Gmeiner P, Hübner H (2005)
Publication Type: Journal article
Publication year: 2005
Publisher: Elsevier
Book Volume: 13
Pages Range: 4434-4442
DOI: 10.1016/j.bmc.2005.04.047
Structural variations of the lead compound FAUC 88 led to dopaminergic enynes with an extended π-system when Pd-catalyzed cross coupling reactions were employed for the key reaction steps. The dienyne 9b displayed substantial affinity for the dopamine receptor subtype D3 and remarkable selectivity over D4. Compared to FAUC 88, the novel fancy bioisostere 9b displayed reduced ligand efficacy. DFT-based conformational analysis of the test compound 9b, including the calculation of diagnostic magnetic shielding properties and their comparison with experimentally derived NMR data, indicated a clear energetic preference for the s-trans geometry of the diene substructure. © 2005 Elsevier Ltd. All rights reserved.
APA:
Gmeiner, P., & Hübner, H. (2005). Fancy Bioisosteres: Synthesis, SAR and Pharmacological Investigations of Novel Nonaromatic Dopamine D3 Receptor Ligands. Bioorganic & Medicinal Chemistry, 13, 4434-4442. https://doi.org/10.1016/j.bmc.2005.04.047
MLA:
Gmeiner, Peter, and Harald Hübner. "Fancy Bioisosteres: Synthesis, SAR and Pharmacological Investigations of Novel Nonaromatic Dopamine D3 Receptor Ligands." Bioorganic & Medicinal Chemistry 13 (2005): 4434-4442.
BibTeX: Download