甲基苯脲<i>β</i>-环糊精高效液相色谱键合相拆分手性农药粉唑醇对映体

引用本文: 曾春, 李来生, 程彪平, 张宏福, 曹志刚, 周志勇. 甲基苯脲β-环糊精高效液相色谱键合相拆分手性农药粉唑醇对映体[J]. 色谱, 2016, 34(3): 314-320. doi: 10.3724/SP.J.1123.2015.09017 shu

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

甲基苯脲β-环糊精高效液相色谱键合相拆分手性农药粉唑醇对映体

曾春 ^1, ,
李来生 ^{1,2,
,} ,
程彪平 ^2, ,
张宏福 ^1, ,
曹志刚 ^1, ,
周志勇 ^1,

1.
1. 南昌大学化学学院, 江西南昌 330031;
2.
2. 南昌大学分析测试中心, 江西南昌 330047

通讯作者: 李来生

基金项目:
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)

摘要: 制备了一种新型的对甲苯脲衍生化 β-环糊精键合有序介孔SBA-15手性固定相(UCDP),通过红外光谱和元素分析对其结构进行了基本表征。将新固定相用于手性农药粉唑醇对映体的拆分,考察了流动相组成和温度对分离的影响,通过优化分离条件,在反相色谱条件下成功地拆分了粉唑醇对映体。优化的色谱条件为:甲醇-水(40 : 60, v/v)为流动相,流速为0.5 mL/min,柱温为25 ℃,选择205 nm检测波长进行检测。在上述条件下,两对映体的分离度可达1.99,分析时间不超过20 min。在此基础上建立了快速测定香蕉中三唑类手性杀菌剂粉唑醇对映体残留量的新方法,两对映体在0.5~125 mg/L范围均具有良好的线性关系(r=0.9997),标准添加法测得粉唑醇对映体的平均回收率为93.4%~101.7%, RSD为1.07%~2.06%(n=4)。按3倍信噪比确定检出限为0.06 mg/L。与常用的涂覆型纤维素固定相相比,新固定相的制备方法简便,制备成本较低。单取代脲键环糊精固定相不仅有稳定的化学结构和色谱性能,而且对粉唑醇对映体显示出较高的分离选择性,所建立的方法可用于快速监测食品中农药对映体残留量,对解决食品中的手性农药安全问题有着重要的研究意义。

关键词:

English

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: 李来生

Received Date: 16 September 2015
Fund Project:
国家自然科学基金项目(21165012)

江西省自然科学基金项目(2010GZH0089)

江西省教育厅科技重点项目(GJJ150019).

Abstract: 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.

Key words:

high performance liquid chromatography (HPLC)
/ methyl phenyl ureado β-cyclodextrin-bonded phase
/ flutriafol enantiomer
/ banana
/ food safety

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[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] 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[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] 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[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] 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[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] 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[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] Wu Y S, Lee H K, Li S F Y. J Chromatogr A, 2001, 912(1): 171 [6] Wu Y S, Lee H K, Li S F Y. J Chromatogr A, 2001, 912(1): 171
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[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] Tao Y, Dong F S, Xu J, et al. J Agric Food Chem, 2014, 62(47): 11457 [8] Tao Y, Dong F S, Xu J, et al. J Agric Food Chem, 2014, 62(47): 11457
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[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] Zhou Y, Li L, Lin K, et al. Chirality, 2009, 21(4): 421 [10] Zhou Y, Li L, Lin K, et al. Chirality, 2009, 21(4): 421
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[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] Wang P, Jiang S R, Liu D H, et al. J Biochem Biophys Methods, 2005, 62(3): 219 [12] Wang P, Jiang S R, Liu D H, et al. J Biochem Biophys Methods, 2005, 62(3): 219
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[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] Liu R Q, Bai L Y, Zhang Y J, et al. Chem Central J, 2013, 7: 129 [14] Liu R Q, Bai L Y, Zhang Y J, et al. Chem Central J, 2013, 7: 129
15. [15] Qiu J, Dai S H, Zheng C M, et al. Chirality, 2011, 23(6): 479 [15] Qiu J, Dai S H, Zheng C M, et al. Chirality, 2011, 23(6): 479
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[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] Pan C X, Shen B C, Xu B J, et al. J Sep Sci, 2006, 29: 2004 [17] Pan C X, Shen B C, Xu B J, et al. J Sep Sci, 2006, 29: 2004
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[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] 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[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] Muderawan I W, Ong T-T, Ng S-C. J Sep Sci, 2006, 29(12): 1849 [20] Muderawan I W, Ong T-T, Ng S-C. J Sep Sci, 2006, 29(12): 1849
21. [21] Peter A, Torok G, Armstrong D W, et al. J Chromatogr A, 1998, 828(1/2): 177[21] Peter A, Torok G, Armstrong D W, et al. J Chromatogr A, 1998, 828(1/2): 177

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甲基苯脲β-环糊精高效液相色谱键合相拆分手性农药粉唑醇对映体

通讯作者: 李来生

English

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

Corresponding author: 李来生

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

甲基苯脲β-环糊精高效液相色谱键合相拆分手性农药粉唑醇对映体

通讯作者: 李来生

English

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

Corresponding author: 李来生

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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