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首页> 外文期刊>Research on Chemical Intermediates >Permanganate oxidative products of moxifloxacin, a fluoroquinolone drug: a mechanistic approach
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Permanganate oxidative products of moxifloxacin, a fluoroquinolone drug: a mechanistic approach

机译:莫西沙星(一种氟喹诺酮药物)的高锰酸盐氧化产物:一种机械方法

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摘要

The kinetics of oxidation of moxifloxacin (MOX) was studied spectrophotometrically by a well-recognized analytical reagent, permanganate (Mn(VII), in aqueous alkaline medium at a constant ionic strength. The reaction was first order in [Mn(VII)] and less than unit order both in [MOX] and [alkali]. Retarding effect on rate of reaction was observed with an increase in ionic strength. The effect of dielectric constant of the medium was also studied. The multiple m/z values of ESI-MS spectra prove the existence of various oxidative products of MOX. The main product was identified as 1-cyclopropyl-6-fluoro-1,4-dihydro-7-(octahydro-2-oxopyrrolo[3,4-b] pyridin-6-yl)-8-methoxy-4-oxoquinoline-3-carboxylic acid. The other three oxidative products from MOX in the present study are similar to the oxidative products of other fluoroquinolones oxidations. However, the abnormally high values of m/z could be assigned to the permanganate complexes of the products, which are unusual in the non-metallic oxidation of MOX. A composite mechanism involving the monohydropermangante as the reactive species of the oxidant has been proposed. Activation parameters and thermodynamic parameters are calculated and the reaction constants involved in the different steps of the mechanisms are calculated.
机译:用公认的分析试剂高锰酸盐(Mn(VII))在碱性离子水溶液中以恒定的离子强度分光光度法研究了莫西沙星(MOX)的氧化动力学,该反应在[Mn(VII)]中为一级。在[MOX]和[碱]中均小于单位量,随着离子强度的增加,观察到了对反应速率的阻滞作用,还研究了介电常数的影响,ESI-质谱证实了MOX存在多种氧化产物,主要产物为1-环丙基-6-氟-1,4-二氢-7-(八氢-2-氧吡咯并[3,4-b]吡啶6 -yl)-8-甲氧基-4-氧喹啉3-羧酸。本研究中MOX的其他三种氧化产物与其他氟喹诺酮类氧化产物相似,但是m / z值异常高被指定为产品的高锰酸盐配合物,这在非金属化合物中是不常见的氧化MOX。已经提出了以一氢高锰酸盐为氧化剂的反应性物质的复合机理。计算活化参数和热力学参数,并计算在机理的不同步骤中涉及的反应常数。

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