PDMDAAC改性玉米醇溶蛋白负载阿维菌素纳米颗粒的制备与性能

doi:10.16085/j.issn.1000-6613.2021-0741

化工进展 ›› 2022, Vol. 41 ›› Issue (4): 2068-2074.DOI: 10.16085/j.issn.1000-6613.2021-0741

PDMDAAC改性玉米醇溶蛋白负载阿维菌素纳米颗粒的制备与性能

李梓泳¹(), 陈龙¹, 马文丹¹, 周红军¹, 周新华¹^,²()

^1.植物健康创新研究院，仲恺农业工程学院化学化工学院，广东省普通高校农用绿色精细化学品重点实验室，广东广州 510225
^2.岭南现代农业科学与技术广东省实验室茂名分中心，广东茂名 525000

收稿日期:2021-04-09 修回日期:2021-05-06 出版日期:2022-04-23 发布日期:2022-04-25
通讯作者: 周新华
作者简介:李梓泳（1996—），男，硕士研究生，研究方向为精细化工。E-mail：1255582895@qq.com。
基金资助:
广东省农业产业技术体系共性关键技术（农业纳米）创新团队(2019KJ140);广东省教育厅农用绿色精细化学品科技创新团队(2018KCXTD015);广州市科技计划(201903010011)

Preparation and properties of Avermectin-loaded PDMDAAC modified Zein nanoparticles

LI Ziyong¹(), CHEN Long¹, MA Wendan¹, ZHOU Hongjun¹, ZHOU Xinhua¹^,²()

^1.Innovative Institute for Plant Health, Key Laboratory of Agricultural Green Fine Chemicals of Guangdong Higher Education Institution, School of Chemistry and Chemical Engineering, Zhongkai University of Agriculture and Engineering, Guangzhou 510225, Guangdong, China
^2.Maoming Branch, Guangdong Laboratory for Lingnan Modern Agriculture, Maoming 525000, Guangdong, China

Received:2021-04-09 Revised:2021-05-06 Online:2022-04-23 Published:2022-04-25
Contact: ZHOU Xinhua

摘要/Abstract

摘要：

为提高阿维菌素叶面沉积率及其抗紫外分解性能，本文设计构建了叶面亲和的纳米载体。通过自由基聚合将聚二甲基二烯丙基氯化铵（PDMDAAC）改性玉米醇溶蛋白（Zein），得到表面携带正电荷的改性玉米醇溶蛋白，并将其用于负载阿维菌素。采用红外光谱（FTIR）、扫描电镜（SEM）等手段对改性产物结构和形貌进行表征。通过反溶剂沉淀法制备了平均粒径为64.92nm的载药纳米粒子，载体对阿维菌素的包封率为(34.75±0.18)%。与植物表面的静电作用提升了纳米粒子悬浮液在植物表面的润湿性能，接触角大小随PDMDAAC接枝量增大而降低，由77.38°减小到64.60°；叶面滞留量可达33.69mg/cm²。改性玉米醇溶蛋白对阿维菌素的包覆提升了其抗紫外性能，半衰期由15min延长至40min，且阿维菌素的释放速率可通过PDMDAAC接枝率进行调控。

关键词: 聚二甲基二烯丙基氯化铵, 玉米醇溶蛋白, 阿维菌素, 缓释, 抗紫外

Abstract:

In order to improve the leaf deposition rate of avermectin and its resistance to UV decomposition, a foliar affinity nanocarrier was designed. By free radical polymerization, dimethyldiallylammonium chloride (PDMDAAC) was used to modify Zein, and the modified Zein with positive charge on the surface was obtained, which was used to load avermectin. The drug-carrying nanoparticles with an average particle size of 64.92nm were prepared by anti-solvent precipitation method. The encapsulation efficiency of avermectin was (34.75±0.18)%. The electrostatic interaction with the plant surface improved the wettability of the suspension, and the contact angle decreased from 77.38° to 64.60° with the increase of the amount of PDMDAAC grafting. Leaf retention reached 33.69mg/cm². Avermectin coated with modified Zein improved the UV resistance, the half-life was extended from 15min to 40min, and the release rate of avermectin was regulated by the grafting rate of PDMDAAC.

Key words: polydimethyldiallyl ammonium chloride, zein, avermectin, sustained-release, UV resistance

中图分类号:

TQ450.6

李梓泳, 陈龙, 马文丹, 周红军, 周新华. PDMDAAC改性玉米醇溶蛋白负载阿维菌素纳米颗粒的制备与性能[J]. 化工进展, 2022, 41(4): 2068-2074.

LI Ziyong, CHEN Long, MA Wendan, ZHOU Hongjun, ZHOU Xinhua. Preparation and properties of Avermectin-loaded PDMDAAC modified Zein nanoparticles[J]. Chemical Industry and Engineering Progress, 2022, 41(4): 2068-2074.

图/表 11

表1 不同单体配比及接枝率

样品	m_zein/g	m_DMDAAC/g	接枝率/%
Zein-g-PDMDAAC-1	2.00	2.00	27.35
Zein-g-PDMDAAC-2	2.00	4.00	65.00
Zein-g-PDMDAAC-3	2.00	6.00	150.05

图1 Zein-g-PDMDAAC合成示意图

图2 Zein、DMDAAC和Zein-g-PDMDAAC的红外光谱图

图3 Zein-g-PDMDAAC的扫描电镜图及其粒径分布图

表2 不同DMDAAC添加量的Zein-g-PDMDAAC@AVM的粒径、电位、包封率

样品	粒径/nm	电位/mV	EE/%
Zein-g-PDMDAAC-1@AVM	1524.83±89.74	18.01±0.86	92.25±0.18
Zein-g-PDMDAAC-2@AVM	315.73±15.23	22.18±1.34	80.20±0.47
Zein-g-PDMDAAC-3@AVM	64.92±1.85	27.71±1.30	34.75±0.18

图4 水(Ⅰ)、AVM乙醇水溶液(Ⅱ)、Zein-g-PDMDAAC-1@AVM(Ⅲ)、Zein-g-PDMDAAC-2@AVM(Ⅳ)、Zein-g-PDMDAAC-3@AVM(Ⅴ)在黄瓜叶片上的接触角图

图5 水(Ⅰ)、AVM乙醇水溶液(Ⅱ)、Zein-g-PDMDAAC-1@AVM(Ⅲ)、Zein-g-PDMDAAC-2@AVM(Ⅳ)、Zein-g-PDMDAAC-3@AVM(Ⅴ)在黄瓜叶片上的滞留量

图6 未包封阿维菌素及不同配比的Zein-g-PDMDAAC@AVM的抗紫外图

图7 不同配比的Zein-g-PDMDAAC@AVM的缓释图

表3 模型拟合参数

模型

方程

m_ein∶m_DMDAAC

a₀

a₁

R²

Zero-order

Q＝a₀t

1∶1

1∶2

1∶3

0.00883

0.01247

0.01201

0.67772

0.78634

0.7084

Higuchi

Q＝a₀×t^0.5

1∶1

1∶2

1∶3

0.08801

0.11408

0.11436

0.89793

0.94873

0.91698

First-order

Q＝a₀［1-exp(-a₁t)］

1∶1

1∶2

1∶3

0.58441

0.77322

0.76309

0.08032

0.07543

0.07951

0.98128

0.9909

0.99019

图8 不同pH下的缓释拟合模型

参考文献 24

1	GHORMADE V, DESHPANDE M V, PAKNIKAR K M. Perspectives for nano-biotechnology enabled protection and nutrition of plants[J]. Biotechnology Advances, 2011, 29(6): 792-803.
2	KAH M, TUFENKJI N, WHITE J C. Nano-enabled strategies to enhance crop nutrition and protection[J]. Nature Nanotechnology, 2019, 14(6): 532-540.
3	GAO Y H, ZHANG Y H, HE S, et al. Fabrication of a hollow mesoporous silica hybrid to improve the targeting of a pesticide[J]. Chemical Engineering Journal, 2019, 364: 361-369.
4	HAO L, GONG L H, CHEN L, et al. Composite pesticide nanocarriers involving functionalized boron nitride nanoplatelets for pH-responsive release and enhanced UV stability[J]. Chemical Engineering Journal, 2020, 396: 125233.
5	CHEN H Y, CHEN L S, SHEN Z C, et al. Synthesis of mesoporous silica post-loaded by methyl eugenol as an environment-friendly slow-release bio pesticide[J]. Scientific Reports, 2020, 10: 6108.
6	ZHAO M, ZHOU H J, CHEN L, et al. Carboxymethyl chitosan grafted trisiloxane surfactant nanoparticles with pH sensitivity for sustained release of pesticide[J]. Carbohydrate Polymers, 2020, 243: 116433.
7	LIN M H, FANG S, ZHAO X J, et al. Natamycin-loaded zein nanoparticles stabilized by carboxymethyl chitosan: evaluation of colloidal/chemical performance and application in postharvest treatments[J]. Food Hydrocolloids, 2020, 106: 105871.
8	PALIWAL R, PALAKURTHI S. Zein in controlled drug delivery and tissue engineering[J]. Journal of Controlled Release, 2014, 189: 108-122.
9	PEÑALVA R, ESPARZA I, GONZÁLEZ-NAVARRO C J, et al. Zein nanoparticles for oral folic acid delivery[J]. Journal of Drug Delivery Science and Technology, 2015, 30: 450-457.
10	SOLTANI S, MADADLOU A. Gelation characteristics of the sugar beet pectin solution charged with fish oil-loaded zein nanoparticles[J]. Food Hydrocolloids, 2015, 43: 664-669.
11	HAO L, LIN G, WANG H, et al. Preparation and characterization of zein-based nanoparticles via ring-opening reaction and self-assembly as aqueous nanocarriers for pesticides[J]. Journal of Agricultural and Food Chemistry, 2020, 68(36): 9624-9635.
12	ZHAO X L, WANG X J, SONG G J, et al. Microwave assisted copolymerization of sodium alginate and dimethyl diallyl ammonium chloride as flocculant for dye removal[J]. International Journal of Biological Macromolecules, 2020, 156: 585-590.
13	LIU G H, LIN G Q, LIN X D, et al. Enzyme and pH dual-responsive avermectin nano-microcapsules for improving its efficacy[J]. Environmental Science and Pollution Research, 2019, 26(24): 25107-25116.
14	邱松发, 许斌华, 林冠权, 等. 2,4-D/CMC接枝物纳米粒子的制备与缓释性能研究[J]. 化工学报, 2019, 70(5): 2007-2015.
	QIU Songfa, XU Binhua, LIN Guanquan, et al. Preparation and sustained release performance of 2,4-D/grafted CMC nanoparticles[J]. CIESC Journal, 2019, 70(5): 2007-2015.
15	王春鑫. 功夫菊酯和吡唑醚菌酯纳米载药系统构建与表征[D]. 北京: 中国农业科学院, 2019.
	WANG Chunxin. Construction and characterization of lambda-cyhalothrin and pyraclostrobin nanopesticide delivery system[D]. Beijing: Chinese Academy of Agricultural Sciences, 2019.
16	DENG L L, LI Y, FENG F Q, et al. Study on wettability, mechanical property and biocompatibility of electrospun gelatin/zein nanofibers cross-linked by glucose[J]. Food Hydrocolloids, 2019, 87: 1-10.
17	田立颖, 杜杨, 吉法祥, 等. 二甲基二烯丙基氯化铵-丙烯酰胺共聚物的合成与结构表征[J]. 精细化工, 2000, 17(10): 567-569.
	TIAN Liying, DU Yang, JI Faxiang, et al. Synthesis and structural characterization of copolymer of dimethyldiallylammonium chloride and acrylamide[J]. Fine Chemicals, 2000, 17(10): 567-569.
18	CHEN L, ZHOU H J, HAO L, et al. Dialdehyde carboxymethyl cellulose-zein conjugate as water-based nanocarrier for improving the efficacy of pesticides[J]. Industrial Crops and Products, 2020, 150: 112358.
19	HOLLOWAY P J. Surface factors affecting the wetting of leaves[J]. Pesticide Science, 1970, 1(4): 156-163.
20	HAO L, LIN G Q, LIAN J J, et al. Carboxymethyl cellulose capsulated zein as pesticide nano-delivery system for improving adhesion and anti-UV properties[J]. Carbohydrate Polymers, 2020, 231: 115725.
21	林冠权. 改性玉米醇溶蛋白负载阿维菌素纳米农药的制备及性能[D]. 广州: 仲恺农业工程学院, 2019.
	LIN Guanquan. Preparation and properties of modified zein loaded avermectin nano-pesticide[D]. Guangzhou: Zhongkai University of Agriculture and Engineering, 2019.
22	陈龙, 周红军, 江海科, 等. 叶面亲和型阿维菌素微胶囊的制备及pH响应性释放性能[J]. 化工进展, 2020, 39(1): 348-355.
	CHEN Long, ZHOU Hongjun, JIANG Haike, et al. Preparation and pH responsive release properties of foliar affinity avermectin microcapsules[J]. Chemical Industry and Engineering Progress, 2020, 39(1): 348-355.
23	KHAN M A, YUE C, FANG Z, et al. Alginate/chitosan-coated zein nanoparticles for the delivery of resveratrol[J]. Journal of Food Engineering, 2019, 258: 45-53.
24	SHEN Z C, WEN H J, ZHOU H J, et al. Coordination bonding-based polydopamine-modified mesoporous silica for sustained avermectin release[J]. Materials Science and Engineering: C, 2019, 105: 110073.

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PDMDAAC改性玉米醇溶蛋白负载阿维菌素纳米颗粒的制备与性能

Preparation and properties of Avermectin-loaded PDMDAAC modified Zein nanoparticles

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