Synthesis and cannabinoid-1 receptor binding affinity of conformationally constrained analogs of taranabant
| Autor: | Laurie G. Castonguay, Sookhee Ha, Lex H.T. Van der Ploeg, Chun-Pyn Shen, Ihor E. Kopka, Zhege J. Lao, Mark T. Goulet, Linus S. Lin, William K. Hagmann, Tung M. Fong, James P. Jewell, Thomas J. Lanza |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
Models
Molecular Molecular model Pyridines medicine.drug_class Stereochemistry medicine.medical_treatment Clinical Biochemistry Molecular Conformation Pharmaceutical Science Carboxamide Context (language use) Biochemistry Chemical synthesis Taranabant Receptor Cannabinoid CB1 Drug Discovery medicine Humans Inverse agonist Computer Simulation Homology modeling Molecular Biology Chemistry Organic Chemistry Amides Molecular Medicine Anti-Obesity Agents Cannabinoid Protein Binding medicine.drug |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 20:4757-4761 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2010.06.127 |
| Popis: | The design, synthesis, and binding activity of ring constrained analogs of the acyclic cannabinoid-1 receptor (CB1R) inverse agonist taranabant 1 are described. The initial inspiration for these taranabant derivatives was its conformation 1a, determined by 1H NMR, X-ray, and molecular modeling. The constrained analogs were all much less potent than their acyclic parent structure. The results obtained are discussed in the context of a predicted binding of 1 to a homology model of CB1R. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect