芳香多环烃的环氧衍生物。苯并（ ）蒽8,9 - 氧化物和10,11 - 二氢苯并（ ）蒽8,9 - 氧化物的制备及其在大鼠肝脏制剂中的代谢。
Epoxy derivatives of aromatic polycyclic hydrocarbons. The preparation of benz( )anthracene 8,9-oxide and 10,11-dihydrobenz( )anthracene 8,9-oxide and their metabolism by rat liver preparations.
作者信息
Sims P
出版信息
Biochem J. 1971 Nov;125(1):159-68. doi: 10.1042/bj1250159.
Abstract
The syntheses of 10,11-dihydrobenz[a]anthracene 8,9-oxide, benz[a]anthracene 8,9-oxide and 9-hydroxybenz[a]anthracene are described, together with those of a number of related compounds. The epoxides react both chemically and enzymically with water to yield the corresponding dihydrodiols and with reduced glutathione to form glutathione conjugates, and they react chemically with N-acetylcysteine to yield the corresponding mercapturic acids. 8,9-Dihydro-8,9-dihydroxybenz[a]anthracene, formed enzymically from benz[a]anthracene 8,9-oxide, was identical with a dihydrodiol formed when benz[a]anthracene was metabolized by rat liver homogenates. Similarly 10,11-dihydrobenz[a]anthracene 8,9-oxide yielded a dihydrodiol identical with the product formed when 10,11-dihydrobenz[a]anthracene was metabolized.
摘要
本文描述了10,11-二氢苯并[a]蒽8,9-氧化物、苯并[a]蒽8,9-氧化物和9-羟基苯并[a]蒽的合成方法，以及一些相关化合物的合成方法。这些环氧化物能与水发生化学和酶促反应生成相应的二氢二醇，与还原型谷胱甘肽反应形成谷胱甘肽缀合物，还能与N-乙酰半胱氨酸发生化学反应生成相应的巯基尿酸。由苯并[a]蒽8,9-氧化物经酶促反应生成的8,9-二氢-8,9-二羟基苯并[a]蒽，与大鼠肝脏匀浆代谢苯并[a]蒽时形成的二氢二醇相同。同样，10,11-二氢苯并[a]蒽8,9-氧化物产生的二氢二醇与10,11-二氢苯并[a]蒽代谢时形成的产物相同。
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Epoxy derivatives of aromatic polycyclic hydrocarbons. The preparation of benz( )anthracene 8,9-oxide and 10,11-dihydrobenz( )anthracene 8,9-oxide and their metabolism by rat liver preparations.芳香多环烃的环氧衍生物。苯并（ ）蒽8,9 - 氧化物和10,11 - 二氢苯并（ ）蒽8,9 - 氧化物的制备及其在大鼠肝脏制剂中的代谢。
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