Office: Johnson EPS 301D
B.S. Chemistry – Fort Lewis College, Durango, CO
Ph.D. Organic Chemistry – Colorado State University, Fort Collins, CO
Absolute Science, Lexington, MA
Cetek Corporation, Marlborough, MA
Momenta Pharmaceuticals, Cambridge, MA
CHEM 112 – Introduction to Organic and Biochemistry
CHEM 121-122 – General Chemistry
CHEM 341-342 – Organic Chemistry
CHEM 350 – Medicinal Chemistry
GENS 101 – Freshman Studies
Lauroside B (1) is a naturally occurring molecule that was first extracted from Sweet Bay Laurel in 2004. In 2011, researchers demonstrated that 1 has potent biological activity against malignant skin cancer cells, making it an attractive target for laboratory synthesis. Research in the Smith Group is focused on a synthetic route to access 1 via the intermediate synthesis of Vomifoliol (2).
Small molecule metalloprotease inhibitor with in vitro, ex vivo and in vivo efficacy against botulinum neurotoxin serotype A. Jacobson, A.R., Adler, M., Silvaggi, N.R., Allen, K.N., Smith, G.M., Fredenburg, R.A., Stein, R.L., Park, J.-B., Feng, X., Shoemaker, C.B., Deshpande, S.S., Goodnough, M.C., Malizio, C.J., Johnson, E.A., Pellett, S., Tepp, W.H., Tzipori, S. Toxicon, 2017, 137, pp. 36-47.
Synthetic studies toward citrinadin A: Construction of the pentacyclic core.
McCallum, M.E., Smith, G.M., Matsumaru, T., Kong, K., Enquist, J.A., Wood, J.L.
Journal of Antibiotics, 2016, 69 (4), pp. 331-336.
Synthetic studies toward the citrinadins: Enantioselective preparation of an advanced spirooxindole intermediate. Matsumaru, T., McCallum, M.E., Enquist Jr., J.A., Smith, G.M., Kong, K., Wood, J.L. Tetrahedron, 2014, 70 (27-28), pp. 4089-4093.
An Enantioselective Total Synthesis and Stereochemical Revision of (+)-Citrinadin B. Kong, K; Enquist, J.; McCallum, M.; Smith, G.; Matsumaru, T.; Menhaji-Klotz, E.; Wood, J. J. Am. Chem. Soc., 2013, 135 (30), pp. 10890–10893.
Botulinum neurotoxin serotype A inhibitors: Small-molecule mercaptoacetamide analogs. Moe, S.T., Thompson, A.B., Smith, G.M., Fredenburg, R.A., Stein, R.L., Jacobson, A.R. Bioorganic and Medicinal Chemistry, 2009, 17 (8), pp. 3072-3079.