Synthesis and inhibitory activities against enkephalin degrading aminopeptidase of H-Trp(Nps)-Lys-OMe analogues bearing chelating groups
| Autor: | M. L. De Ceballos, J.C. del Río, Rosario González-Muñiz, J. R. Harto, T. Mme Garcia-Lopez |
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| Rok vydání: | 1992 |
| Předmět: |
chemistry.chemical_classification
Dipeptide Denticity biology Chemistry Stereochemistry Nitro compound Pharmaceutical Science Biological activity Dipeptides Enkephalins In Vitro Techniques Aminopeptidases Corpus Striatum Rats chemistry.chemical_compound Enzyme Enzyme inhibitor Drug Discovery otorhinolaryngologic diseases biology.protein Animals Chelation Protecting group Chelating Agents |
| Zdroj: | Archiv der Pharmazie. 325(12) |
| ISSN: | 0365-6233 |
| Popis: | With the aim of increasing the inhibitory potency of the analgesic dipeptide H-Trp(Nps)-Lys-OMe against enkephalin-degrading aminopeptidases, the following derivatives bearing chelating groups at the N-terminus have been synthesized: Ac-Trp(Nps)-Lys-OMe (3), HS(CH2)nCO-Trp(Nps)-Lys-OMe [n = 1 (4), n = 2 (5)], MeOCO(CH2)n-Trp(Nps)-Lys-OMe [n = 1 (6), n = 2 (7)] and analogues in which the N alpha-amino group has been replaced by a methoxycarbonyl group (8) and a bidentate hydroxamate function (9), respectively. The inhibitory activities of all these compounds and the S-protected derivatives EtNHCOS(CH2)nCO-Trp(Nps)-Lys-OMe [n = 1 (16), n = (17)] against the mentioned enzyme, isolated from rat striatum, are compared with those of the parent dipeptide 2 and bestatin. All the new derivatives showed, in general, inhibitory potencies of the same order of magnitude as compound 2. |
| Databáze: | OpenAIRE |
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