Tolperisone: evaluation of the lidocaine-like activity by molecular modeling.
Arch Pharm (Weinheim)
; 329(4): 171-8, 1996 Apr.
Article
em En
| MEDLINE
| ID: mdl-8669981
ABSTRACT
Tolperisone (1), a muscle relaxant with lidocaine-like activity, was compared to lidocaine (2) by molecular modeling methods. Conformational search analysis has been employed to find the global minima of these compounds along with numerous low energy conformations from which specific conformers were extracted that show good superimposition of the structural features important for protein binding. Two additional compounds, mepi- (3) and bupivacaine (4), were included in the analysis to validate the method as these ligands show very close structural and pharmacological relationship to lidocaine (2) and are assumed to bind to an identical site. As a result we find conformers of all four ligands that have exactly the same position and orientation of the potential sites for hydrogen bonding with the rest of the molecule showing close comparison of the three-dimensional geometry. Semiempirical calculations furthermore reveal good agreement of the electrostatic potentials of these conformations indicating similar interactions with a receptor. We conclude that tolperisone (1) and lidocaine (2) despite their chemical divergence can still attach to identical protein binding sites.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Tolperisona
/
Anestésicos Locais
/
Lidocaína
/
Relaxantes Musculares Centrais
Idioma:
En
Revista:
Arch Pharm (Weinheim)
Ano de publicação:
1996
Tipo de documento:
Article
País de afiliação:
Alemanha