N1'-fluoroethyl-naltrindole (BU97001) and N1'-fluoroethyl-(14-formylamino)-naltrindole (BU97018) potential delta-opioid receptor PET ligands
- PMID: 12031880
- DOI: 10.1016/s0969-8051(02)00300-1
N1'-fluoroethyl-naltrindole (BU97001) and N1'-fluoroethyl-(14-formylamino)-naltrindole (BU97018) potential delta-opioid receptor PET ligands
Abstract
The properties of two prospective positron emission tomography (PET) ligands for the delta-opioid receptor, N1'-fluoroethyl-naltrindole (BU97001) and N1'-fluoroethyl-(14-formylamino)-naltrindole (BU97018) were investigated. Both were antagonists in the mouse vas deferens, and showed high affinity and selectivity, 1.81 nM and 3.09 nM respectively. [3H]BU97001 binding to rat whole brain was also of high affinity, K(D) of 0.42 nM of and B(MAX) of 59.95 fmol mg of protein(-1). In autoradiographic studies, it was found to bind to brain areas previously shown to be associated with the delta-opioid receptor and good correlations were found to exist with naltrindole and DPDPE. BU97018 and especially BU97001 appear to show good potential as delta-opioid receptor PET ligands with the incorporation of 18F.
Similar articles
-
Characterization of [3H]naltrindole binding to delta opioid receptors in mouse brain and mouse vas deferens: evidence for delta opioid receptor heterogeneity.J Pharmacol Exp Ther. 1994 Feb;268(2):836-46. J Pharmacol Exp Ther. 1994. PMID: 8113996
-
Synthesis, opioid receptor binding, and bioassay of naltrindole analogues substituted in the indolic benzene moiety.J Med Chem. 1998 Jul 16;41(15):2872-81. doi: 10.1021/jm980083i. J Med Chem. 1998. PMID: 9667975
-
Imaging of delta opioid receptors in human brain by N1'-([11C]methyl)naltrindole and PET.Synapse. 1996 Sep;24(1):19-28. doi: 10.1002/(SICI)1098-2396(199609)24:1<19::AID-SYN3>3.0.CO;2-J. Synapse. 1996. PMID: 9046073
-
N1’-([11C]Methyl)naltrindole.2007 Apr 12 [updated 2007 May 8]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004–2013. 2007 Apr 12 [updated 2007 May 8]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004–2013. PMID: 20641218 Free Books & Documents. Review.
-
Synthetic strategies for the construction of C3-N1' bisindoles.Org Biomol Chem. 2024 Feb 28;22(9):1756-1764. doi: 10.1039/d3ob02089d. Org Biomol Chem. 2024. PMID: 38319400 Review.
Cited by
-
The delta opioid receptor tool box.Neuroscience. 2016 Dec 3;338:145-159. doi: 10.1016/j.neuroscience.2016.06.028. Epub 2016 Jun 24. Neuroscience. 2016. PMID: 27349452 Free PMC article. Review.
-
Design, Synthesis, and Characterization of New δ Opioid Receptor-Selective Fluorescent Probes and Applications in Single-Molecule Microscopy of Wild-Type Receptors.J Med Chem. 2024 Aug 8;67(15):12618-12631. doi: 10.1021/acs.jmedchem.4c00627. Epub 2024 Jul 23. J Med Chem. 2024. PMID: 39044606 Free PMC article.
-
A Survey of Molecular Imaging of Opioid Receptors.Molecules. 2019 Nov 19;24(22):4190. doi: 10.3390/molecules24224190. Molecules. 2019. PMID: 31752279 Free PMC article. Review.
-
A new opioid designed multiple ligand derived from the micro opioid agonist endomorphin-2 and the delta opioid antagonist pharmacophore Dmt-Tic.Bioorg Med Chem. 2007 Nov 15;15(22):6876-81. doi: 10.1016/j.bmc.2007.08.047. Epub 2007 Aug 29. Bioorg Med Chem. 2007. PMID: 17851080 Free PMC article.
-
Synthesis and in vivo brain distribution of carbon-11-labeled δ-opioid receptor agonists.Nucl Med Biol. 2010 Nov;37(8):989-96. doi: 10.1016/j.nucmedbio.2010.06.002. Epub 2010 Jul 24. Nucl Med Biol. 2010. PMID: 21055630 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Research Materials
