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首页> 外文期刊>Journal of Agricultural and Food Chemistry >IDENTIFICATION OF METABOLITES OF THE HERBICIDE SAFENER BENOXACOR ISOLATED FROM SUSPENSION-CULTURED ZEA MAYS CELLS 3 AND 24 H AFTER TREATMENT
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IDENTIFICATION OF METABOLITES OF THE HERBICIDE SAFENER BENOXACOR ISOLATED FROM SUSPENSION-CULTURED ZEA MAYS CELLS 3 AND 24 H AFTER TREATMENT

机译：悬浮培养的ZEA MAYS细胞3和24 H分离后除草剂SAFENER BENOXACOR的代谢产物的鉴定

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The metabolic fate of the herbicide safener benoxacor was studied in suspension cultures of Zea mays (cv. Black Mexican Sweet) 3 and 24 h after treatment (HAT) with [C-14]benoxacor. Following purification by reversed phase HPLC, metabolites were subjected to H-1-NMR or mass spectrometry for structural analysis. A catabolic alpha-hydroxyacetamide derivative was detected as well as several amino acid conjugates either containing GSH or presumably derived from GSH. A relatively abundant di(GSH) conjugate, which consisted of two GSH molecules linked to benoxacor, was biosynthesized following the apparent addition of a suitable activating group to the benzoxazine-ring C2 atom of the previously described mono(GSH) conjugate. The remaining metabolites identified were all presumably derived from either the mono(GSH) or di(GSH) conjugates of benoxacor. A disaccharide conjugate was identified as S-O-(diglycoside)GSH and was apparently formed by one or more glycosyl transferases which used the mono(GSH) conjugate as a substrate. Two additional metabolites identified were the mono- and di(gamma-GluCys) conjugates of benoxacor, the formation of which was most likely the result of peptidase activity on the mono- and di(GSH) conjugates of benoxacor, respectively. An S-(S'-Cys)GSH conjugate was also identified and was likely formed by both peptidase and dipeptidase activities on the di(GSH) conjugate. Metabolite structures and postulated pathways of their biosynthesis in vivo are presented.
机译：在用[C-14]苯氧沙星处理（HAT）后3和24小时，在玉米玉米（cv。Black Mexican Sweet）的悬浮培养物中研究了除草剂安全性倍诺沙克的代谢命运。通过反相HPLC纯化后，对代谢产物进行H-1-NMR或质谱分析以进行结构分析。检测到分解代谢的α-羟基乙酰胺衍生物，以及几种含有GSH或可能衍生自GSH的氨基酸缀合物。在向前述单（GSH）偶联物的苯并恶嗪环的C2原子上明显添加合适的活化基团后，生物合成了相对丰富的di（GSH）偶联物，该偶联物由连接至贝诺沙星的两个GSH分子组成。鉴定出的其余代谢物全部来自贝诺沙克的单（GSH）或双（GSH）缀合物。二糖缀合物被鉴定为S-O-（二糖苷）GSH，并且显然由一种或多种使用单（GSH）缀合物作为底物的糖基转移酶形成。鉴定出的另外两种代谢物是贝诺沙克的单和双（γ-GluCys）结合物，其形成最有可能分别是对贝诺沙克的单和双（GSH）结合物进行肽酶活性的结果。还鉴定了S-（S'-Cys）GSH缀合物，它可能是由di（GSH）缀合物上的肽酶和二肽酶活性形成的。介绍了代谢物的结构及其在体内生物合成的假设途径。

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