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Chem Biol Interact ; 124(1): 1-11, 2000 Jan 03.
Artigo em Inglês | MEDLINE | ID: mdl-10658898

RESUMO

The binding of drugs to human serum albumin determines the drug distribution through the systemic circulation and its pharmacological effects on the organism. Then, with the aim of obtaining information concerning the drug structural features which favour their binding on seroalbumin we have studied the seroalbumin binding to the heterocyclic drugs such as warfarin, propylthiouracil and cromoglycate and to similar compounds such as 4-hydroxy-coumarin, 3-acetylcoumarin, coumarin, benzylthiouracil, propyluracil, thiouracil, chromone and chromanol. These compounds were competitively displaced by warfarin at their primary binding sites on seroalbumin. The comparative analysis of the binding data showed that heterocyclic compounds such as benzopyranes (coumarins and chromanol) and benzyl pyrimidines with 4-hydroxyl groups bind specifically in the warfarin binding site. Then, 4-hydroxyl-bencene heterocycles will displace other ligands from the subdomain IIA of the seroalbumin molecule. Therefore, we can predict that the administration concomitant of warfarin, cromoglycate, propylthiouracil and analogous heterocyclic drugs involves the displacement of the drug without 4-hydroxyl and benzyl groups, increasing their free fraction in serum and the amount of active drug.


Assuntos
Benzopiranos/metabolismo , Pirimidinas/metabolismo , Albumina Sérica/metabolismo , 4-Hidroxicumarinas/metabolismo , Ligação Competitiva , Cromanos/metabolismo , Humanos , Cinética , Ligação Proteica , Relação Estrutura-Atividade , Tiouracila/análogos & derivados , Tiouracila/metabolismo , Varfarina/metabolismo
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