环糊精在农药加工使用中的研究进展

doi:10.11923/j.issn.2095-4050.cjas20200200030

摘要/Abstract

摘要：

在有害生物防治的过程中,为了解决部分农药的持效期短、便捷性差、毒性高、防治效果差等对其使用有影响的问题,农药缓释剂型应运而生,其被认为能够在一定程度上解决这些缺陷。本文概括了环糊精作为农药载体的应用,包括环糊精在杀菌剂、杀虫剂、除草剂和其他农药方面的应用;总结了5种环糊精与农药包合物的制备方法,包括超声法、研磨法、冷冻干燥法、共沉淀法、共溶剂法。最后指明了未来环糊精在农药加工使用中的研究方向。

关键词: 缓释, 农药载体, 环糊精, 剂型, 包合物

Abstract:

In the process of pest control, in order to solve the problems affecting the use of some pesticides, such as short persistent period, poor convenience, high toxicity and poor control effect, the pesticide controlled release formulations came into being, which is regarded as being able to solve these defects to some extent. The application of cyclodextrin as a pesticide carrier was reviewed, including the application in bactericide, insecticide, herbicide and other agricultural chemicals. 5 preparation methods of cyclodextrin and pesticide inclusion complex were concluded, including ultrasonic method, trituration, freeze drying, coprecipitation method and co-solvent method. At last, the research direction of cyclodextrin in pesticide processing in future was provided.

Key words: Controlled Release, Pesticide Carrier, Cyclodextrin, Formulation, Inclusion Complex

中图分类号:

TQ450

郝宝强, 程鸿燕, 颜冬冬, 李园, 王秋霞, 曹坳程, 欧阳灿彬. 环糊精在农药加工使用中的研究进展[J]. 农学学报, 2021, 11(5): 28-32.

Hao Baoqiang, Cheng Hongyan, Yan Dongdong, Li Yuan, Wang Qiuxia, Cao Aocheng, Ouyang Canbin. The Application of Cyclodextrin in Pesticide Processing: A Review[J]. Journal of Agriculture, 2021, 11(5): 28-32.

参考文献 56

[1]	刘佳霖, 高丽娇, 曹兰, 等. 蜂王浆-β-环糊精包合物的主要营养成分及抗氧化活性[J]. 福建农林大学学报:自然科学版, 2019,48(5):619-624.
[2]	顾思浩, 李宁, 李玲, 等. 加味苓桂术甘汤中挥发性成分β-环糊精包合工艺的优化[J]. 中成药, 2019,41(9):2039-2043.
[3]	Gamez F, Hurtado P, Hortal A R, et al. Cations in a Molecular Funnel: Vibrational Spectroscopy of Isolated Cyclodextrin Complexes with Alkali Metals[J]. Chemphyschem, 2013,14(2):400-407. doi: 10.1002/cphc.201200810 URL
[4]	Wei W, Chu Y, Wang R, et al. Quantifying non-covalent binding affinity using mass spectrometry: A systematic study on complexes of cyclodextrins with alkali metal cations[J]. Rapid Communications in Mass Spectrometry, 2015,29(10):927-936. doi: 10.1002/rcm.7181 URL
[5]	Hwsler M, Schwarz D H, Dahnhardt-pfeiffer S, et al. Synjournal and in vitro evaluation of cyclodextrin hyaluronic acid conjugates as a new candidate for intestinal drug carrier for steroid hormones[J]. European Journal of Pharmaceutical Sciences, 2020,143:105181. doi: 10.1016/j.ejps.2019.105181 URL
[6]	Chen Y, Liu Y. Construction and Functions of Cyclodextrin-Based 1D Supramolecular Strands and their Secondary Assemblies[J]. Advanced Materials, 2015,27(36):5403-5409. doi: 10.1002/adma.201501216 URL
[7]	沈海民, 武宏科, 史鸿鑫, 等. 非均相环糊精在水相有机合成反应中的应用[J]. 化学进展, 2015,27(1):70-78. doi: 10.7536/PC140818
[8]	Xu X, Shang H, Zhang T, et al. A stimuli-responsive insulin delivery system based on reversible phenylboronate modified cyclodextrin with glucose triggered host-guest interaction[J]. International journal of pharmaceutics, 2018,548(1):649-658. doi: 10.1016/j.ijpharm.2018.07.020 URL
[9]	Yong C, Feihe H, Zhan T L, et al. Controllable macrocyclic supramolecular assemblies in aqueous solution[J]. Science China(Chemistry), 2018,61(8):979-992.
[10]	王倩, 柳志学, 张瀛溟, 等. 氨基酸修饰β-环糊精对胆酸分子键合的热力学性质及生物应用[J]. 中国科学:化学, 2019,49(11):1343-1350.
[11]	陈雅琪, 桂鑫, 段尊斌, 等. 环糊精参与的过渡金属催化有机反应[J]. 有机化学, 2019(5):1284-1292. doi: 10.6023/cjoc201809012
[12]	赵九阳. 六氢β-酸/甲基-β-环糊精包合物的抑菌活性及其机理研究[D]. 乌鲁木齐:新疆大学, 2019.
[13]	焦姣, 王高峰, 张稳婵, 等. β-环糊精包合物的制备及对苯佐卡因水解速度的影响[J]. 贵州师范大学学报:自然科学版, 2019,37(1):30-36.
[14]	Braga S S. Cyclodextrins: Emerging Medicines of the New Millennium[J]. Biomolecules, 2019,9(12).
[15]	丁远民, 李莎莎, 赵洁, 等. β-环糊精基复合材料快速吸附污染物的研究进展[J]. 现代化工, 2019,39(12):34-38.
[16]	李海峰. 新型环糊精衍生物的合成、超分子组装及应用[J]. 合成材料老化与应用, 2019,48(5):141-145.
[17]	毛善勇, 李向阳, 李刚. 漆黄素与环糊精的相互作用研究[J]. 河南工业大学学报:自然科学版, 2019,40(3):86-89.
[18]	Bezamat J M, Yokaichiya F, Disa Franco M K K, et al. Complexation of the local anesthetic pramoxine with hydroxypropyl-beta-cyclodextrin can improve its bioavailability[J]. Journal of Drug Delivery Science and Technology, 2020,55:101475. doi: 10.1016/j.jddst.2019.101475 URL
[19]	陈帅, 高彦祥. 基于β-环糊精的姜黄素传递载体的研究进展[J]. 中国调味品, 2019,44(1):154-158.
[20]	Ji-Yeon Chun Y J P B. Antimicrobial Effect of α - or β -Cyclodextrin Complexes with Trans-Cinnamaldehyde Against Staphylococcus aureus and Escherichia coli[J]. Drying Technology, 2015,33:377-383. doi: 10.1080/07373937.2014.957388 URL
[21]	蔡松韬, 银浩, 姚春晖, 等. β-环糊精/四氧化三铁纳米复合材料功能化研究进展[J]. 合成材料老化与应用, 2019,48(1):89-92.
[22]	Yuan W, Shen J, Li L, et al. Preparation of POSS-poly(ɛ-caprolactone)-β-cyclodextrin/Fe₃O₄ hybrid magnetic micelles for removal of bisphenol A from water[J]. Carbohydrate Polymers, 2014,113:353-361. doi: 10.1016/j.carbpol.2014.07.035 URL
[23]	Li J, Chen C, Zhao Y, et al. Synjournal of water-dispersible Fe₃O₄@β-cyclodextrin by plasma-induced grafting technique for pollutant treatment[J]. Chemical Engineering Journal, 2013,229:296-303. doi: 10.1016/j.cej.2013.06.016 URL
[24]	Tian L, Wu G. Cyclodextrins as promoter or inhibitor for methane hydrate formation?[J]. Fuel, 2020,264:116828. doi: 10.1016/j.fuel.2019.116828 URL
[25]	刘康恺, 孟彩云, 郑鑫垚, 等. 环糊精基石墨烯气凝胶的制备及其气体吸附性能研究[J]. 化工新型材料, 2019,47(6):184-188.
[26]	张恒, 周玉惠, 张飞, 等. 聚丙烯/β-环糊精复合材料发泡性能及力学性能的研究[J]. 材料导报, 2020,34(4):4148-4152.
[27]	徐冉, 黄虹, 袁建梅, 等. 以β-环糊精制备除虫菊酯微胶囊及应用[J]. 同济大学学报:自然科学版, 2019,47(12):1772-1778.
[28]	Delogu G, Fois X, Mannu R, et al. Enhancing insecticide activity using a physical mixture with cyclodextrin: a witch’s cauldron or an opportunity?[J]. Journal of Pest Science, 2019,92(3):943-950. doi: 10.1007/s10340-019-01120-w URL
[29]	Chaudhari P, Ghate V M, Lewis S A. Supramolecular cyclodextrin complex: Diversity, safety, and applications in ocular therapeutics[J]. Exp Eye Res, 2019,189:107829. doi: 10.1016/j.exer.2019.107829 URL
[30]	吴学民, 胡奕俊, 徐妍马, 等. 联苯菊酯-β-环糊精包合物的制备及其光谱研究[J]. 农药学学报, 2010(12):324-328.
[31]	张定华, 王振华, 汪卫东. 农药药害发生的主要原因分析及预防处置措施[J]. 中国农技推广, 2019,35(9):93-95.
[32]	常相娜, 沈文, 周璐璐, 等. 奥硝唑β-环糊精包合物的制备[J]. 陕西科技大学学报:自然科学版, 2013,31(6):132-135.
[33]	王兰, 葛雪梅, 易定峰. 奥硝唑双层缓释膜的制备工艺及其体外释放度研究[J]. 中国药房, 2009,20(7):525-527.
[34]	孙伟, 厍梦尧, 马思悦, 等. 多菌灵与3种环糊精的识别研究[J]. 分析化学, 2018,46(2):246-253.
[35]	崔丽丽, 闫梅霞, 王春伟, 等. 液相色谱-质谱/质谱法检测人参和土壤中多菌灵的残留动态[J]. 分析科学学报, 2015,31(2):223-227.
[36]	檀笑昕, 李楠, 李享, 等. 在线净化-高效液相色谱双检测器法测定土壤中多菌灵、磺胺类、新烟碱类农兽药残留[J]. 分析试验室, 2016,35(8):874-879.
[37]	李红梅. 昆虫性诱技术在凌海地区的应用[J]. 新农业, 2019(13):47-49.
[38]	李咏玲, 韩福生, 张金桐. 昆虫性信息素研究综述[J]. 山西农业科学, 2010,38(6):51-54.
[39]	Li G W, Chen X L, Chen L H, et al. Functional Analysis of the Chemosensory Protein GmolCSP8 From the Oriental Fruit Moth, Grapholita molesta (Busck) (Lepidoptera: Tortricidae)[J]. Front Physiol, 2019,10:552. doi: 10.3389/fphys.2019.00552 URL
[40]	薛小连, 刘金龙, 马瑞燕, 等. 梨小食心虫性诱剂和β-环糊精包合物的制备与表征[J]. 农药学学报, 2014,16(6):740-745.
[41]	王云, 谭文娟, 冯舒, 等. 环氧虫啶-二甲基-β-环糊精包合物的制备及表征[J]. 农药, 2016,55(5):331-333.
[42]	沈文, 张光华, 郭宁, 等. 阿维菌素包合物的红外光谱研究[J]. 光谱学与光谱分析, 2014,34(5):1201-1205.
[43]	Yan Y, Hou H, Ren T, et al. Utilization of environmental waste cyanobacteria as a pesticide carrier: Studies on controlled release and photostability of avermectin[J]. Colloids And Srufaces B-Biointerfaces, 2013,102:341-347.
[44]	徐妍, 马超, 胡奕俊, 等. 烯草酮-β-环糊精包合物悬浮剂的制备及流变学行为[J]. 农药, 2011,50(2):109-112.
[45]	张天宇, 丁雪娇, 冯馨瑶, 等. β-环糊精与硝磺草酮水相包合物的制备与性质研究[J]. 当代化工研究, 2018(3):29-30.
[46]	Petrovic G, Stojanovic G, Palic R. Modified β-cyclodextrins as prospective agents for improving water solubility of organic pesticides[J]. Environmental Chemistry Letters, 2011,9(3):423-429. doi: 10.1007/s10311-010-0296-9 URL
[47]	肖长坤, 张涛, 陈海明, 等. 20%辣根素水剂对设施草莓土壤消毒的效果[J]. 中国蔬菜, 2010(21):29-31.
[48]	张敏, 汪电雷, 徐晓雅, 等. 异硫氰酸烯丙酯羟丙基β环糊精包合物的制备和表征[J]. 广州化工, 2017,45(14):64-66.
[49]	王晓婧, 夏凯, 朱昌华, 等. 赤霉素A_3与羟丙基-β-环糊精包合物的制备及其稳定性研究[J]. 农药学学报, 2015,17(5):596-602.
[50]	Zhao M, Liu M, LI D, et al. Anti-fertility effect of levonorgestrel and quinestrol in Brandt's voles (Lasiopodomys brandtii)[J]. Integrative Zoology, 2007,2(4):260-268. doi: 10.1111/j.1749-4877.2007.00059.x URL
[51]	Wang D, Ouyang C, Liu Q, et al. Inclusion of quinestrol and 2,6-di-O-methyl-β-cyclodextrin: Preparation, characterization, and inclusion mode[J]. Carbohydrate Polymers, 2013,93(2):753-760. doi: 10.1016/j.carbpol.2012.12.007 URL
[52]	汪文来, 杨立新, 赵红霞. 青皮挥发油β-环糊精包合工艺优选[J]. 中国实验方剂学杂志, 2010,16(18):36-38.
[53]	熊耀坤, 张国松, 魏惠珍, 等. 胶体磨制备冰片-β环糊精包合物工艺研究[J]. 江西中医学院学报, 2009,21(1):30-33.
[54]	冯桂芬. 吡喹酮-羟丙基-β-环糊精包合物的研制[D]. 杨凌:西北农林科技大学, 2007.
[55]	Cruickshank D L, Bourne S A, Caira M R. Solid-state structures and thermal properties of inclusion complexes of the phenylurea herbicide cycluron with permethylated cyclodextrins[J]. Arkivoc, 2011(7):103-115.
[56]	Chen X, Zhou M, Chang Y, et al. Novel synjournal of β-cyclodextrin functionalized CdTe quantum dots as luminescent probes[J]. Applied Surface Science, 2012,263:491-496. doi: 10.1016/j.apsusc.2012.09.090 URL