Dokumentenart: | Artikel | ||||
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Titel eines Journals oder einer Zeitschrift: | Pharmaceutica acta Helvetiae | ||||
Verlag: | Elsevier | ||||
Band: | 42 | ||||
Nummer des Zeitschriftenheftes oder des Kapitels: | 8-10 | ||||
Seitenbereich: | S. 593-603 | ||||
Datum: | 1967 | ||||
Zusätzliche Informationen (Öffentlich): | CAN 67:115443 15 Pharmacodynamics 2480-20-8; 2673-32-7; 5042-94-4; 7232-11-3; 7232-12-4; 7232-12-4; 7275-84-5; 7278-68-4 Role: BAC (Biological activity or effector, except adverse), BSU (Biological study, unclassified), THU (Therapeutic use), BIOL (Biological study), USES (Uses) (anesthetic activity of) | ||||
Institutionen: | Chemie und Pharmazie > Institut für Pharmazie > Entpflichtete oder im Ruhestand befindliche Professoren > Prof. Schönenberger | ||||
Identifikationsnummer: |
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Stichwörter / Keywords: | Circulation (N-aminoacyl ephedrine derivs. effect on heart) Nerves (blocking agents for, N-aminoacyl ephedrine derivs. as) Heart (circulation in, N-aminoacyl ephedrine derivs. effect on) Anesthesia (from N-aminoacyl ephedrine derivs.) LOCAL ANESTHETICS MOL CONFIGURATION LOCAL ANESTHETICS EPHEDRINES NERVE EFFECT NERVE EFFECT EPHEDRINES RECEPTOR EPHEDRINES BINDING | ||||
Dewey-Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
Status: | Veröffentlicht | ||||
Begutachtet: | Ja, diese Version wurde begutachtet | ||||
An der Universität Regensburg entstanden: | Unbekannt / Keine Angabe | ||||
Dokumenten-ID: | 18174 |
Zusammenfassung
The influence of mol. configuration and of pH on the activity of a local anesthetic was detd. by comparing the activities of the 8 stereoisomers of N-(N,N-dimethylphenylalanyl)ephedrine against the isolated ischiadic nerve of frogs and by detg. the median effective dose (ED50) of each stereoisomer required to slow heart ventricle flow rate in frogs by 50% (after 30 min.). The results were as ...
Zusammenfassung
The influence of mol. configuration and of pH on the activity of a local anesthetic was detd. by comparing the activities of the 8 stereoisomers of N-(N,N-dimethylphenylalanyl)ephedrine against the isolated ischiadic nerve of frogs and by detg. the median effective dose (ED50) of each stereoisomer required to slow heart ventricle flow rate in frogs by 50% (after 30 min.). The results were as follows (stereoisomer, minimal blocking concn. in millimoles/l. against the ischiadic nerve at pH 6.35 except where noted, and ED50 in micromoles/l. given): N-(L-N,N-dimethylphenylalanyl)-D-ephedrine (I) 2.0 (pH 7.35), 93.0; N-(D-N,N-dimethylphenylalanyl)-L-ephedrine (II) 4.1 (pH 7.35), 72.0; N-(L-N,N-dimethylphenylalanyl)-L-ephedrine, 11.0, 35.0; N-(D-N,N-dimethylphenylalanyl)-D-ephedrine, 17.0, 62.0; N-(L-N,N-dimethylphenylalanyl)-D-y-ephedrine, 11.3, 96.0; N-(D-N,N-dimethylphenylalanyl)-L-y-ephedrine, 16.8, 78.0; N-(L-N,N-dimethylphenylalanyl)-L-y-ephedrine, 12.0, 200.0; N-(D-N,N-dimethylphenylalanyl)-D-y-ephedrine, 15.2, 102.0. The similarity of the compds. eliminates the possibility that the differences in activity are due to different soly. in the substrate. The different activities of the stereoisomers are attributed to the existence of a stereospecific receptor, possibly a phosphatide. II (const. concn.) in a soln. at pH 6.2 (94% protonated II) was 45% effective for inhibiting the heart ventricle flow rate in frogs but changed in effectiveness as the pH was increased to 8.3 (85% protonated II), i.e., .apprx.42% inhibition at pH 6.8, .apprx.44% at pH 7.3, .apprx.60% at pH 7.9, and .apprx.70% at pH 8.3. Similar, but less pronounced (range of inhibition 30-40%), results were obtained when I was tested at pH 6.2-8.3. Plots of activity against pH are similar in shape but not in magnitude for I and II. The expts. show that hydrophobic binding is important in N-aminoacylephedrine-receptor bonding.
Metadaten zuletzt geändert: 24 Mai 2018 12:20