Citation: ZENG Chun, LI Laisheng, CHENG Biaoping, ZHANG Hongfu, CAO Zhigang, ZHOU Zhiyong. Enantioseparation of chiral pesticide flutriafol enantiomers on a methyl phenyl ureado β-cyclodextrin-bonded stationary phase by high performance liquid chromatography[J]. Chinese Journal of Chromatography, ;2016, 34(3): 314-320. doi: 10.3724/SP.J.1123.2015.09017 shu

Enantioseparation of chiral pesticide flutriafol enantiomers on a methyl phenyl ureado β-cyclodextrin-bonded stationary phase by high performance liquid chromatography

1.
1. College of Chemistry, Nanchang University, Nanchang 330031, China;
2.
2. Center of Analysis Testing, Nanchang University, Nanchang 330047, China

Corresponding author: LI Laisheng,
Received Date: 16 September 2015

Fund Project: 国家自然科学基金项目(21165012) (21165012)江西省自然科学基金项目(2010GZH0089) (2010GZH0089)江西省教育厅科技重点项目(GJJ150019). (GJJ150019)

A new mono-methyl phenyl ureado β-cyclodextrin-bonded order mesoporous SBA-15 chiral stationary phase (UCDP) was prepared. The basic structure characterization of the new stationary phase was carried out by infrared spectroscopy and elemental analysis. The new packing material was used to separate chiral fungicide flutriafol enantiomers by HPLC. The effects of the composition of mobile phase and column temperature on the enantioseparation of flutriafol were investigated. The flutriafol enantiomers were successfully resolved under the optimized conditions, which were as follows: methanol-water (volume ratio of 40 : 60) as mobile phase at a flow rate of 0.5 mL/min, the column temperature at 25 ℃, the detection wavelength at 205 nm. The resolution of the two enantiomers was up to 1.99 within 20 min under the above conditions. Based on the study, a new method for the determination of flutriafol enantiomers in banana was established. Good linear relationships were observed in the mass concentration range of 0.5-125 mg/L (r=0.9997) for the two enantiomers. The average spiked recoveries were 93.4%-101.7% with RSDs of 1.07%-2.06% (n=4). The detection limit was 0.06 mg/L (S/N=3). Compared with the commonly used cellulose stationary phase, the preparation of new stationary phase is simple at low cost. The β-cyclodextrin-bonded stationary phase with mono-methyl phenyl ureado has high chemical stability, reproducible chromatographic property and high selectivity for flutriafol enantiomers. The developed analytical method is suitable for the fast monitoring of chiral pesticide residues in foods and has research significance to solve the food safety problems of chiral chemicals.
- high performance liquid chromatography (HPLC),
- methyl phenyl ureado β-cyclodextrin-bonded phase,
- flutriafol enantiomer,
- banana,
- food safety
1. [1]
  [1] Pang G F. Modern Analysis Technology of Pesticide and Veterinary Medicine Residues, Beijing: Science Press, 2007 庞国芳. 农药兽药残留现代分析技术, 北京: 科学出版社, 2007
2. [2]
  [2] Yang L P, Li S Z, Li Y C, et al. Chinese Journal of Pesticide Science, 2002, 4(2): 67 杨丽萍, 李树正, 李煜昶, 等. 农药学学报, 2002, 4(2): 67
3. [3]
  [3] Li J G, Wang Y F, Shi J W, et al. Chinese Journal of Chromatography, 2012, 30(3): 262 李继革, 王玉飞, 施家威, 等. 色谱, 2012, 30(3): 262
4. [4]
  [4] Zhang Y C, Li Z Y, Li Q L, et al. Agrochemicals, 2009, 48(9): 629 张艳川, 李朝阳, 李巧玲, 等. 农药, 2009, 48(9): 629
5. [5]
  [5] Wu S Z. Pesticide Science and Administration, 2009, 30(10): 53 吴顺章. 农药科学与管理, 2009, 30(10): 53
6. [6]
  [6] Wu Y S, Lee H K, Li S F Y. J Chromatogr A, 2001, 912(1): 171
7. [7]
  [7] Hou Y, Ji S G, Zhao L, et al. Chinese Journal of Pharmaceutical Practice, 2008, 26(3): 214 侯莹, 纪松岗, 赵亮, 等. 药学实践杂志, 2008, 26(3): 214
8. [8]
  [8] Tao Y, Dong F S, Xu J, et al. J Agric Food Chem, 2014, 62(47): 11457
9. [9]
  [9] Zheng X Q. [MS Dissertation]. Hangzhou: Zhejiang University of Technology, 2013 郑夏琼. [硕士学位论文]. 杭州: 浙江工业大学, 2013
10. [10]
  [10] Zhou Y, Li L, Lin K, et al. Chirality, 2009, 21(4): 421
11. [11]
  [11] Wu T, Li Z Y, Li Q L. et al. Journal of Heibei University of Science and Technology, 2008, 29(4): 279 武彤, 李朝阳, 李巧玲, 等. 河北科技大学学报, 2008, 29(4): 279
12. [12]
  [12] Wang P, Jiang S R, Liu D H, et al. J Biochem Biophys Methods, 2005, 62(3): 219
13. [13]
  [13] Wang P, Jiang S R, Jiang W, et al. Chinese Journal of Applied Chemistry, 2005, 22(4): 445 王鹏, 江树人, 姜伟, 等. 应用化学, 2005, 22(4): 445
14. [14]
  [14] Liu R Q, Bai L Y, Zhang Y J, et al. Chem Central J, 2013, 7: 129
15. [15]
  [15] Qiu J, Dai S H, Zheng C M, et al. Chirality, 2011, 23(6): 479
16. [16]
  [16] Tian Q, Ren L P, Lü C G, et al. Chinese Journal of Analytical Chemistry, 2010, 38(5): 688 田芹, 任丽萍, 吕春光, 等. 分析化学, 2010, 38(5): 688
17. [17]
  [17] Pan C X, Shen B C, Xu B J, et al. J Sep Sci, 2006, 29: 2004
18. [18]
  [18] Cheng B P, Li L S, Zhou R D, et al. Chemical Journal of Chinese Universities, 2015, 36(5): 872 程彪平, 李来生, 周仁丹, 等. 高等学校化学学报, 2015, 36(5): 872
19. [19]
  [19] Zhou R D, Li L S, Cheng B P, et al. Chemical Journal of Chinese Universities, 2014, 35(6): 1152 周仁丹, 李来生, 程彪平, 等. 高等学校化学学报, 2014, 35(6): 1152
20. [20]
  [20] Muderawan I W, Ong T-T, Ng S-C. J Sep Sci, 2006, 29(12): 1849
21. [21]
  [21] Peter A, Torok G, Armstrong D W, et al. J Chromatogr A, 1998, 828(1/2): 177
1. [1]
  Wei Shao , Wanqun Zhang , Pingping Zhu , Wanqun Hu , Qiang Zhou , Weiwei Li , Kaiping Yang , Xisheng Wang . Design and Practice of Ideological and Political Cases in the Course of Instrument Analysis Experiment: Taking the GC-MS Experiment as an Example. University Chemistry, 2024, 39(2): 147-154. doi: 10.3866/PKU.DXHX202309048
2. [2]
  Xiaolei Jiang , Fangdong Hu . Exploring the Mirror World in Organic Chemistry: the Teaching Design of “Enantiomers” from the Perspective of Curriculum and Ideological Education. University Chemistry, 2024, 39(10): 174-181. doi: 10.3866/PKU.DXHX202402052
3. [3]
  Yanhui Zhong , Ran Wang , Zian Lin . Analysis of Halogenated Quinone Compounds in Environmental Water by Dispersive Solid-Phase Extraction with Liquid Chromatography-Triple Quadrupole Mass Spectrometry. University Chemistry, 2024, 39(11): 296-303. doi: 10.12461/PKU.DXHX202402017
4. [4]
  Shahua Huang , Xiaoming Guo , Lin Lin , Guangping Chang , Sheng Han , Zuxin Zhou . Application of “Integration of Industry and Education” in Engineering Chemistry: Improvement of the Pesticide Fipronil Production. University Chemistry, 2024, 39(3): 199-204. doi: 10.3866/PKU.DXHX202309064
5. [5]
  Jian Jin , Jing Cheng , Xueping Yang . Integration Practice of Organic Chemistry Experiment and Safety Education: Taking the Synthesis of Triphenylmethanol as an Example. University Chemistry, 2024, 39(3): 345-350. doi: 10.3866/PKU.DXHX202309010
6. [6]
  Zunxiang Zeng , Yuling Hu , Yufei Hu , Hua Xiao . Analysis of Plant Essential Oils by Supercritical CO₂Extraction with Gas Chromatography-Mass Spectrometry: An Instrumental Analysis Comprehensive Experiment Teaching Reform. University Chemistry, 2024, 39(3): 274-282. doi: 10.3866/PKU.DXHX202309069
7. [7]
  Simin Fang , Hong Wu , Sizhe Sheng , Lingling Li , Yuxi Wang , Hongchun Li , Jun Jiang . The Food Kingdom Lecture Series: The Science behind Color. University Chemistry, 2024, 39(9): 177-182. doi: 10.12461/PKU.DXHX202402012
8. [8]
  Kexin Dong , Chuqi Shen , Ruyu Yan , Yanping Liu , Chunqiang Zhuang , Shijie Li . Integration of Plasmonic Effect and S-Scheme Heterojunction into Ag/Ag₃PO₄/C₃N₅ Photocatalyst for Boosted Photocatalytic Levofloxacin Degradation. Acta Physico-Chimica Sinica, 2024, 40(10): 2310013-. doi: 10.3866/PKU.WHXB202310013
9. [9]
  Haifeng Liu , Yong Xiao , Teng Yuan , Bimin Lin , Yizhen Wang , Hui Zeng . Exploration of Safety Facility Configuration in University Chemical Depot. University Chemistry, 2024, 39(10): 182-188. doi: 10.3866/PKU.DXHX202401036
10. [10]
  Chuanli Qin , Naiying Fan , Yan Wang , Bin Wang , Guo Zhang , Bing Zheng , Yichun Qu , Zhiyao Sun , Guanghui An . Teaching Design and Exploration of Ideological and Political Education in Chemical Experiment Safety Courses: a Case Study of the “Chemical Experiment Safety” Course at Heilongjiang University. University Chemistry, 2024, 39(2): 234-241. doi: 10.3866/PKU.DXHX202308008
11. [11]
  Naiying Fan , Chuanli Qin , Guo Zhang , Bin Wang , Yan Wang , Bing Zheng , Yichun Qu , Zhiyao Sun , Guanghui An . Case Design of Course Ideological and Political Education in Chemical Experiment Safety: the Safe Use of Common Laboratory Instruments and Glassware. University Chemistry, 2024, 39(2): 242-247. doi: 10.3866/PKU.DXHX202309061
12. [12]
  Fang Li , Yang Liu , Jie Han , Xiaohang Qiu . Exploration of Safety Management and Practice in University Chemistry Laboratory Teaching. University Chemistry, 2024, 39(4): 48-53. doi: 10.3866/PKU.DXHX202309009
13. [13]
  Jin Yan , Chengxia Tong , Yajie Li , Yue Gu , Xuejian Qu , Shigang Wei , Wanchun Zhu , Yupeng Guo . Construction of a “Dual Support, Triple Integration” Chemical Safety Practical Education System. University Chemistry, 2024, 39(7): 69-75. doi: 10.12461/PKU.DXHX202405008
14. [14]
  Yong Zhou , Jia Guo , Yun Xiong , Luying He , Hui Li . Comprehensive Teaching Experiment on Electrochemical Corrosion in Galvanic Cell for Chemical Safety and Environmental Protection Course. University Chemistry, 2024, 39(7): 330-336. doi: 10.3866/PKU.DXHX202310109
15. [15]
  Dongxue Han , Huiliang Sun , Li Niu . Virtual Reality Technology for Safe and Green University Chemistry Experimental Education. University Chemistry, 2024, 39(8): 191-196. doi: 10.3866/PKU.DXHX202312055
16. [16]
  Yifeng Xu , Jiquan Liu , Bin Cui , Yan Li , Gang Xie , Ying Yang . “Xiao Li’s School Adventures: The Working Principles and Safety Risks of Lithium-ion Batteries”. University Chemistry, 2024, 39(9): 259-265. doi: 10.12461/PKU.DXHX202404009
17. [17]
  Hongyan Feng , Weiwei Li . Reflections on the Safety of Chemical Science Popularization Activities. University Chemistry, 2024, 39(9): 379-384. doi: 10.12461/PKU.DXHX202404087
18. [18]
  Fangna Dai , Rongming Wang , Zhicheng Zhang . Reform and Practice of Case Teaching on “Laboratory Safety Management Standards and Training”. University Chemistry, 2024, 39(10): 121-127. doi: 10.12461/PKU.DXHX202403036
19. [19]
  Zhaohu Li , Weidong Wang , Yuhao Liu , Mingzhe Han , Lingling Wei , Huan Jiao . Research on the Safety Management and Disposal of Chemical Laboratory Waste. University Chemistry, 2024, 39(10): 128-136. doi: 10.3866/PKU.DXHX202312090
20. [20]
  Dongxia Zhang , Sijia Hao , Jiarui Wang , Jiwei Wang , Xiaogang Dong , Liang Jiao . Construction and Reflection on the Safety Management of Hazardous Chemicals in University Laboratories. University Chemistry, 2024, 39(10): 229-235. doi: 10.12461/PKU.DXHX202403078

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(243)
HTML views(13)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142