The synthesis, and structure-activity relationships of some long chain acyl carnitine esters on the coronary circulation of the rat isolated heart.
The synthesis of the isopropyl ester of carnitine and a series of fatty acid derivatives with fatty acid lengths C8-C30 is described. Bolus doses of these compounds (0.03-300 nmol) showed coronary vasodilator activity in the rat isolated heart. Increasing fatty acid chain length from C8 to C16 resulted in an increased vasodilator potency. Longer lasting vasodilation was observed with the C20 compound. Increasing fatty acid chain length to C30 was associated with a small dilator response preceded by vasoconstriction.
Criddle
D N
DN
Pharmacology Group, University of Bath, UK.
Dewar
G H
GH
Radniknam
M
M
Wathey
W B
WB
Woodward
B
B
D000818:Animals; D002331:Carnitine / Q000031:analogs & derivatives*; D003326:Coronary Circulation / Q000187:drug effects*; D004952:Esters / Q000138:chemical synthesis / Q000494:pharmacology; D008297:Male; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship; D014665:Vasodilator Agents / Q000138:chemical synthesis / Q000494:pharmacology*
D004952:Esters; D014665:Vasodilator Agents; D002331:Carnitine