Cholesterol lowering bile acid binding agents: novel lipophilic polyamines.
A series of novel lipophilic polyamines was synthesized by the sodium cyanoborohydride-mediated reductive amination of various ketones and aldehydes with the polyamine tris(2-aminoethyl)amine. Two of these compounds, N,N-bis[2-(cyclododecylamino)ethyl]-N'-benzyl-1,2-ethanediamine trihydrochloride (36.3HCl) and N,N-bis[2-(cyclododecylmethylamino)ethyl]-N',N'-dimethyl-1,2-ethan ediamine (23), are 29 and 24 times more potent than colestipol hydrochloride, respectively, for lowering animal serum cholesterol levels.
Thomas
E W
EW
Upjohn Company, Kalamazoo, Michigan 49001.
Cudahy
M M
MM
Spilman
C H
CH
Dinh
D M
DM
Watkins
T L
TL
Vidmar
T J
TJ
D000818:Animals; D000924:Anticholesteremic Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D001647:Bile Acids and Salts / Q000378:metabolism*; D008078:Cholesterol, LDL / Q000097:blood; D015243:Cholesterol, VLDL / Q000097:blood; D003084:Colestipol / Q000494:pharmacology; D003370:Coturnix / Q000097:blood; D015394:Molecular Structure; D011073:Polyamines / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000924:Anticholesteremic Agents; D001647:Bile Acids and Salts; D008078:Cholesterol, LDL; D015243:Cholesterol, VLDL; D011073:Polyamines; D003084:Colestipol