Partial synthesis of 6'-hydroxycinchonine and its antiarrhythmic activity in mice.

Autor: Small LD, Rosenberg H, Nwangwu PU, Holcslaw TL, Stohs SJ
Jazyk: angličtina
Zdroj: Journal of medicinal chemistry [J Med Chem] 1979 Aug; Vol. 22 (8), pp. 1014-6.
DOI: 10.1021/jm00194a027
Abstrakt: The synthesis of 6'-hydroxycinchonine [8R,9S)-cinchonan-6',9-diol] was achieved by demethylating quinidine with boron tribromide in dichloromethane at -75 degrees C. The antiarrhythmic activities of 6'-hydroxycinchonine and quinidine were compared following the infusion of aconitine into the tail veins of mice to induce arrhythmias. Comparative ED50 and LD50 studies for quinidine and 6'-hydroxycinchonine revealed equivalent antiarrhythmic potencies for the two drugs but a smaller acute toxicity for 6'-hydroxycinchonine.
Databáze: MEDLINE