| Synthesis and anticonvulsant activity of N,N-phthaloyl derivatives of central nervous system inhibitory amino acids. | |
| | |
MedLine Citation:
|
PMID: 11759171 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
|
In order to study the influence of the length of the amino acid chain of N,N-phthaloyl-amino acid amides as analogues of the former anticonvulsant taltrimide on the seizure-antagonizing activity glycine, beta-alanine and gamma-aminobutyric acid (GABA) derivatives were synthesized. The corresponding taurine derivatives were also included. Generally, the glycine-derived amides showed a higher activity than the beta-alanine and GABA derivatives in the maximal electroshock seizure (MES) test in mice upon intraperitoneal administration. The activity was comparable to the respective taurine derivatives. The N,N-phthaloyl-glycine amides were also active in the MES test upon oral administration to rats. No significant activity was noted in the seizure threshold test with subcutaneous pentylene-tetrazole. The ED50 of N,N-phthaloyl-glycine ethyl amide (4b) in the MES test upon intraperitoneal administration to mice was 19.1 mg/kg. On a molar basis this activity is comparable to the activity of phenytoin with little toxicity in the rotorod test. In conclusion, N,N-phthaloyl-glycine amides might represent promising antiepileptic drugs. |
| | |
Authors:
|
C O Usifoh; D M Lambert; J Wouters; G K Scriba |
Publication Detail:
|
Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
|
Title: Archiv der Pharmazie Volume: 334 ISSN: 0365-6233 ISO Abbreviation: Arch. Pharm. (Weinheim) Publication Date: 2001 Oct |
Date Detail:
|
Created Date: 2001-12-10 Completed Date: 2002-01-22 Revised Date: 2008-11-21 |
Medline Journal Info:
|
Nlm Unique ID: 0330167 Medline TA: Arch Pharm (Weinheim) Country: Germany |
Other Details:
|
Languages: eng Pagination: 323-31 Citation Subset: IM |
Affiliation:
|
Department of Pharmaceutical Chemistry, University of Jena, Philosophenweg 14, 07743 Jena, Germany. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
Amino Acids
/
chemical synthesis*,
pharmacology* Animals Anticonvulsants / chemical synthesis*, pharmacology* Chemistry, Physical Convulsants / pharmacology Electroshock Indicators and Reagents Mice Pentylenetetrazole / antagonists & inhibitors, pharmacology Phthalic Acids / chemical synthesis*, pharmacology* Physicochemical Phenomena Structure-Activity Relationship |
| Chemical | |
Reg. No./Substance:
|
0/Amino Acids; 0/Anticonvulsants; 0/Convulsants; 0/Indicators and Reagents; 0/Phthalic Acids; 54-95-5/Pentylenetetrazole |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Naphthazarin derivatives (VIII): Synthesis, inhibitory effect on DNA topoisomerase-I, and antiprolif...
Next Document: Antinociceptive properties of chalcones. Structure-activity relationships.