Document Detail


Mechanisms of photoinduced electron transfer reactions of lappaconitine with aromatic amino acids. Time-resolved CIDNP study.
MedLine Citation:
PMID:  15731875     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
CIDNP techniques were applied to the investigation of the elementary mechanism of photoinduced interaction between anti-arrhythmic drug lappaconitine and amino acids tyrosine and tryptophan. It has been shown that the reactions involve the formation of lappaconitine radical anion. Lappaconitine radical anion is unstable and rapidly eliminates N-acetyl anthranilic acid via protonation and ether bond cleavage. The rate constant of ether bond cleavage was estimated to be equal to 4 x 10(5) s(-1). The role of single electron transfer is discussed in the light of the model of drug-receptor interactions.
Authors:
Nikolai E Polyakov; Vladimir K Khan; Marc B Taraban; Tatyana V Leshina; Olga A Luzina; Nariman F Salakhutdinov; Genrikh A Tolstikov
Related Documents :
10813885 - Kinetic comparison of trifluoroacetic acid cleavage reactions of resin-bound carbamates...
10563775 - Rapid esterification of nucleosides to solid-phase supports for oligonucleotide synthes...
10831095 - Pellicle precursor protein crosslinking characterization of an adduct between acidic pr...
17144295 - Structural analysis of oligomeric molecules formed from the reaction products of oleic ...
15033455 - Modulation of angiogenesis-related protein synthesis by valproic acid.
23201525 - Production of acetone, butanol, and ethanol from biomass of the green seaweed ulva lact...
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2005-02-04
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  3     ISSN:  1477-0520     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2005 Mar 
Date Detail:
Created Date:  2005-02-25     Completed Date:  2006-06-22     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  881-5     Citation Subset:  IM    
Affiliation:
Institute of Chemical Kinetics and Combustion, Novosibirsk-90, 630090, Russia. polyakov@ns.kinetics.nsc.ru
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Aconitine / analogs & derivatives*,  chemistry
Amino Acids, Aromatic / chemistry*
Anthranilic Acids / chemistry
Anti-Arrhythmia Agents / chemistry
Electron Transport
Free Radicals / chemistry
Ions / chemistry
Magnetic Resonance Spectroscopy*
Molecular Structure
Photochemistry
Protons
Tryptophan / chemistry
Tyrosine / chemistry
Chemical
Reg. No./Substance:
0/Amino Acids, Aromatic; 0/Anthranilic Acids; 0/Anti-Arrhythmia Agents; 0/Free Radicals; 0/Ions; 0/Protons; 302-27-2/Aconitine; 32854-75-4/lappaconitine; 55520-40-6/Tyrosine; 73-22-3/Tryptophan; 89-52-1/N-acetylanthranilic acid

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Thermotropic liquid-crystalline peptide derivatives: oligo(glutamic acid)s forming hydrogen-bonded c...
Next Document:  Structure-activity relationships of galabioside derivatives as inhibitors of E. coli and S. suis adh...