Double-enkephalins--synthesis, activity on guinea-pig ileum, and analgesic effect
- PMID: 7134034
- DOI: 10.1016/0196-9781(82)90173-5
Double-enkephalins--synthesis, activity on guinea-pig ileum, and analgesic effect
Abstract
We have synthesized enkephalin analogues in which C-terminal methionine or leucine residues are replaced by a second active fragment of the enkephalin analogue. Synthesis of two compounds is described: in one, two fragments of a D-Ala2-enkephalin analogue are connected by a -NH-NH-bridge, and in the other, three methylene groups are incorporated between the amino groups. The first compound is a very potent inhibitor of electrically induced contractions of guinea-pig ileum and produces a strong analgesia when administered intraperitoneally in mice. The second compound is less active on the ileum and fails to produce analgesia after systemic injection. The double-enkephalins may interact with mu-receptors.
Similar articles
-
Double enkephalins.Pol J Pharmacol Pharm. 1982;34(1-3):69-71. Pol J Pharmacol Pharm. 1982. PMID: 7167423
-
Involvement of different receptor subtypes for the production of in vitro and in vivo effects in a series of synthetic enkephalin analogues.J Pharmacobiodyn. 1985 Nov;8(11):975-80. doi: 10.1248/bpb1978.8.975. J Pharmacobiodyn. 1985. PMID: 3005543
-
[Cys(O2NH2)2]enkephalin analogues and dalargin: selectivity for delta-opioid receptors.Eur J Pharmacol. 1996 May 23;304(1-3):99-108. doi: 10.1016/0014-2999(96)00083-0. Eur J Pharmacol. 1996. PMID: 8813590
-
Inhibitory effect of enkephalins on contractions of the guinea-pig ileum elicited by PGE1.Agents Actions. 1977 Sep;7(3):317-9. doi: 10.1007/BF01969562. Agents Actions. 1977. PMID: 596315
-
Pharmacologic and toxic effects in animals of dextropropoxyphene and its major metabolite norpropoxyphene: a review.Hum Toxicol. 1984 Aug;3 Suppl:13S-36S. doi: 10.1177/096032718400300103. Hum Toxicol. 1984. PMID: 6090306 Review. No abstract available.
Cited by
-
CNS drug delivery: opioid peptides and the blood-brain barrier.AAPS J. 2006 Feb 24;8(1):E76-88. doi: 10.1208/aapsj080109. AAPS J. 2006. PMID: 16584136 Free PMC article. Review.
-
Solution-phase-peptide synthesis via the group-assisted purification (GAP) chemistry without using chromatography and recrystallization.Chem Commun (Camb). 2014 Feb 7;50(10):1259-61. doi: 10.1039/c3cc48509a. Chem Commun (Camb). 2014. PMID: 24336500 Free PMC article.
-
Solution Phase Peptide Synthesis: The Case of Biphalin.Methods Mol Biol. 2025;2931:143-154. doi: 10.1007/978-1-0716-4562-8_12. Methods Mol Biol. 2025. PMID: 40531455
-
Cyclic biphalin analogues with a novel linker lead to potent agonist activities at mu, delta, and kappa opioid receptors.Bioorg Med Chem. 2018 Jul 23;26(12):3664-3667. doi: 10.1016/j.bmc.2018.05.045. Epub 2018 May 26. Bioorg Med Chem. 2018. PMID: 29858157 Free PMC article.
-
A molecular dynamics study on opioid activities of biphalin molecule.J Mol Model. 2011 Oct;17(10):2455-64. doi: 10.1007/s00894-010-0931-1. Epub 2010 Dec 23. J Mol Model. 2011. PMID: 21181216
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Research Materials