Section 45
Chapter 44,041

Probes for narcotic receptor mediated phenomena. 5. Narcotic antagonist irreversible ligands based on endoethenotetrahydrooripavine

Jacobson, A.E.; Bajwa, B.S.; Streaty, R.A.; Klee, W.A.; Rice, K.C.

Life Sciences 33 Suppl. 1: 159-162


ISSN/ISBN: 0024-3205
PMID: 6319854
DOI: 10.1016/0024-3205(83)90468-x
Accession: 044040258

Download citation:  

Nine new compounds have been synthesized as potential affinity ligands for specific opioid receptors. The biochemical properties of three of these compounds were examined in detail and one of them, N-cyclopropylmethyl-7 alpha-methylfumaroylamido-6, 14-endoethenotetrahydronororipavine (NIH 10236), was found to be a potent irreversible ligand for the delta opioid receptor. It had the properties of a narcotic antagonist, as determined by its effect on adenylate cyclase activity of NG108-15 neuroblastoma-glioma cell homogenates. It is, thus, the first delta specific alkylating ligand known which is a narcotic antagonist. A second compound, the N-cyclopropylmethyl-7 alpha-isothiocyanato-6, 14-endoethenotetrahydronororipavine (NIH 10235) was found to be a mu specific alkylating ligand in brain and a reversible antagonist in the NG108-15 cells.

PDF emailed within 0-6 h: $19.90