Synthesis of n-cyanoguanidine analogs of known VR1 ligands and bioassay in transgenic nematodes

CHED 1322

Andrew D. Chapp1, Larry G. French, lfrench@stlawu.edu1, Kadine L. Hamilton2, and Ana Y. Estevez2. (1) Department of Chemistry, St. Lawrence University, Johnson Hall of Science, Canton, NY 13617, (2) Department of Biology, St. Lawrence University, Johnson Hall of Science, Canton, NY 13617
The vanilloid receptor 1 (VR1) is a nociceptor capable of responding to thermal, chemical, and protic stimuli. A number of compounds have been demonstrated to act agonistically and antagonistically at this channel which represents a novel target for the development of new analgesics. Our work has included successful bioisosteric replacement of the polar functional groups (cinnamide, amide and thiourea) in a series of known ligands to produce N-cyanoguanidine analogs of compounds including capsaicin, capsazepine, SB 366791 and AMG 9810. A preliminary screening assay is under development for testing these compounds in transgenic C. elegans expressing rat VR1.
 

Undergraduate Research Poster Session: Medicinal Chemistry
2:00 PM-4:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster

Division of Chemical Education

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008