Isosteres of chiral clofibric acid analogs: synthesis, resolution, absolute configuration and HPLC detection of the optical purity.
Both racemic and enantiomeric forms of some isosteres of chiral clofibric acid analogs have been synthesized. Also, the absolute configuration has been established by chemical correlation and the optical purity determined by a simple HPLC procedure. Moreover, these studies show that the isosteric substitution of the ether oxygen atom of alpha-aryloxy-alkanoic acids with sulfur, amino and methylene groups lead to compounds in which both biological activity and stereoselectivity regarding chloride channel are highly reduced.
Ferorelli
S
S
Istituto Scienze del Farmaco, Università G. D'Annunzio, Chieti, Italy.
Loiodice
F
F
Tortorella
V
V
Amoroso
R
R
Bettoni
G
G
Conte-Camerino
D
D
De Luca
A
A
D000818:Animals; D018118:Chloride Channels / Q000187:drug effects / Q000502:physiology; D002851:Chromatography, High Pressure Liquid; D002995:Clofibric Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D008968:Molecular Conformation; D018482:Muscle, Skeletal / Q000187:drug effects / Q000502:physiology; D051381:Rats; D013237:Stereoisomerism
D018118:Chloride Channels; D002995:Clofibric Acid