Difference in antimalarial activity between certain amino alcohol diastereomers.
A striking difference in antimalarial activity between the diastereomers of 6-bromo-alpha-[2-(1-methylpiperidyl)]-9-phenanthrenemethanol, alpha-(3-peperidyl)-3,6-bis(trifluoromethyl)-9-phenanthrenemethanol, and alpha-(3-piperidyl)-2,8-bis(trifluoromethyl)-4-quinolinemethanol was observed. A possible explanation involving the N-O distance and active site binding requirements is suggested.
D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000627:therapeutic use; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000627:therapeutic use; D008288:Malaria / Q000188:drug therapy; D051379:Mice; D008968:Molecular Conformation; D010962:Plasmodium berghei; D011804:Quinolines / Q000138:chemical synthesis* / Q000627:therapeutic use; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000605:Amino Alcohols; D000962:Antimalarials; D011804:Quinolines