Nonsteroidal anti-inflammatory agents. Part 17: Stereomeric o-, m-tolyl- and anisyl-biphenylyl-hydroxypropionic acids.
As a part of wider research project on chiral anti-inflammatory arylacanoic acids, the 3-(o- and m-)-(methyl and methoxy)-phenyl-2-biphenylyl-3-hydroxypropionic acids 3a-d were synthesized and resolved in their optically active erythro and threo stereomers, which were submitted to the carrageenan induced rat paw edema test. With respect to the p-isomers, only the threo p-methoxy substitution enhances the anti-inflammatory activity. Some conclusions on structure-activity relationship are discussed.
Varoli
L
L
Dipartimento di Scienze Farmaceutiche, Facoltà di Farmacia dell'Università die Bologna, Italy.
Guarnieri
A
A
Burnelli
S
S
Ghedini
N
N
Scapini
G
G
Ferri
S
S
Cavicchini
E
E
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis*; D004487:Edema / Q000188:drug therapy; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008968:Molecular Conformation; D011422:Propionates / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D011919:Rats, Inbred Strains; D013237:Stereoisomerism
D000894:Anti-Inflammatory Agents, Non-Steroidal; D011422:Propionates