Abstract
H-Dmt-Tic-NH-CH2-Bid (UFP-502) was the first δ-opioid agonist prepared from the Dmt-Tic pharmacophore. It showed interesting pharmacological properties, such as stimulation of mRNA BDNF expression and antidepression. To evaluate the importance of 1H-benzimidazol-2-yl (Bid) in the induction of δ-agonism, it was substituted by similar heterocycles: The substitution of NH(1) by O or S transforms the reference δ-agonist into δ-antagonists. Phenyl ring of benzimidazole is not important for δ-agonism; in fact 1H-imidazole-2-yl retains δ-agonist activity.
Original language | English (US) |
---|---|
Pages (from-to) | 3032-3038 |
Number of pages | 7 |
Journal | Bioorganic and Medicinal Chemistry |
Volume | 16 |
Issue number | 6 |
DOIs | |
State | Published - Mar 15 2008 |
Keywords
- Dmt-Tic pharmacophore
- Opioid peptides
- UFP-502
- δ-Opioid receptors
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry