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Semipreparative HPLC enantioseparation, chiroptical properties, and absolute configuration of two novel cyclooxygenase‐2 inhibitors
Author(s) -
Cirilli Roberto,
Fiore Stefano,
La Torre Francesco,
Maccioni Elias,
Secci Daniela,
Sanna Maria Luisa,
Faggi Cristina
Publication year - 2010
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20705
Subject(s) - chemistry , enantiopure drug , enantiomer , high performance liquid chromatography , absolute configuration , chirality (physics) , chiral stationary phase , acetonitrile , chromatography , chiral column chromatography , trifluoroacetic acid , stereochemistry , organic chemistry , enantioselective synthesis , catalysis , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , quark
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. Chirality, 2010. © 2009 Wiley‐Liss, Inc.