高锰酸盐氧化头孢氨苄：反应动力学、机制和残留抗菌活性。
Oxidation of Cefalexin by Permanganate: Reaction Kinetics, Mechanism, and Residual Antibacterial Activity.
机构信息
College of Environmental Science and Engineering, Donghua University, Shanghai 201620, China.
School of Environmental Science and Engineering, Suzhou University of Science and Technology, Suzhou 215009, China.
出版信息
Molecules. 2018 Aug 13;23(8):2015. doi: 10.3390/molecules23082015.
The oxidation of cefalexin (CFX), a commonly used cephalosporin antibiotic, was investigated by permanganate (PM) in water. Apparent second-order rate constant of the reaction between CFX and PM was determined to be 12.71 ± (1.62) M·s at neutral pH. Lower pH was favorable for the oxidation of CFX by PM. The presence of Cl and HCO₃ could enhance PM-induced oxidation of CFX, whereas HA had negligible effect on CFX oxidation by PM. PM-induced oxidation of CFX was also significant in the real wastewater matrix. After addition of bisulfite (BS), PM-induced oxidation was significantly accelerated owing to the generation of Mn(III) reactive species. Product analysis indicated oxidation of CFX to three products, with two stereoisomeric sulfoxide products and one di-ketone product. The thioether sulfur and double bond on the six-membered ring were the reactive sites towards PM oxidation. Antibacterial activity assessment indicated that the activity of CFX solution was significantly reduced after PM oxidation.
采用高锰酸盐（PM）在水中对常用头孢菌素类抗生素头孢氨苄（CFX）的氧化作用进行了研究。在中性 pH 下，CFX 与 PM 之间的反应表观二级速率常数确定为 12.71±（1.62）M·s。较低的 pH 有利于 PM 对 CFX 的氧化。Cl 和 HCO₃的存在可以增强 PM 诱导的 CFX 氧化，而 HA 对 PM 氧化 CFX 的影响可以忽略不计。PM 诱导的 CFX 氧化在实际废水基质中也很显著。加入亚硫酸氢盐（BS）后，由于生成了 Mn(III)反应性物质，PM 诱导的氧化明显加速。产物分析表明，CFX 被氧化为三种产物，其中两种立体异构的亚砜产物和一种二酮产物。六元环上的硫醚硫和双键是 PM 氧化的反应位点。抗菌活性评估表明，PM 氧化后 CFX 溶液的活性显著降低。
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