Document Detail


Chiral recognition of verapamil by cyclodextrins studied with capillary electrophoresis, NMR spectroscopy, and electrospray ionization mass spectrometry.
MedLine Citation:
PMID:  10467315     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Capillary electrophoresis (CE) allows the observation of the opposite affinities of the enantiomers of (+/-)-verapamil [2-isopropyl-2,8-bis(3,4-dimethoxyphenyl)-6-methyl-6-azaoctannitrile+ ++, VP] toward beta-cyclodextrin (beta-CD) and heptakis(2,3, 6-tri-O-methyl)-beta-CD (TM-beta-CD). In addition, in the presence of beta-CD in the background electrolyte, longer migration times and lower separation factors were observed compared to TM-beta-CD. The binding constants of (+)- and (-)-VP with beta-CD and TM-beta-CD determined using (13)C NMR spectroscopy explain the results observed in CE. Electrospray ionization mass spectrometry (ESI-MS) was used as an alternative technique for the characterization of VP-CD complexes.
Authors:
B Chankvetadze; N Burjanadze; G Pintore; D Strickmann; D Bergenthal; G Blaschke
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chirality     Volume:  11     ISSN:  0899-0042     ISO Abbreviation:  Chirality     Publication Date:  1999  
Date Detail:
Created Date:  1999-10-25     Completed Date:  1999-10-25     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  8914261     Medline TA:  Chirality     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  635-44     Citation Subset:  IM    
Copyright Information:
Copyright 1999 Wiley-Liss, Inc.
Affiliation:
Institute of Pharmaceutical Chemistry, University of Münster, Hittorfstrasse 58-62, 48149 Münster, Germany.
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MeSH Terms
Descriptor/Qualifier:
Calcium Channel Blockers / chemistry*
Cyclodextrins / pharmacology*
Electrophoresis, Capillary
Magnetic Resonance Spectroscopy
Mass Spectrometry
Stereoisomerism
Verapamil / analysis,  chemistry*
beta-Cyclodextrins*
Chemical
Reg. No./Substance:
0/Calcium Channel Blockers; 0/Cyclodextrins; 0/beta-Cyclodextrins; 52-53-9/Verapamil; 7585-39-9/betadex

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


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