Analytical and semipreparative high performance liquid chromatography separation of stereoisomers of novel 3,4-dihydropyrimidin-4(3H)-one derivatives on the immobilised amylose-based Chiralpak IA chiral stationary phase.
Direct HPLC separation of stereoisomers of three novel 5-methyl-2-(alkylthio)-6-(2,6-difluorophenylalkyl)-3,4-dihydropyrimidin-4(3H)-ones endowed with antiviral and potential antiproliferative and morphological differentiation activity against melanoma cells was performed by using the new immobilised amylose-based Chiralpak IA chiral stationary phase. Stereoselective conditions were achieved using normal phase eluents containing "non-standard" solvents such as ethyl acetate, methyl tertbutyl ether, or dichloromethane. In order to study the chiroptical properties of single stereoisomers, mg-scale separations were performed on analytical and semipreparative size Chiralpak IA columns in combination with ethyl acetate-based eluents.
Cirilli
Roberto
R
Dipartimento del Farmaco, Istituto Superiore di Sanità, Roma, Italy.
Ferretti
Rosella
R
Gallinella
Bruno
B
La Torre
Francesco
F
Mai
Antonello
A
Rotili
Dante
D
D000688:Amylose / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation* / Q000379:methods; D002942:Circular Dichroism; D015394:Molecular Structure; D048448:Phenylcarbamates / Q000737:chemistry*; D011744:Pyrimidinones / Q000737:chemistry*; D013237:Stereoisomerism
D048448:Phenylcarbamates; D011744:Pyrimidinones; D000688:Amylose