Professor
Floyd D. and Elisabeth S. Gottwald Chair in Chemistry
Organic Chemistry
office: Gottwald Center for the Sciences, C-309
phone: 804-287-6498
email: jgupton@richmond.edu
homepage: http://facultystaff.richmond.edu/~jgupton
Education:
Ph.D. and M.S. - Georgia Institute of Technology
B.S. - Virginia Military Institute
Classes Taught: (Spring 2008)
CHEM205-01/02 – Organic Chemistry I
Classes Taught: (Fall 2008)
CHEM206-01/02 – Organic Chemistry II
Office Hours:
MTWF 11:15-12:30
Research Interests:
Dr. Gupton’s primary research interests involve developing new organic reactions that can be applied to the synthesis of bioactive compounds in agriculture and medicine. More specifically, he has studied for some time the preparation and reactions of novel vinylogous iminium salts as building blocks for the construction of highly functionalized heterocycles. In recent years this work has focused on the preparation of pyrroles by this methodolgy and the subsequent application to the synthesis of bioactive marine natural products which contain the pyrrole ring system.
Selected Publications:
- J. Gupton, “Pyrrole Natural Products with Antitumor Properties”, Chapter. 2, pp 53-92 in “Heterocyclic Antitumor Antibiotics: Topics in Heterocyclic Chemistry, Vol.2″, Ed. by M. Lee, Springer-Verlag, Berlin/Heidelberg, 2006: ISBN # 3-540-30982-9.
- J. Gupton, E. Banner, A. Scharf*, B. Norwood, R. Kanters, R. Dominey, J. Hempel*, A. Kharlamova*, I. Bluhn-Chertudi*, C. Hickenboth*, B. Little*, M. Coppock*, K. Krumpe, B. Burnham, H. Holt., K. Du, K. Keertikar, A. Diebes, S. Ghassemi and J. Sikorski, “The Application of Vinylogous Iminium Salt Derivatives to an Efficient Synthesis of the Pyrrole Containing Alkaloids Rigidin and Rigidin E”, Tetrahedron, 62, 8243-8255 (2006).
- S. Arimitsu, T. Konno, T. Ishihara, H. Yamanaka and J. Gupton, “Synthetic Application of Fluorinated Vinamidinium Salts: Synthesis of Fluorinated 1,3-butadienylphosphonates by the Reaction With Horner-Wadsworth-Emmons Reagents”, J. of Fluorine Chem., 127, 1235-1241 (2006).
- S. Mooberry, K. Wiederhold, S. Dakshanamurthy, E. Hamel, E. Banner, A. Kharlamova*, J. Hempel*, J. Gupton and M. Brown, “Identification and Characterization of a New Tubulin-Binding Tetrasubstituted Brominated Pyrrole”, Molecular Pharmacology, 72 (1), 132-140 (2007).
- C. Arthur, J. Gupton, G. Kellog, A. Yeudall and D. Gewirtz, “Autophagic Cell Death, Polyploidy and Senescence Induced in Breast Tumor Cells by the Substituted Pyrrole JG-03-14, a Novel Microtubule Poison”, Biochemical Pharmacology, 74, 981-991 (2007).
(* Denotes UR undergraduate student)