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半制备高效液相色谱对映体分离、手性光学性质和两种新型环氧化酶-2 抑制剂的绝对构型。

Semipreparative HPLC enantioseparation, chiroptical properties, and absolute configuration of two novel cyclooxygenase-2 inhibitors.

机构信息

Istituto Superiore di Sanità, Dipartimento del Farmaco, Rome, Italy.

出版信息

Chirality. 2010 Jan;22(1):56-62. doi: 10.1002/chir.20705.

DOI:10.1002/chir.20705
PMID:19319987
Abstract

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.

摘要

采用 Chiralpak IA 手性固定相,通过直接半制备高效液相色谱法对两种具有环氧化酶-2 抑制活性的手性噻唑烷酮衍生物进行对映体拆分。使用乙腈-乙醇-三氟乙酸混合物作为流动相,从半制备量的对映纯形式中收集。通过单晶 X 射线衍射方法明确确定了两种化合物的绝对构型,并将其与分离的对映异构体的手性光学性质相关联。

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