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蒽林光氧化的动力学研究。

Kinetic studies on anthralin photooxidation.

作者信息

Müller K, Kanner R C, Foote C S

机构信息

Department of Chemistry and Biochemistry, University of California, Los Angeles 90024.

出版信息

Photochem Photobiol. 1990 Sep;52(3):445-50. doi: 10.1111/j.1751-1097.1990.tb01785.x.

DOI:10.1111/j.1751-1097.1990.tb01785.x
PMID:2284338
Abstract

The photooxidation of the antipsoriatic drug anthralin (1,8-dihydroxy-9-anthrone) has been studied by several kinetic techniques, including direct observation of 1O2 (1 delta g) luminescence at 1.27 microns. The rate of deactivation of 1O2 increases at higher pH, demonstrating that the trihydroxyanthracene anion is the reactive species. Direct determination of the rate constant of 1O2 deactivation (kR + kQ) in deuterated buffer systems by luminescence quenching gave a value of 3.0 x 10(8) M-1 s-1 for the anion; the neutral anthrone is unreactive. The rate constant for the neutral anthrone in benzene-d6 is 2.8 x 10(4) M-1 s-1. Competition experiments with tetramethylethylene in acetonitrile gave a rate constant for reaction alone (kR) of 2.1 x 10(8) M-1 s-1 for the anion.

摘要

已通过多种动力学技术研究了抗银屑病药物蒽林(1,8 - 二羟基 - 9 - 蒽酮)的光氧化作用,包括直接观察1.27微米处的单线态氧(1Δg)发光。在较高pH值下,单线态氧的失活速率增加,表明三羟基蒽阴离子是反应活性物种。通过发光猝灭直接测定氘代缓冲体系中单线态氧失活的速率常数(kR + kQ),得出该阴离子的值为3.0×10⁸ M⁻¹ s⁻¹;中性蒽酮无反应活性。苯 - d6中中性蒽酮的速率常数为2.8×10⁴ M⁻¹ s⁻¹。在乙腈中用四甲基乙烯进行的竞争实验得出该阴离子单独反应的速率常数(kR)为2.1×10⁸ M⁻¹ s⁻¹。

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