Semipreparative HPLC enantioseparation, chiroptical properties, and absolute configuration of two novel cyclooxygenase-2 inhibitors.
A direct semipreparative HPLC enantioseparation of two chiral thiazolidinone derivatives having cyclooxygenase-2 inhibition activity was performed on the Chiralpak IA chiral stationary phase. Semipreparative amounts of enantiopure forms were collected using acetonitrile-ethanol-trifluoroacetic acid mixtures as mobile phase. The absolute configuration of both compounds was unequivocally established by single-crystal X-ray diffraction method and correlated to the chiroptical properties of isolated enantiomers.
Cirilli
Roberto
R
Istituto Superiore di Sanità, Dipartimento del Farmaco, Rome, Italy. rcirilli@iss.it
Fiore
Stefano
S
La Torre
Francesco
F
Maccioni
Elias
E
Secci
Daniela
D
Sanna
Maria Luisa
ML
Faggi
Cristina
C