Probing the Fate of Different Structures of Beta-Lactam Antibiotics: Hydrolysis, Mineral Capture, and Influence of Organic Matter
Probing the Fate of Different Structures of Beta-Lactam Antibiotics: Hydrolysis, Mineral Capture, and Influence of Organic Matter
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探索不同结构的 β-内酰胺抗生素的命运：水解、矿物质捕获和有机物的影响
DOI：
10.1021/acsearthspacechem.1c00064
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发表时间：
2021
影响因子：
3.4
通讯作者：
Aristilde, L.
中科院分区：
文献类型：
--
作者：
Klein, A.R.;Sarri, E.;Kelch, S.E.;Basinski, J.J.;Vaidya, S.;Aristilde, L.
在人类和兽医应用中广泛使用的β-内酰胺类抗生素通常在地表水中检测到。为了研究不同世代的β-内酰胺类抗生素的不同结构如何影响它们在环境水介质中的持久性或降解性，我们研究了两种青霉素类抗生素(阿莫西林和氯唑西林)和两种头孢类抗生素(头孢氨苄和头孢曲松)在pH 5.0和pH 7.0的情况下的命运。与培南类抗生素在两种PHS中都没有水解性相反，我们观察到头孢氨苄在pH 7.0(t1/2=12 d)和头孢曲松在pH 5.0(t1/2=2.8 d)时被水解性。利用高效液相色谱结合二极管阵列检测器或高分辨质谱仪，确定了硫代三氮酮和3-脱乙酰基头孢噻肟为头孢曲松的主要水解物，并提出了头孢氨苄中苯和头孢菌素部分的水解裂解反应。此外，我们还研究了蒙脱石粘土颗粒悬浮在不含或含有溶解有机物的溶液中的效果。在pH值为7.0时，粘土的吸附容量是pH值为5.0时的4~9倍。随后的X射线衍射分析表明，抗生素的吸附不在粘土层间纳米孔内，而主要发生在粘土的外部表面。溶解有机物的加入干扰了头孢菌素类抗生素(头孢曲松)在粘土上的吸附，但对培南类抗生素(阿莫西林)的吸附没有影响。我们利用分子模拟模拟来探索矿物表面的吸附机理。我们的发现为化合物结构如何决定环境介质中β-内酰胺类抗生素的不同命运提供了新的见解。
Beta-lactam antibiotics, which are used extensively in human and veterinary applications, are commonly detected in surface waters. To examine how the distinct structures of different generations of beta-lactam antibiotics can influence their persistence or degradation in environmental aqueous media, we examined the fate of two penams (amoxicillin and cloxacillin) and two cephems (cephalexin and ceftriaxone) at pH 5.0 and pH 7.0. By contrast to the lack of hydrolysis of the penam antibiotics at both pHs, we observed hydrolysis of cephalexin at pH 7.0 (t1/2= 12 d) and ceftriaxone at pH 5.0 (t1/2= 2.8 d). Using high-performance liquid chromatography coupled with a diode array detector or a high-resolution mass spectrometer, we were able to confirm thiotriazinone and 3-desacetyl cefotaxime as major hydrolysis products of ceftriaxone, and propose the hydrolytic cleavage of the benzene and cephem moieties from cephalexin. In addition, we studied the effects of smectite clay particles suspended in solutions without or with dissolved organic matter. The adsorption capacity of the clay was 4- to 9-fold higher at pH 7.0 than at pH 5.0. Subsequent X-ray diffraction analysis revealed that the antibiotic adsorption was not within the clay interlayer nanopores but occurred primarily on the external clay surfaces. The addition of dissolved organic matter interfered with the adsorption of a cephem antibiotic (ceftriaxone) on the clay, but the adsorption of a penam antibiotic (amoxicillin) remained unaffected. We employed molecular modeling simulations to probe the mechanisms of adsorption on the mineral surface. Our findings offer new insights on how the compound structures can dictate different fates of the beta-lactam class of antibiotics in environmental media.
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影响因子：
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作者：
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通讯作者：
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DOI：
--
发表时间：
1998
期刊：
影响因子：
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DOI：
--
发表时间：
2017
期刊：
影响因子：
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作者：
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