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Direct enantiomeric resolution of cyclic alcohol derivatives of polycyclic aromatic hydrocarbons by chiral stationary phase high-performance liquid chromatography.

作者信息

Yang S K, Li X C

出版信息

J Chromatogr. 1984 May 18;291:265-73. doi: 10.1016/s0021-9673(00)95028-3.

DOI:10.1016/s0021-9673(00)95028-3
PMID:6330139
Abstract

The enantiomers of some cyclic alcohol derivatives of phenanthrene, benz[a]anthracene, benzo[a]pyrene, cholanthrene, and 3-methylcholanthrene were resolved by high-performance liquid chromatography using a commercially available preparative column packed with an (R)-N-(3,5-dinitrobenzoyl)phenylglycine ionically bonded to gamma-aminopropylsilanized silica. Resolution of enantiomers was confirmed by ultraviolet-visible absorption, mass and circular dichroism spectral analyses. This method has been applied to the determination of optical purity of 1-hydroxycholanthrene and 1-hydroxy-3-methylcholanthrene formed in the metabolism of cholanthrene and 3-methylcholanthrene, respectively, by rat liver microsomes.

摘要

相似文献

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2
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引用本文的文献

1
Regio- and stereospecific oxidation of 9,10-dihydroanthracene and 9,10-dihydrophenanthrene by naphthalene dioxygenase: structure and absolute stereochemistry of metabolites.萘双加氧酶对9,10-二氢蒽和9,10-二氢菲的区域和立体特异性氧化：代谢产物的结构和绝对立体化学
Appl Environ Microbiol. 1996 Sep;62(9):3355-9. doi: 10.1128/aem.62.9.3355-3359.1996.
2
Stereoselective formation and hydration of 12-methylbenz[a]anthracene 5,6-epoxide enantiomers by rat liver microsomal enzymes.大鼠肝微粒体酶对12-甲基苯并[a]蒽5,6-环氧化物对映体的立体选择性形成及水化作用。
Biochem J. 1987 Jul 1;245(1):191-204. doi: 10.1042/bj2450191.