Abstract
The overdosage use of pesticide was harmful to the environment and human health, which was mainly caused by the low utilization rate of the pesticide. However, the pesticide microcapsule with sustained-release and stimulating response properties could effectively solve this problem. Preparation of carboxymethyl cellulose grafting dimethyldiallylammonium chloride (CMC-g-PDMDAAC) through grafting polymerization and trapping as well as encapsulation of avermectin (AVM) via electrostatic interactions resulted in the formation of AVM/CMC-g-PDMDAAC microcapsules. The results showed that the particle size was 200~300 nm. The encapsulation efficiency was as high as 72.06%. Furthermore, the remaining rate of encapsulated AVM increased from 50.0 to 81.60% after UV irradiation for 359 min. The microcapsules exhibited significant enzyme and pH stimuli responsiveness. Finally, CMC-g-PDMDAAC had no significant difference effect on the toxicity of AVM, AVM could be found, and DMDAAC featured a synergistic effect on the toxicological effects of AVM.
Similar content being viewed by others
References
Abrahão GM, Costa MH (2018) Evolution of rain and photoperiod limitations on the soybean growing season in Brazil: the rise (and possible fall) of double-cropping systems. Agric For Meteorol 256-257:32–45. https://doi.org/10.1016/j.agrformet.2018.02.031
Bhargava HN, Agrawal PK, Barkatt A (1979) Glass transition temperatures of copolyphosphates. Colloid Polym Sci 257(11):1172–1179. https://doi.org/10.1007/BF01517241
Chen N, Tong Z, Yang W, Brennan AB (2015) Biocomposites with tunable properties from poly (lactic acid)-based copolymers and carboxymethyl cellulose via ionic assembly. Carbohydr Polym 128:122–129. https://doi.org/10.1016/j.carbpol.2015.04.015
Chen H, Lin Y, Zhou H, Zhou X, Gong S, Xu H (2016) Synthesis and characterization of chlorpyrifos/copper(II) schiff base mesoporous silica with pH sensitivity for pesticide sustained release. J Agr Food Chem 64:8095–8102. https://doi.org/10.1021/acs.jafc.6b03262
Chen H, Lin G, Zhou H, Zhou X, Xu H, Huang S (2018a) Preparation of avermectin/grafted CMC nanoparticles and their sustained release performance. J Polym Environ 26(7):2945–2953. https://doi.org/10.1007/s10924-018-1182-y
Chen L, Zhu H, Sun Y, Chiang P, Sun W, Xu Y, Zheng H, Shah KJ (2018b) Characterization and sludge dewatering performance evaluation of the photo-initiated cationic flocculant PDD. J Taiwan Inst Chem Eng 93:253–262. https://doi.org/10.1016/j.jtice.2018.07.022
Cohen S, Haham H, Pellach M, Margel S (2016) Design of UV-absorbing polypropylene films with polymeric benzotriaziole based nano- and microparticle coatings. ACS Appl Mater Interfaces 9(1):868–875. https://doi.org/10.1021/acsami.6b12821
Deng Y, Zhao H, Qian Y, Lu L, Wang B, Qiu X (2016) Hollow lignin azo colloids encapsulated avermectin with high anti-photolysis and controlled release performance. Ind Crop Prod 87:191–197. https://doi.org/10.1016/j.indcrop.2016.03.056
Do Nascimento E, de Caland L, de Medeiros A, Fernandes-Pedrosa M, Soares-Sobrinho J, Dos Santos K, Da Silva-Júnior A (2017) Tailoring drug release properties by gradual changes in the particle engineering of polysaccharide chitosan based powders. Polymers-Basel 9(12):253. https://doi.org/10.3390/polym9070253
Fasihi H, Fazilati M, Hashemi M, Noshirvani N (2017) Novel carboxymethyl cellulose-polyvinyl alcohol blend films stabilized by pickering emulsion incorporation method. Carbohydr Polym 167:79–89. https://doi.org/10.1016/j.carbpol.2017.03.017
Feng J, Yang G, Zhang S, Liu Q, Jafari SM, McClements DJ (2018) Fabrication and characterization of β-cypermethrin-loaded PLA microcapsules prepared by emulsion-solvent evaporation: loading and release properties. Environ Sci Pollut Res 25(14):13525–13535. https://doi.org/10.1007/s11356-018-1557-6
Fundueanu G, Constantin M, Ascenzi P (2008) Preparation and characterization of pH- and temperature-sensitive pullulan microspheres for controlled release of drugs. Biomaterials 29(18):2767–2775. https://doi.org/10.1016/j.biomaterials.2008.03.025
He S, Zhang W, Li D, Li P, Zhu Y, Ao M, Li J, Cao Y (2013) Preparation and characterization of double-shelled avermectin microcapsules based on copolymer matrix of silica–glutaraldehyde–chitosan. J Mater Chem B 1(9):1270. https://doi.org/10.1039/c2tb00234e
Lamberth C, Jeanmart S, Luksch T, Plant A (2013) Current challenges and trends in the discovery of agrochemicals. Science 341(6147):742–746. https://doi.org/10.1126/science.1237227
Liang W, Yu A, Wang G, Zheng F, Hu P, Jia J, Xu H (2018) A novel water-based chitosan-La pesticide nanocarrier enhancing defense responses in rice (Oryza sativa L) growth. Carbohydr Polym 199:437–444. https://doi.org/10.1016/j.carbpol.2018.07.042
Lin X, Li Y, Chen Z, Zhang C, Luo X, Du X, Huang Y (2013) Synthesis, characterization and electrospinning of new thermoplastic carboxymethyl cellulose (TCMC). Chem Eng J 215:709–720. https://doi.org/10.1016/j.cej.2012.10.089
Lin Q, Gao M, Chang J, Ma H (2016) Adsorption properties of crosslinking carboxymethyl cellulose grafting dimethyldiallylammonium chloride for cationic and anionic dyes. Carbohydr Polym 151:283–294. https://doi.org/10.1016/j.carbpol.2016.05.064
Lin G, Chen H, Zhou H, Zhou X, Xu H (2018a) Preparation of tea tree oil/poly(styrene-butyl methacrylate) microspheres with sustained release and anti-bacterial properties. Materials 11(5):710. https://doi.org/10.3390/ma11050710
Lin G, Chen X, Zhou H, Zhou X, Xu H, Chen H (2018b) Elaboration of a feather keratin/carboxymethyl cellulose complex exhibiting pH sensitivity for sustained pesticide release. J Appl Polym Sci 136(10):47160. https://doi.org/10.1002/app.47160
Lin G, Zhou H, Lian J, Chen H, Xu H, Zhou X (2019) Preparation of pH-responsive avermectin/feather keratin-hyaluronic acid with anti-UV and sustained-release properties. Colloid Surface B 175:291–299. https://doi.org/10.1016/j.colsurfb.2018.11.074
Liu Z, Qie R, Li W, Hong N, Li Y, Li C, Wang R, Shi Y, Guo X, Jia X (2017) Preparation of avermectin microcapsules with anti-photodegradation and slow-release by the assembly of lignin derivatives. New J Chem 41(8):3190–3195. https://doi.org/10.1039/c6nj03795j
Marican A, Durán-Lara EF (2018) A review on pesticide removal through different processes. Environ Sci Pollut Res 25(3):2051–2064. https://doi.org/10.1007/s11356-017-0796-2
Peng S, Jiang G, Li X, Yang L, Liu F, He Y (2018) Flocculation of submicron particles in water-based drilling fluids by CMC-g-DMDAAC. J Pet Sci Eng 162:55–62. https://doi.org/10.1016/j.petrol.2017.12.036
Sabarwal A, Kumar K, Singh RP (2018) Hazardous effects of chemical pesticides on human health–cancer and other associated disorders. Environ Toxicol Pharmacol 63:103–114. https://doi.org/10.1016/j.etap.2018.08.018
Samy W, Elnoby A, El-Gowelli HM, Elgindy N (2017) Hybrid polymeric matrices for oral modified release of desvenlafaxine succinate tablets. Saudi Pharm J 25(5):676–687. https://doi.org/10.1016/j.jsps.2016.10.005
Suchaoin W, Pereira De Sousa I, Netsomboon K, Lam HT, Laffleur F, Bernkop-Schnürch A (2016) Development and in vitro evaluation of zeta potential changing. Int J Pharm 510(1):255–262. https://doi.org/10.1016/j.ijpharm.2016.06.045
Tao X, Jin S, Wu D, Ling K, Yuan L, Lin P, Xie Y, Yang X (2016) Effects of particle hydrophobicity, surface charge, media pH value and complexation with human serum albumin on drug release behavior of mitoxantrone-loaded pullulan nanoparticles. Nanomaterials-Basel 6(1):2. https://doi.org/10.3390/nano6010002
Vasantha-Srinivasan P, Senthil-Nathan S, Ponsankar A, Thanigaivel A, Chellappandian M, Edwin E, Selin-Rani S, Kalaivani K, Hunter WB, Duraipandiyan V, Al-Dhabi NA (2018) Acute toxicity of chemical pesticides and plant-derived essential oil on the behavior and development of earthworms, Eudrilus eugeniae (Kinberg) and Eisenia fetida (Savigny). Environ Sci Pollut Res 25(11):10371–10382. https://doi.org/10.1007/s11356-017-9236-6
Wang Y, Gao Z, Shen F, Li Y, Zhang S, Ren X, Hu S (2015) Physicochemical characteristics and slow release performances of chlorpyrifos encapsulated by poly(butyl acrylate-co-styrene) with the cross-linker ethylene glycol dimethacrylate. J Agric Food Chem 63(21):5196–5204. https://doi.org/10.1021/acs.jafc.5b01378
Wong J, Kipp JE, Miller RL, Nair LM, Joseph Ray G (2014) Mechanism of 2-hydropropyl-beta-cyclodextrin in the stabilization of frozen formulations. Eur J Pharm Sci 62:281–292. https://doi.org/10.1016/j.ejps.2014.05.024
Xu X, Su X, Bai B, Wang H, Suo Y (2016) Controlled pesticide release of a novel superabsorbent by grafting citric acid onto water hyacinth powders with the assistance of dopamine. RSC Adv 6(36):29880–29888. https://doi.org/10.1039/c5ra28154g
Yeo SC, Eisenberg A (1977) Effect of ion placement and structure on properties of plasticized polyelectrolytes. J Macromol Sci B 13(3):441–484. https://doi.org/10.1080/00222347708208768
Yuksel N, Kanık AE, Baykara T (2000) Comparison of in vitro dissolution profiles by ANOVA-based, model-dependent and -independent methods. Int J Pharm 209(1-2):57–67. https://doi.org/10.1016/S0378-5173(00)00554-8
Zhang H, Qin H, Li L, Zhou X, Wang W, Kan C (2017) Preparation and characterization of controlled-release avermectin/castor oil-based polyurethane nanoemulsions. J Agric Food Chem 66(26):6552–6560. https://doi.org/10.1021/acs.jafc.7b01401
Zhao X, Cui H, Wang Y, Sun C, Cui B, Zeng Z (2017) Development strategies and prospects of nano-based smart pesticide formulation. J Agric Food Chem 66(26):6504–6512. https://doi.org/10.1021/acs.jafc.7b02004
Funding
This research was funded by National Natural Science Foundation of China (Grant No. 21576303, 21606262), Natural Science Foundation of Guangdong Province (Grant No. 2016A030313375, 2017A030311003), and Science and Technology Program of Guangzhou, China (Grant No. 201604020054, 201904020068). Financial support was provided by the National Key R&D Program of China (Grant No. 2018YFD0200306).
Author information
Authors and Affiliations
Corresponding authors
Ethics declarations
Conflict of interest
The authors declare that they have no conflict of interest.
Additional information
Responsible editor: Philippe Garrigues
Publisher’s note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Liu, G., Lin, G., Lin, X. et al. Enzyme and pH dual-responsive avermectin nano-microcapsules for improving its efficacy. Environ Sci Pollut Res 26, 25107–25116 (2019). https://doi.org/10.1007/s11356-019-05804-9
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11356-019-05804-9