Hoffman, Apurba K. Bhattacharjee and Lucia Gerena,Journal of Heterocyclic Chemistry,2007,44, 633.

AnIn Silico3D Pharmacophore Model of Chalcones Useful in the Design of Novel Antimalarial Agents”, Apurba K. Bhattacharjee, Daniel A. Nichols, Lucia Gerena and Clare E. Gutteridge,Medicinal Chemistry,2007,3, 317.

Antileishmanial and Antimalarial Chalcones: Synthesis, Efficacy and Cytotoxicity of Pyridinyl and Naphthalenyl Analogs”, C. E. Gutteridge, J. V. Vo, C. B. Tillett, J. A. Vigilante, J. R. Dettmer, S. L. Patterson, K. A. Werbovetz, J. Capers, D. A. Nichols, A. K. Bhattacharjee and L. Gerena,Medicinal Chemistry,2007,3(2), 115.

In vitro and in vivo efficacy and in vitro metabolism of1-phenyl-3-aryl-2-propen-1-onesagainstPlasmodium falciparum”, Clare E. Gutteridge, Daniel A. Nichols, Sean M. Curtis, Darshan S. Thota, Joseph V. Vo, Lucia Gerena, Gettayacamin Montip, Constance O. Asher, Damaris S. Diaz, Charles A. DiTusa, Kirsten S. Smith and Apurba K. Bhattacharjee,Bioorg. Med. Chem. Lett.,2006,16, 5682.

Preparation Of Benzisoxazoles As LXR Ligands For Treating Dyslipidemic Conditions”,Jones, A. Brian, Adams, Alan D., Green, Ahren I., Huang, Shaei Y., Tse, Bruno, Gutteridge, Clare E., Cheng, Yuan (2004), WO 2004011448.

N-(3-Phenylsulfonyl-3-Piperidinoyl)-Phenylalanine Derivatives AsPotent, Selective VLA-4 Antagonists”, C. E. Gutteridge, S. E. de Laszlo, T. M. Kamenecka, E. McCauley, G. van Riper, R. A. Mumford, U. Kidambi, L. A. Egger, X. Tong, W. K. Hagmann,Bioorganic and Medicinal Chemistry Letters,2003,13, 885-890.

Preparation Of Podocarpic Acid Derivatives As LXR Agonists For Treating Dyslipidemic Conditions”, Alan D. Adams, Aileen Bouffard, James F. Dropinski, Clare E. Gutteridge, A. Brian Jones, Weiguo Lui, John George Ondeyka, Sheo Bux Singh, (2003) US 20030125357.

Preparation of Substituted Isonipecotyl Derivatives as Inhibitors of Cell Adhesion”, De Laszlo, Stephen E., Gutteridge, Clare E., Hagmann, William, K., (2002) US 2002019419.

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