应用化学 ›› 2026, Vol. 43 ›› Issue (2): 235-248.DOI: 10.19894/j.issn.1000-0518.250156
收稿日期:2025-04-14
接受日期:2025-10-10
出版日期:2026-02-01
发布日期:2026-03-06
通讯作者:
尚亚卓
基金资助:
Yue TAN1, Zhi-Cheng YE1, Na ZHAO2, Qi-Miao SHAO2, Ya-Zhuo SHANG1(
)
Received:2025-04-14
Accepted:2025-10-10
Published:2026-02-01
Online:2026-03-06
Contact:
Ya-Zhuo SHANG
About author:shangyazhuo@ecust.edu.cnSupported by:摘要:
藤茶提取物中主要活性物二氢杨梅素具有抗炎和抗氧化等特性,在功效化妆品中具有巨大的应用潜力。 二氢杨梅素在水中溶解度较低,易析出沉淀,限制了其在化妆品中的实际应用。 基于此,本文将甜菜碱、甘油等作为藤茶提取物中二氢杨梅素的配伍组分,制备了藤茶超分子深共熔溶剂(DES)体系,解决了藤茶提取物中二氢杨梅素的实际应用难题。 同时,采用实验结合理论计算方法,探究了制备的超分子体系的形成及稳定机制,并探讨了其在化妆品领域的应用性能。 傅里叶变换红外光谱(FT-IR)及密度泛函理论(DFT)计算结果表明,超分子体系的形成主要归因于体系内各组分间较强的氢键、静电力和范德华力等非共价键作用。 透皮实验和细胞学实验结果证实,藤茶超分子体系具有良好的透皮性能和抗炎功效。 人体功效测试结果显示,含藤茶超分子体系(质量分数0.5%)的产品能够显著改善受试者皮肤红区的红斑情况和眼下皱纹及川字纹情况。 研究结果不仅为藤茶中二氢杨梅素的有效应用提供了可靠手段,而且为性能优异的功效性护肤品的开发奠定了基础。
中图分类号:
谭玥, 叶志晟, 赵娜, 邵奇妙, 尚亚卓. 藤茶中二氢杨梅素的有效应用及其护肤功效[J]. 应用化学, 2026, 43(2): 235-248.
Yue TAN, Zhi-Cheng YE, Na ZHAO, Qi-Miao SHAO, Ya-Zhuo SHANG. Effective Application of Dihydromyricetin in Vine Tea Extract and Its Skin Care Efficacy[J]. Chinese Journal of Applied Chemistry, 2026, 43(2): 235-248.
图2 藤茶超分子体系、甜菜碱/甘油/二丙二醇体系及各组分的FT-IR光谱
Fig.2 FT-IR spectra of supramolecular vine tea system, betaine/glycerol/dipropylene glycol system and their components
图3 藤茶超分子体系(质量分数0.5%)在水环境中自组装体微观形貌
Fig.3 Microscopic morphology of supramolecular vine tea system (mass fraction 0.5%) self-assembled body in aqueous environment
图4 (A)藤茶超分子体系的静电势图; (B)藤茶超分子体系的相互作用区域指示函数等值面图
Fig.4 (A) Molecular surface electrostatic potential diagram; (B) Interaction region indicator contour map of supramolecular vine tea system
图5 藤茶超分子体系在水环境中的相互作用区域指示函数等值面图A. Implicit water model; B. Contains three water molecules; C. Contains five water molecules; D. Contains ten water molecules
Fig.5 IRI contour plots of supramolecular vine tea system in an aqueous environment
图6 (A)二氢杨梅素标准溶液(质量浓度0.2 mg/mL)的液相色谱图; (B)二氢杨梅素标准曲线; (C)藤茶超分子体系溶液(质量分数0.1%)的液相色谱图; (D)藤茶提取物溶液(质量浓度0.2 mg/mL)的液相色谱图
Fig.6 (A) Liquid chromatograms of dihydromyricetin standard solution (0.2 mg/mL); (B) Standard curve of dihydromyricetin; (C) Liquid chromatograms of supramolecular vine tea system solution (mass fraction 0.1%); (D) Liquid chromatograms of vine tea extract solution (0.2 mg/mL)
图13 受试者(A)眼下皱纹面积、(B)川字纹皱纹面积、(C)眼下皱纹凹陷体积和(D)川字纹凹陷体积变化情况
Fig.13 Changes in (A) under-eye wrinkle area, (B) frown line area, (C) under-eye wrinkle volume and (D) frown line volume in participants
图14 测试组受试者眼下皱纹(上)和川字纹(下)皱纹变化典型案例(VISIA图像)
Fig.14 Typical cases of wrinkle changes in the text group participant's under-eye wrinkles (top) and frown lines (bottom) (VISIA images)
图15 测试组受试者眼下皱纹(上)和川字纹(下)变化典型案例(Antera 3D图像)
Fig.15 Typical cases of wrinkle changes in the text group participant's under-eye wrinkles (top) and frown lines (bottom) (Antera 3D images)
| [1] | 张友胜, 杨伟丽, 熊皓平. 显齿蛇葡萄基本成分研究[J]. 天然产物研究与开发, 2001(5): 46-48. |
| ZHANG Y S, YANG W L, XIONG H P. Basic constituent of Ampelopsis grossedentata[J]. Nat Prod Res Dev, 2001(5): 46-48. | |
| [2] | 张友胜, 宋松泉, 刘军. 藤茶的典籍[J]. 生命世界, 2021(5): 24-27. |
| ZHANG Y S, SONG S Q, LIU J. The canon of vine tea[J]. Life World, 2021(5): 24-27. | |
| [3] | 张桐, 丁桂清, 乔曦, 等. 藤茶及其活性成分二氢杨梅素的药理作用[J]. 辽宁中医药大学学报, 2024, 26(7): 107-113. |
| ZHANG T, DING G Q, QIAO X, et al. Pharmacological effects of vine tea and its active component dihydromyricetin[J]. J Liaoning Univ Tradit Chin Med, 2024, 26(7): 107-113. | |
| [4] | 何桂霞, 裴刚, 李斌, 等. 二氢杨梅素的稳定性研究[J]. 中国新药杂志, 2007(22): 1888-1890. |
| HE G X, PEI G, LI B, et al. Studies on stability of dihydromyricetin[J]. Chin J New Drugs, 2007(22): 1888-1890. | |
| [5] | 耿艳艳, 郭爱秀, 金苏英, 等. 藤茶的功效及其应用研究进展[J]. 饮料工业, 2019, 22(1): 71-74. |
| GENG Y Y, GUO A X, JIN S Y, et al. Research progress in effect and use of vine tea[J]. Beverage Ind, 2019, 22(1): 71-74. | |
| [6] | ACHKAR E T, GREIGE-GERGES H. Fourmentin S. basics and properties of deep eutectic solvents: a review[J]. Environ Chem Lett, 2021, 19(4): 3397-3408. |
| [7] | PRABHUNE A, DEY R. Green and sustainable solvents of the future: deep eutectic solvents[J]. J Mol Liq, 2023, 379(11): 121676. |
| [8] | RUß C, KÖNIG B. Low melting mixtures in organic synthesis-an alternative to ionic liquids?[J]. Green Chem, 2012, 14(11): 2969-2982. |
| [9] | ABBOTT A P, CAPPER G, DAVIES D L, et al. Novel solvent properties of choline chloride/urea mixtures[J]. Chem Commun, 2003(1): 70-71. |
| [10] | ZHANG M, ZHANG X, LIU Y, et al. Insights into the relationships between physicochemical properties, solvent performance, and applications of deep eutectic solvents[J]. Environ Sci Pollut Res, 2021, 28(27): 35537-35563. |
| [11] | SOLTANMOHAMMADI F, JOUYBAN A, SHAYANFAR A. New aspects of deep eutectic solvents: extraction, pharmaceutical applications, as catalyst and gas capture[J]. Chem Pap, 2021, 75(2): 439-453. |
| [12] | XIE B, JIANG Q, ZHU F, et al. Transdermal delivery of amphotericin B using deep eutectic solvents for antifungal therapy[J]. Chin Chem Lett, 2025, 36(5): 110508. |
| [13] | LU B, LIU T, WANG H, et al. Ionic liquid transdermal delivery system: progress, prospects, and challenges[J]. J Mol Liq, 2022, 351(7): 118643. |
| [14] | BAI D, WANG Z, XIAO Y, et al. Transdermal delivery of elastin peptide assisted by betaine-based deep eutectic solvent to ameliorate skin photoaging[J]. Biomater Adv, 2024, 163(8): 213965. |
| [15] | STEPHENS P J, DEVLIN F J, CHABALOWSKI C F, et al. Ab initio calculation of vibrational absorption and circular dichroism spectra using density functional force fields[J]. J Phys Chem, 1994, 98(45): 11623-11627. |
| [16] | WEIGEND F, AHLRICHS R. Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: design and assessment of accuracy[J]. Phys Chem Chem Phys, 2005, 7(18): 3297-3305. |
| [17] | LU T, CHEN F. Multiwfn: a multifunctional wavefunction analyzer[J]. J Comput Chem, 2012, 33 (5): 580-592. |
| [18] | HUMPHREY W, DALKE A, SCHULTEN K. VMD: visual molecular dynamics[J]. J Mol Graphics, 1996, 14(1): 33-38. |
| [19] | 柳亚锋, 刘岱拯, 谢珍茗. 6种常用防晒剂的透皮吸收和安全评估[J]. 日用化学工业, 2021, 51(11): 1088-1094. |
| LIU Y F, LIU D Z, XIE Z M. Transdermal absorption and safety assessment of six commonly used sun-screening agents[J]. China Surfactant Deterg Cosmet, 2021, 51(11): 1088-1094. | |
| [20] | 夏琳, 邱桂学. 化学科学的研究新领域——超分子化学[J]. 化学推进剂与高分子材料, 2007(1): 33-37. |
| XIA L, QIU G X. New field of chemistry science research-supramolecular chemistry[J]. Chem Propellants Polym Mater, 2007(1): 33-37. | |
| [21] | MACCHIONI V, CARBONE K, CATALDO A, et al. Lactic acid-based deep natural eutectic solvents for the extraction of bioactive metabolites of humulus lupulus L.: supramolecular organization, phytochemical profiling and biological activity[J]. Sep Purif Technol, 2021, 264(11): 118039. |
| [22] | ALAVI S M, YEGANEGI S. DFT study of structures and hydrogen bonds of imidazolium based halogen-free boron containing dicationic ionic liquids[J]. J Mol Liq, 2018, 256(8): 330-343. |
| [23] | LEE H J, HYUN E A, YOON W J, et al. In vitro anti-inflammatory and anti-oxidative effects of cinnamomum camphora extracts[J]. J Ethnopharmacol, 2006, 103(2): 208-216. |
| [24] | KIM H K, CHEON B S, KIM Y H, et al. Effects of naturally occurring flavonoids on nitric oxide production in the macrophage cell line RAW 264.7 and their structure-activity relationships[J]. Biochem Pharmacol, 1999, 58(5): 759-765. |
| [25] | HEO S J, YOON W J, KIM K N, et al. Evaluation of anti-inflammatory effect of fucoxanthin isolated from brown algae in lipopolysaccharide-stimulated RAW 264.7 macrophages[J]. Food Chem Toxicol, 2010, 48(8): 2045-2051. |
| [26] | BENT R, MOLL L, GRABBE S, et al. Interleukin-1 beta-a friend or foe in malignancies?[J]. Int J Mol Sci, 2018, 19(8): 2155. |
| [27] | EIGLER A, SINHA B, HARTMANN G, et al. Taming TNF: strategies to restrain this proinflammatory cytokine[J]. Immunol Today, 1997, 18(10): 487-492. |
| [28] | ZHOU J, OTTEWELL P D. The role of IL-1B in breast cancer bone metastasis[J]. J Bone Oncology, 2024, 46(3): 100608. |
| [29] | 赵小敏, 赵云珊, 瞿欣. 图像分析法在化妆品功效评价中的应用[J]. 日用化学品科学, 2016, 39(1): 29-33. |
| ZHAO X M, ZHAO Y S, QU X. Application of quantitative image analysis on clinical efficacy evaluation of cosmetics[J]. Deterg Cosmet, 2016, 39(1): 29-33. | |
| [30] | XU D T, YAN J N, CUI Y, et al. Quantifying facial skin erythema more precisely by analyzing color channels of the VISIA red images[J]. J Cosmet Laser Ther, 2016, 18(5): 296-300. |
| [31] | 左盼盼, 柯燕子, 朱芷汀, 等. 基于皮肤颜色分析的化妆品人体舒缓功效评价方法比较[J]. 中国洗涤用品工业, 2024(4): 100-105. |
| ZUO P P, KE Y Z, ZHU Z T, et al. Comparison of evaluation methods of human soothing efficacy of cosmetics based on skin color analysis[J]. China Clean Ind, 2024(4): 100-105. | |
| [32] | 李诚桐, 赵华, 王敏. 化妆品功效评价(Ⅸ)——图像分析法在化妆品功效评价中的应用[J]. 日用化学工业, 2018, 48(10): 551-557. |
| LI C T, ZHAO H, WANG M. Efficacy evaluation of cosmetics(Ⅸ) application of image analysis method in the evaluation of cosmetic efficacy[J]. China Surfactant Deterg Cosmet, 2018, 48(10): 551-557. |
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