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卡马西平在胡萝卜和芹菜中的植物转化及代谢途径

Phytotransformation and Metabolic Pathways of C-Carbamazepine in Carrot and Celery.

作者信息

Li Ming, Cheng Yanan, Ding Tengda, Wang Haiyan, Wang Wei, Li Juying, Ye Qingfu

机构信息

Shenzhen Key Laboratory of Environmental Chemistry and Ecological Remediation, College of Chemistry and Environmental Engineering, Shenzhen University, Shenzhen 518060, China.

Key Laboratory of Songliao Aquatic Environment Ministry of Education, College of Municipal and Environmental Engineering, Jilin Jianzhu University, Changchun 130118, China.

出版信息

J Agric Food Chem. 2020 Mar 18;68(11):3362-3371. doi: 10.1021/acs.jafc.9b05693. Epub 2020 Mar 10.

Abstract

Carbamazepine (CBZ) is an anticonvulsant pharmaceutical compound of environmental concern due to its persistence, bioactive toxicity, and teratogenic effects. Studies on the kinetics and metabolic pathways of CBZ in plant tissues are still limited. In the present study, the phytotransformation of C-CBZ was explored. The C detected in bound residues was lower than in extractable residues (>85% of the uptaken C radioactivity) in plant tissues. CBZ underwent appreciable transformation in plants. A large portion of accumulated C radioactivity (80.3 ± 6.4%) in the cells was distributed in the cell water-soluble fraction. A total of nine radioactive transformation products of CBZ were identified, three of which were generated in vivo due to the contraction of the heterocycle ring. The proposed metabolic pathways revealed that conjugation with glutathione or phenylacetic acid was the major transformation pathway of CBZ in plants, with the contribution of epoxidation, hydroxylation, methoxylation, methylation, amination, and sulfonation.

摘要

卡马西平(CBZ)是一种具有环境相关性的抗惊厥药物化合物,因其持久性、生物活性毒性和致畸作用而备受关注。关于CBZ在植物组织中的动力学和代谢途径的研究仍然有限。在本研究中,探索了C-CBZ的植物转化。在植物组织中,结合残基中检测到的C低于可提取残基中的C(超过吸收的C放射性的85%)。CBZ在植物中发生了显著的转化。细胞中积累的大部分C放射性(80.3±6.4%)分布在细胞水溶性部分。共鉴定出9种CBZ的放射性转化产物,其中3种是由于杂环环的收缩在体内产生的。提出的代谢途径表明,与谷胱甘肽或苯乙酸结合是CBZ在植物中的主要转化途径,同时还有环氧化、羟基化、甲氧基化、甲基化、胺化和磺化作用。

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