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
-
Analgesic activity of a novel bivalent opioid peptide compared to morphine via different routes of administration.Agents Actions. 1991 Jul;33(3-4):382-7. doi: 10.1007/BF01986590. Agents Actions. 1991. PMID: 1950824
-
New potent biphalin analogues containing p-fluoro-L-phenylalanine at the 4,4' positions and non-hydrazine linkers.Amino Acids. 2011 May;40(5):1503-11. doi: 10.1007/s00726-010-0760-7. Epub 2010 Oct 6. Amino Acids. 2011. PMID: 20924622 Free PMC article.
-
Hydrazone Linker as a Useful Tool for Preparing Chimeric Peptide/Nonpeptide Bifunctional Compounds.ACS Med Chem Lett. 2016 Nov 1;8(1):73-77. doi: 10.1021/acsmedchemlett.6b00381. eCollection 2017 Jan 12. ACS Med Chem Lett. 2016. PMID: 28105278 Free PMC article.
-
Pharmacological Profiles of Oligomerized μ-Opioid Receptors.Cells. 2013 Oct 11;2(4):689-714. doi: 10.3390/cells2040689. Cells. 2013. PMID: 24709876 Free PMC article.
-
Binary drugs: conjugates of purines and a peptide that bind to both adenosine and substance P receptors.J Med Chem. 1987 Aug;30(8):1529-32. doi: 10.1021/jm00391a046. J Med Chem. 1987. PMID: 2441057 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Research Materials