Carboxylic acids and chloride conductance in skeletal muscle: influence on the pharmacological activity induced by the chain substituents and the distance between the phenolic group and the carboxylic function in 4-chloro-phenoxy alkanoic acids.
Some analogues of 2-(4-chloro-phenoxy)-propionic acid have been synthesized to evaluate the influence on the skeletal muscle chloride conductance of the distance between the phenolic and the carboxylic groups and/or the presence of substituents and chiral centers differently located on the carbon chain. Absolute configuration and/or chiroptical properties of the chiral compounds synthesized have been determined. These compounds, differently from fibrates, show a very low activity on chloride conductance and no remarkable correlation of this parameter with the absolute configuration.
Dipartimento Farmaco Chimico - Università degli Studi, Bari.
F
F
Loiodice
S
S
Ferorelli
N
N
Tangari
G
G
Bettoni
V
V
Tortorella
S
S
Pierno
A
A
De Luca
D
D
Tricarico
D
D
Conte-Camerino
D000818:Animals; D002264:Carboxylic Acids / Q000494:pharmacology*; D018118:Chloride Channels; D002994:Clofibrate / Q000031:analogs & derivatives / Q000494:pharmacology; D004594:Electrophysiology; D008297:Male; D013058:Mass Spectrometry; D008565:Membrane Proteins / Q000187:drug effects*; D009132:Muscles / Q000187:drug effects* / Q000378:metabolism; D051381:Rats; D017208:Rats, Wistar; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D002264:Carboxylic Acids; D018118:Chloride Channels; D008565:Membrane Proteins; D002994:Clofibrate