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首页> 外文期刊>Journal of Agricultural and Food Chemistry >TIME COURSE OF BENOXACOR METABOLISM AND IDENTIFICATION OF BENOXACOR METABOLITES ISOLATED FROM SUSPENSION-CULTURED ZEA MAYS CELLS 1 H AFTER TREATMENT
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TIME COURSE OF BENOXACOR METABOLISM AND IDENTIFICATION OF BENOXACOR METABOLITES ISOLATED FROM SUSPENSION-CULTURED ZEA MAYS CELLS 1 H AFTER TREATMENT

机译:治疗后1小时悬浮培养的ZEA MAYS细胞中分离出的苯氧沙星代谢的时间历程和鉴定

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Extracts of suspension-cultured Zea mays (cv. Black Mexican Sweet) cells treated with [C-14]benoxacor for 0.25-24 h were analyzed by HPLC and TLC to investigate the metabolic fate of benoxacor. Thin layer chromatography determined that benoxacor was rapidly metabolized to six detectable metabolites within 0.5 h. Twelve metabolites were detected in extracts from cells treated for 24 h. Analysis of cell extracts by reversed phase HPLC determined that the glutathione conjugate [mono-(GSH)] of benoxacor was present in all samples analyzed, based on cochromatography with a mono(GSH) conjugate standard. The abundance of the mono(GSH) conjugate increased as treatment time increased. The presence of a di(GSH) conjugate was detected in extracts of cells treated for 0.5 h and reached a maximum level 2 h after treatment. Three predominant metabolites present in samples treated with benoxacor for 1 h were subjected to structural analysis by H-1-NMR or mass spectrometry following purification by conventional HPLC methodologies. These structural analyses determined that two of the metabolites were the catabolic formylcarboxamide and carboxycarboxamide derivatives of benoxacor. A third metabolite was determined to be the mono(GSH) conjugate of benoxacor. This metabolite consisted of a single glutathione molecule linked via the cysteinyl sulfhydryl group to the N-dichloroacetyl alpha-carbon of benoxacor. Structures of the metabolites and postulated pathways of their biosynthesis in vivo are presented.
机译:用HPLC和TLC分析了用[C-14]苯氧沙星处理0.25-24小时后的悬浮培养的玉米(黑色墨西哥甜味)细胞的提取物,以研究苯氧沙星的代谢命运。薄层色谱法确定贝诺沙星在0.5小时内迅速代谢为六种可检测到的代谢物。在处理24小时的细胞提取物中检测到十二种代谢物。通过反相色谱法对细胞提取物进行分析,基于与单(GSH)结合物标准品的共色谱分析,确定在所有分析的样品中均存在苯甲酰胺的谷胱甘肽结合物[单-(GSH)]。单(GSH)共轭物的丰度随着治疗时间的增加而增加。在处理0.5小时的细胞提取物中检测到di(GSH)缀合物的存在,并且在处理后2小时达到最大水平。通过常规HPLC方法纯化后,通过H-1-NMR或质谱对通过苯甲酸酯处理1小时的样品中存在的三种主要代谢物进行结构分析。这些结构分析确定其中两个代谢产物是贝诺沙星的分解代谢甲酰甲酰胺和羧甲酰胺衍生物。确定第三种代谢产物为贝诺沙克的单(GSH)共轭物。该代谢物由单个谷胱甘肽分子组成,该谷胱甘肽分子通过半胱氨酰基巯基连接至贝诺沙星的N-二氯乙酰基α-碳。介绍了代谢物的结构及其在体内的生物合成途径。

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