Synthesis and antiplatelet activity of gemfibrozil chiral analogues.
The chiral analogues of gemfibrozil 5-(2,5-dimethylphenoxy)-2-methylpentanoic acid and 5-(2,5-dimethylphenoxy)-2-ethylpentanoic acid were synthesized in optically active form using (S)-4-(1-methylethyl)-2-oxazolidinone as chiral auxiliary. All compounds inhibit human platelet aggregation. From these data, one can surmise that all tested compounds and gemfibrozil act at the platelet level with different mechanism than that of ASA, even if with a different potency.
Ammazzalorso
Alessandra
A
Dipartimento di Scienze del Farmaco, Università degli Studi G. D'Annunzio, Via dei Vestini, 66100, Chieti, Italy.
Amoroso
Rosa
R
Baraldi
Mario
M
Bettoni
Giancarlo
G
Braghiroli
Daniela
D
De Filippis
Barbara
B
Duranti
Andrea
A
Moretti
Marco
M
Tortorella
Paolo
P
Tricca
Maria Luisa
ML
Vezzalini
Francesca
F
D001792:Blood Platelets / Q000187:drug effects*; D015248:Gemfibrozil / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D066298:In Vitro Techniques; D015394:Molecular Structure; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
C461199:5-(2,5-dimethylphenoxy)-2-ethylpentanoic acid; C461198:5-(2,5-dimethylphenoxy)-2-methylpentanoic acid; D010975:Platelet Aggregation Inhibitors; D015248:Gemfibrozil