Optical resolution of some biologically active compounds by chiral liquid chromatography on BSA-silica (resolvosil) columns

✍ Scribed by Stig Allenmark; Shalini Andersson

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: English
• Weight: 443 KB
• Volume: 1
• Category: Article
• ISSN: 0899-0042
• DOI: 10.1002/chir.530010209

✦ Synopsis

Optical resolution on the analytical scale of a number of racemic pharmaceuticals and some other biologically active compounds has been studied using immobilized bovine serum albumin (BSA) as the stationary phase. For some of the compounds the elution order was determined by the use of optically enriched fractions obtained from a preceding passage of a sample through a preparative column containing microcrystalline triacetylcellulose (MCTA). The reversal in the sign of optical rotation shown in the polarimetric elution profile from the latter, combined with the integrated peak area ratio obtained on resolution on the analytical column, gave directly the order of elution. For one of the benzothiadiazines studied (bendroflumethiazide), increasing the pH of the mobile phase produced opposite effects on the retention of the two enantiomers, leading to a large effect on the separation factor. For many of the compounds studied, high separation factors (a > 2) could be achieved.