RESUMO

Capsazepine as well as its derivatives and analogues are general inhibitors of constriction of human small airways. From a systematic variation of the capsazepine structure, divided into four regions, SARs were established. This part concerns the catechol moiety of the A-ring as well as the 2,3,4,5-tetrahydro-1H-2-azepine moiety (the B-ring) of capsazepine. It is revealed that a conformational constrain (as a fused ring) is important and that compounds with a six-membered B-ring (as a 1,2,3,4-tetrahydroisoquinoline) in general are more potent than the corresponding isoindoline, 2,3,4,5-tetrahydro-1H-2-benzazepine and 2,3,4,5-tetrahydro-1H-3-benzazepine derivatives.

Assuntos

Broncodilatadores/síntese química , Broncodilatadores/farmacologia , Capsaicina/análogos & derivados , Catecóis/química , Broncodilatadores/química , Capsaicina/síntese química , Capsaicina/química , Capsaicina/farmacologia , Humanos , Modelos Moleculares , Estrutura Molecular , Respiração/efeitos dos fármacos , Relação Estrutura-Atividade