王浆酸超分子微囊的制备及其性能研究

doi:10.3969/j.issn.2097-2806.2026.07.008

Abstract

Abstract:

To address the poor solubility of 10-Hydroxy-2-decenoic acid（10-HDA）in practical applications, this study combined supramolecular technology with microcapsule encapsulation technology to prepare a 10-HDA supramolecular microcapsule with a high loading capacity. Composed of 10-HDA, matrine, sodium hyaluronate, and gum arabic, the optimized microcapsule achieves a maximum 10-HDA loading capacity of 20.5%. A variety of characterization methods, including Fourier Transform Infrared Spectroscopy（FT-IR）, Proton Nuclear Magnetic Resonance（¹H NMR）, Nanoparticle Size and Zeta Potential Analyzer, Transmission Electron Microscopy（TEM）, and Scanning Electron Microscopy（SEM）, were used to systematically characterize the formed supramolecular structure and morphology of the microcapsule. Additionally, the stability, permeability, and anti-aging efficacy of the prepared 10-HDA supramolecular microcapsule were conducted. The results show that the 10-HDA supramolecular microcapsule exhibits a well-defined, spherical core-shell morphology with a narrow size distribution. The microcapsules present an average particle size of（653.19 ± 2.0）nm, a polydispersity index（PDI）of 0.408, and a Zeta potential of -14.93 mV, indicating good stability. Moreover, the microencapsulation significantly improves the skin permeability of 10-HDA and shows superior efficacy in promoting the synthesis of type I collagen and elastin. This study lays an important theoretical and practical foundation for the broader application of 10-HDA in the cosmetics field.

Key words: 10-Hydroxy-2-decenoic acid, matrine, supramolecular microcapsules, permeability, anti-aging

CLC Number:

TQ658

Bei Su, Yapei Jiao, Qian Wang, Hui Liu, Hui Zhang, Fei Liu. Preparation and performance study of 10-HDA supramolecular microcapsules[J].China Surfactant Detergent & Cosmetics, 2026, 56(7): 902-909.

Figures/Tables 14

Tab.1

Tab.2

Tab.3

Fig.1

Fig.2

Tab.4

Fig.3

Fig.4

Fig.5

Fig.6

Tab.5

Fig.7

Fig.8

Fig.9

References 26

[1]	黄佳, 马晓钰, 鲁朝刚, 等. 超分子技术在化妆品中的应用与展望[J]. 日用化学品科学, 2025, 48(2): 84-88.
[2]	Bag B G, Dash S S. Hierarchical self-assembly of a renewable nanosized pentacyclic dihydroxy-triterpenoid betulin yielding flower-like architectures[J]. Langmuir, 2015, 31: 13664-13672. doi: 10.1021/acs.langmuir.5b03730 pmid: 26671722
[3]	Wang Yijie, Sun Yue, Tian Yunze, et al. High internal phase Pickering emulsions stabilized by Zein-hyaluronic acid conjugate particles and their application in active substances protection[J]. Carbohydrate Polymers, 2024, 343: 122498. doi: 10.1016/j.carbpol.2024.122498
[4]	马宏丹, 王露, 郭东艳. 经皮给药系统与新载体的研究进展[J]. 陕西中医, 2017, 38(9): 1319-1320.
[5]	Wang Mi, Wang Zhenyuan, Zhang Jichuan, et al. Sustainable bioactive salts fully composed of natural products for enhanced pharmaceutical applicability[J]. ACS Sustainable Chemistry & Engineering, 2022, 10(31): 10369-10382.
[6]	Shariati P S R, Oddi S, Barbalinardo M, et al. Delivery of active peptides by self-healing, biocompatible and supramolecular hydrogels[J]. Molecules, 2023, 28(6): 2528.
[7]	刘晓冉, 朱娜, 李辉, 等. 王浆酸的药理作用研究进展[J]. 特产研究, 2020, 42(4): 85-88.
[8]	李俊霖, 杨晓慧, 王腾飞, 等. 10-HDA对金黄色葡萄球菌的抑菌机理研究[J]. 中国食品学报, 2014, 14(12): 73-79.
[9]	Yang Yuanchang, Chou Wingming, Widowati Da, et al. 10-hydroxy-2-decenoic acid of royal jelly exhibits bactericide and anti-inflammatory activity in human colon cancer cells[J]. BMC Complementary and Alternative Medicine, 2018, 18(1): 1-7. doi: 10.1186/s12906-017-2057-9
[10]	Chen Y F, Wang K, Zhang Y Z, et al. Invitro anti-inflammatory effects of three fattyacids fromroyal jelly[J]. Mediators of Inflammation, 2016(2): 1-11.
[11]	陈伊凡. 蜂王浆脂肪酸的抗炎活性及其机制研究[D]. 杭州: 浙江大学, 2019.
[12]	Park H M, Hwang E, Lee K G. Royal jelly protects against ultraviolet B-induced photoaging in human skin fibroblasts via enhancing collagen production[J]. Journal of Medicinal Food, 2011, 14(9): 899-906. doi: 10.1089/jmf.2010.1363 pmid: 21812645
[13]	Zheng J, Lai W, Zhu G, et al. 10-Hydroxy-2-decenoic acid prevents ultraviolet A-induced damage and matrix metalloproteinases expression in human dermal fibroblasts[J]. Journal of the European Academy of Dermatology and Venereology, 2013, 27(10): 1269-1277. doi: 10.1111/j.1468-3083.2012.04707.x pmid: 23030720
[14]	杲款款, 杨素珍, 韩婷婷, 等. 王浆酸及其护肤功效的研究进展[J]. 日用化学工业 (中英文), 2024, 54(2): 209-215.
[15]	Shahrzad, Mirbaha, Morteza, et al. 10-Hydroxy-2-decenoic acid prevents ultraviolet a-induced expression of lamin AÄ150 in human dermal fibroblasts[J]. A Journal of Clinical Medicine, 2019, 14(4): 327-331.
[16]	Viteri G, Chung Y W, Stadtman E R. Effect of progerin on the accumulation of oxidized proteins in fibroblasts from hutchinson gilford progeria patients[J]. Mechanisms of Ageing & Development, 2010, 131(1): 2-8.
[17]	Yuan Chunying, Yang Suzhen, Gao Chunming, et al. Biologically synthesized 10-Hydroxy-2-decenoic acid activates cornified envelope formation via PPARα signaling, and regulates oxidative respiratory chain to improve mitochondrial function[J]. Journal of Functional Foods, 2024, 122: 106505. doi: 10.1016/j.jff.2024.106505
[18]	郭朝万, 张苑浩, 聂艳峰, 等. 苦参碱的提取制备及其抑菌活性研究[J]. 广东化工, 2021, 48(14): 58-61.
[19]	Rashid H U, Rasool S, Ali Y, et al. Anti-cancer potential of sophoridine and its derivatives: Recent progress and future perspectives[J]. Bioorganic Chemistry, 2020, 99: 103863. doi: 10.1016/j.bioorg.2020.103863
[20]	Sun Xiaoying, Jia Liyi, Rong Zheng, et al. Research advances on matrine[J]. Frontiers in Chemistry, 2022, 10: 867318. doi: 10.3389/fchem.2022.867318
[21]	Huan Duongquang, Hop Nguyenquang, Son Ninhthe. Oxymatrine: A currentoverview of its health benefits[J]. Fitoterapia, 2023, 168: 105565. doi: 10.1016/j.fitote.2023.105565
[22]	刘梦肖, 陈林林, 王彦, 等. 中药苦参的研究进展[J]. 药学实践与服务, 2025, 43(4): 156-162.
[23]	Xiong Xunyu, Yu Hongjiang, Nan Yefei, et al. A highly sensitive chemiluminescence method and application in rapid pharmacokinetic study of matrine in rat plasma[J]. Current Pharmaceutical Analysis, 2017, 13: 452-461.
[24]	Gu Yingmin, Lu Jinyao, Wei Sun, et al. Oxymatrine and its metabolite matrine contribute to the hepatotoxicity induced by Radix Sophorae Tonkinensis in mice[J]. Experimental and Therapeutic Medicine, 2019, 17: 2519-2528. doi: 10.3892/etm.2019.7237 pmid: 30906440
[25]	陈卓. 壳聚糖基复合微胶囊的制备及其在纺织品上的应用[D]. 无锡: 江南大学, 2022.
[26]	杨宇珊, 孙浪涛. 复合功能微胶囊材料研究现状[J]. 上海纺织科技, 2025, 53(3): 25-28.

组别	w/%
组别	苦参碱	王浆酸	透明质酸钠	阿拉伯树胶
1号	15.8	11.8	1.2	71.2
2号	22.6	16.3	1.0	60.1
3号	27.4	20.5	0.8	51.3

原料名称	w/%
1, 3-丁二醇	5.0
甘油	5.0
透明质酸钠	0.1
王浆酸超分子微囊	1.7
馨鲜酮	0.5
1, 2-己二醇	0.5
水	To 100

原料名称	w/%
原料名称	样品A	样品B
1, 3-丁二醇	12	12
王浆酸	0	0.1
王浆酸超分子微囊	0.852	0
苦参碱	0	0.135
甘油	0.02	0.02
1, 2-戊二醇	0.005	0.005
透明质酸钠	0.01	0.02
卡波姆	0.3	0.3
对羟基苯乙酮	0.5	0.5
1, 2-己二醇	0.505	0.505
氨丁三醇	0.24	0.24
纯化水	To 100	To 100

样品	序号	化学位移	积分	归属
苦参碱	1	4.16~4.21	1	H-17a
	2	3.70~3.73	1	H-11
	1	2.90~3.02	1	H-17b
	2	2.71~2.78	2	H-2，H-10
	3	2.35~2.40	1	14-Ha
	4	2.27	1	14-Hb
	5	2.09	3	6-H、10,2-Ha
	6	1.92	4	3-Ha、5-H、12,4-He
	7	1.76	1	9-Ha
	8	1.45~1.63	9	3,8-2H、3,9-Hb、7-H、4,12-Ha
王浆酸	1	1.27	6	H-6、H-7、H-8
	2	1.40	4	H-5、H-9
	3	2.15	2	H-4
	4	3.37	2	H-10
	5	4.33	1	OH-1
	6	5.80	1	H-2
	7	6.58	1	H-3
	8	12.11	1	OH-10

时间/h	累积渗透量/μg
时间/h	样品A	样品B
2	2.49±0.13	0.17±0.01
8	4.92±0.36	0.24±0.15
24	8.13±0.29	1.30±0.09

Preparation and performance study of 10-HDA supramolecular microcapsules

RichHTML

PDF (PC)

Like

Knowledge

Abstract

Cite this article

share this article

Figures/Tables 14

References 26

Related Articles 15

Metrics

Comments

Recommended 10

[1]	Guoyan Ma, Yaru Zhang, Yanzhe Yang, Weibo Wang, Zhuanying Zhan. Advances and prospects of in-depth profile control technology in low-permeability reservoirs [J]. China Surfactant Detergent & Cosmetics, 2026, 56(7): 943-951.
[2]	Yiwen Chen, Yali Zheng, Xin Li, Jiancong Huang, Rongkang Kuang, Xiaobao Xie. Study on the skincare effects and safety evaluation of the Lignosus rhinocerus extract [J]. China Surfactant Detergent & Cosmetics, 2026, 56(6): 764-775.
[3]	Xiaofeng Song, Yihao Zhang, Xinxin Ren, Zhian Li, Ming Li, Hansong Fang. Preparation of peppermint essential oil nanoemulsion and evaluation of its anti-wrinkle efficacy [J]. China Surfactant Detergent & Cosmetics, 2026, 56(6): 776-782.
[4]	Wanping Zhang,Jiayi Wang,Donghan Jia,Meiling Mo,Ying Liang,Changmei Peng,Yue Wang. Study on the inhibition of TNF-α-induced inflammation and aging in human skin fibroblast cells by Cyperus esculentus root oil [J]. China Surfactant Detergent & Cosmetics, 2026, 56(3): 302-313.
[5]	Wanhuang Guo, Zhicheng Ye, Chaoling Qi, Kangfu Zhou, Feifei Wang, Yazhuo Shang. A study on the microscopic mechanism for the formation of deep eutectic solvents based on matrine and fatty acids [J]. China Surfactant Detergent & Cosmetics, 2026, 56(2): 149-157.
[6]	Wenjun Ao, Fenghui Li, Liang Kan, Bin Chen, Jinlin Wang, Yueyue Fang, Liping Kong. Laboratory study on the profile-control and plugging performance of a gel system reinforced by nano-SiO₂ particles [J]. China Surfactant Detergent & Cosmetics, 2026, 56(1): 41-47.
[7]	Hong Yang, Kang Yang, Pengyu Li, Ying Liu, Chaoyue Li. Experimental study on the impacts of long-term CO₂ injection on ultra-low permeability reservoirs and fluid properties [J]. China Surfactant Detergent & Cosmetics, 2025, 55(7): 853-860.
[8]	Yan Niu, Xin Li. Study on the efficiency of CO₂ flooding and the performance of composite channeling plugging system in ultra-low permeability reservoirs [J]. China Surfactant Detergent & Cosmetics, 2025, 55(7): 871-878.
[9]	Hong Yang, Kang Yang, Ying Liu, Zhenzhen Shen, Kai Liu, Fangna Liu, Zhangchao Wang. Study on the adaptability of CO₂ composite channeling plugging system in fractured ultra-low permeability reservoirs [J]. China Surfactant Detergent & Cosmetics, 2025, 55(3): 305-312.
[10]	Xiaoyu Li,Jianping Jiang,Lifeng Xiao. Performance analysis of nanostructured lipid carriers for chemical sunscreen agents [J]. China Surfactant Detergent & Cosmetics, 2025, 55(2): 185-193.
[11]	Peipei Li, Xiaoming Xu, Qiang Zhang, Yangyang Fang, Huiliang Li. Study on anti-aging and soothing effects of lily flower peptides [J]. China Surfactant Detergent & Cosmetics, 2025, 55(11): 1460-1467.
[12]	Ting Yang,Huawen Li,Xun Xu,Honghui Guo,Tangbin Zou,Enqin Xia. The anti-aging potential of peptides from fermented Nannochloropsis sp. [J]. China Surfactant Detergent & Cosmetics, 2024, 54(8): 921-929.
[13]	Meiling He,Limin Fan. Evaluation of anti-aging effect of percutaneous application of Silybum marianum extract [J]. China Surfactant Detergent & Cosmetics, 2024, 54(8): 981-987.
[14]	Zhaoyi Liu, Xinyu Chen, Yan Wang, Xue Li, Ruoxi Guo, Han Zhang. Study on the reparative effects of oxymatrine on impaired skin barrier function in mice [J]. China Surfactant Detergent & Cosmetics, 2024, 54(7): 777-783.
[15]	Dan Wang, Shun Yu, Yuying Wang, Jingling Li, Chenyang Liu, Guozhong Lv. Madecassoside exerts anti-aging and skin repair effects by activating Nrf2-HO-1 pathway [J]. China Surfactant Detergent & Cosmetics, 2024, 54(6): 683-690.