Natural Deep Eutectic Solvent Extraction of Amentoflavone from <i>Selaginella uncinata</i>

LI Gang; JIANG Yongmei; LEI Jie; ZHANG Feng; LI Weiwei; LI Sihui; LIU Chao; LIU Li; YU Jiaqi; WANG Gang

doi:10.13386/j.issn1002-0306.2021070197

Volume 43 Issue 8

Apr. 2022

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Science and Technology of Food Industry > 2022 > 43(8): 180-187. > DOI: 10.13386/j.issn1002-0306.2021070197

LI Gang, JIANG Yongmei, LEI Jie, et al. Natural Deep Eutectic Solvent Extraction of Amentoflavone from Selaginella uncinata[J]. Science and Technology of Food Industry, 2022, 43(8): 180−187. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2021070197.

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Natural Deep Eutectic Solvent Extraction of Amentoflavone from Selaginella uncinata

1.
Zunyi Medical University, Zunyi 563000, China
2.
The Third Affiliated Hospital of Zunyi Medical University, Zunyi 563000, China

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Received Date: July 18, 2021
Available Online: February 20, 2022

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Objective: The deep eutectic solvent was used to extract the amentoflavone (AME) of Selaginella uncinata and the extraction process parameters were optimized. Method: Three deep eutectic solvents were synthesized and screened, and then the structure of the deep eutectic solvent with the best extraction effect was characterized. The effect of extraction time, extraction temperature, extraction power, and liquid-solid ratio on the extraction effect of amentoflavone from Selaginella uncinata were investigated. The response surface design technology was further used to optimize the extraction conditions, and compared with traditional extraction methods (dipping method, percolation method, ultrasonic method). Results: The suitable deep eutectic solvent for extracting AME was selected as choline chloride: 4-terpineol. The best extraction conditions were: Ultrasonic power of 280 W, liquid-to-solid ratio of 16:1 mL/g, extraction temperature of 48 ℃, extraction time of 24 min, and AME maximum extraction of (0.941±0.07) mg/g. Compared with the ultrasonic method, cold soaking method, and hot soaking method, the content of AME extracted by eutectic solvent was increased nearly 5 times, and the extraction time was shortened by 1/10 (P<0.05). Conclusion: The deep eutectic solvent extraction method was an efficient, fast and simple extraction method, which can provide some references for the extraction and research of the effective components of traditional Chinese medicine.
- natural deep eutectic solvent,
- extract,
- response surface methodology,
- amentoflavone,
- Selaginella uncinata

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[1]	马家宝, 韦丽富, 梁建莉, 等. 翠云草的化学成分及药理作用研究概况[J]. 广西中医药大学学报,2014,17(3):67−69. [MA Jiabao, WEI Lifu, LIANG Jianli, et al. General situation of the research on the chemical constituents and pharmacological effects of Selaginella uncinata[J]. Journal of Guangxi University of Chinese Medicine,2014,17(3):67−69.
[2]	金旭东, 钟佳美, 卢轩, 等. 两种卷柏属植物对人单核细胞白血病U937细胞的增殖和凋亡影响[J]. 中药药理与临床,2018,34(5):74−77. [JIN Xudong, ZHONG Jiamei, LU Xuan, et al. Anti-proliferative and apoptosis effect of two Selaginella plants on human monocytic leukemia U937 cell line[J]. Pharmacology and Clinics of Chinese Materia Medica,2018,34(5):74−77.
[3]	应华忠, 王德军, 徐孝平, 等. 翠云草平喘作用的实验研究[J]. 江西科学,2004(5):379−381. [YING Huazhong, WANG Dejun, XU Xiaoping, et al. Experimental study on the antiasthmatic effects of Selaginella uncinata[J]. Jiangxi Science,2004(5):379−381. doi: 10.3969/j.issn.1001-3679.2004.05.017
[4]	江海燕, 吴思超, 朱家杰, 等. 几种瑶药的体外抗病毒活性初步研究[J]. 暨南大学学报(自然科学版),2008(5):500−504. [JIANG Haiyan, WU Sichao, ZHU Jiajie, et al. Several Yao drug in vitro antiviral activity preliminary study[J]. Journal of Jinan University(Natural Science & Medicine Edition),2008(5):500−504.
[5]	雷杰, 黎维维, 欧阳陈琳, 等. 翠云草挥发油成分分析、抗氧化及抗菌效果[J]. 食品工业科技,2020,41(17):269−273. [LEI Jie, LI Weiwei, OUYANG Chenlin, et al. Composition analysis, antioxidant and antibacterial effect of volatile oil from Selaginella uncinata[J]. Science and Technology of Food Industry,2020,41(17):269−273.
[6]	肖凌, 陈莹, 张飞, 等. 翠云草双黄酮类化学成分研究[J]. 药物分析杂志,2018,38(12):2093−2103. [XIAO Ling, CHEN Ying, ZHANG Fei, et al. Chemical constituents of biflavonoids from Selaginella uncinata[J]. Chinese Journal of Pharmaceutical Analysis,2018,38(12):2093−2103.
[7]	郑俊霞, 郑扬, 张磊, 等. 翠云草中黄酮及酚性成分研究[J]. 时珍国医国药,2012,23(12):3006−3007. [ZHENG Junxia, ZHENG Yang, ZHANG Lei, et al. Isolation and identification of flavonoids and phenolic constituents from Selaginella uncinata (Desv.) Spring[J]. Lishizhen Medicine and Materia Medica Research,2012,23(12):3006−3007. doi: 10.3969/j.issn.1008-0805.2012.12.025
[8]	ZHENG J, ZHENG Y, ZHI H, et al. Two new steroidal saponins from Selaginella uncinata (Desv.) Spring and their protective effect against anoxia[J]. Fitoterapia,2013,88(6):963−987.
[9]	LIU R, ZOU H, XU P-S, et al. Uncinatic acids A-C, three new carboxylated flavonoids from Selaginella uncinata[J]. Chinese Chemical Letters,2017,28(7):1120−1141.
[10]	鲁曼霞, 黄可龙, 施树云, 等. 3种卷柏属植物挥发性化学成分的气相色谱-质谱联用分析与比较[J]. 时珍国医国药,2009,20(9):2119−2121. [LU Manxia, HUANG Kelong, SHI Shuyun, et al. Comparison of chemical constituents of volatile oils from three kinds of selaginella plants by gas chromatography-mass spectrometry[J]. Lishizhen Medicine and Materia Medica Research,2009,20(9):2119−2121. doi: 10.3969/j.issn.1008-0805.2009.09.005
[11]	Chen Y, Li N, Wang H J, et al. Amentoflavone suppresses cell proliferation and induces cell death through triggering autophagy-dependent ferroptosis in human glioma[J]. Life Sciences,2020,24(7):13−30.
[12]	KIM G L, JANG E H, LEE D E, et al. Amentoflavone, active compound of Selaginella tamariscina, inhibits in vitro and in vivo TGF-β-induced metastasis of human cancer cells[J]. Archives of Biochemistry and Biophysics,2020,68(7):108384.
[13]	SATI P, DHYANI P, BHATT I D, et al. Ginkgo biloba flavonoid glycosides in antimicrobial perspective with reference to extraction method[J]. Journal of Traditional and Complementary Medicine,2019,9(1):15−23. doi: 10.1016/j.jtcme.2017.10.003
[14]	HASHEMI Z, EBRAHIMZADEH M A, KHALILI M. Sun protection factor, total phenol, flavonoid contents and antioxidant activity of medicinal plants from Iran[J]. Tropical Journal of Pharmaceutical Research,2019,18(7):1443−1448.
[15]	张曼玉, 李帅, 任凯霞, 等. 碱溶酸沉法提取血红铆钉菇中总黄酮的技术研究[J]. 海南师范大学学报(自然科学版),2019,32(2):170−176. [ZHANG Manyu, LI Shuai, REN Kaixia, et al. Extraction of total flavonoids from Chroogomphidius viscidus by alkali-soluble acid precipitation method[J]. Journal of Hainan Normal University(Natural Science),2019,32(2):170−176.
[16]	都宏霞, 缪领珍, 胡梓恒, 等. 低共熔溶剂提取桂花黄酮的工艺优化[J]. 现代食品科技,2021,37(5):1−9. [DU Hongxia, MIAO Lingzhen, HU Ziheng, et al. Optimizing the extraction of flavonoids from osmanthus fragrans using deep eutectic solvents[J]. Modern Food Science & Technology,2021,37(5):1−9.
[17]	蒋永梅, 田雨佳, 钱艳, 等. 不同产地石上柏中3种双黄酮含量测定[J]. 辽宁中医药大学学报,2018,20(11):34−37. [JIANG Yongmei, TIAN Yujia, QIAN Yan, et al. Determination of three bioflavonoids in Selaginella doederleinii by HPLC-DAD[J]. Journal of Liaoning University of Traditional Chinese Medicine,2018,20(11):34−37.
[18]	WIBOWO H, LIAO W J, ZHOU X Y, et al. Study on the effect of operating parameters towards CO₂ absorption behavior of choline chloride - Monoethanolamine deep eutectic solvent and its aqueous solutions[J]. Chemical Engineering and Processing-Process Intensification,2020:157.
[19]	刘昊. 芒果黄酮的提取分离及抗氧化活性的研究[D]. 南宁: 广西大学, 2012. LIU Hao. Study on extraction separation and anti-oxidation of the flavonoids from mango[D]. Nanning: Guangxi University, 2012.
[20]	张明. 山楂黄酮提取工艺研究[J]. 安徽农业科学,2014,42(33):11857−11858. [ZHANG Ming. Resrarch on extract technology to extraction of falconoid from hawthorn fruits[J]. Journal of Anhui Agricultural Sciences,2014,42(33):11857−11858. doi: 10.3969/j.issn.0517-6611.2014.33.085
[21]	崔大明, 张益波, 付璐, 等. 响应面法优化超声法提取枸杞中总黄酮工艺[J]. 食品研究与开发,2011,32(3):55−59. [CUI Daming, ZHANG Yibo, FU Lu, et al. Study on optimization of ultrasonic-assistend extraction of general flavonoids in Lycium barbarum L. using response surface method[J]. Food Research and Development,2011,32(3):55−59. doi: 10.3969/j.issn.1005-6521.2011.03.016
[22]	DUAN L, ZHANG W H, ZHANG Z H, et al. Evaluation of natural deep eutectic solvents for the extraction of bioactive flavone C-glycosides from Flos Trollii[J]. Microchemical Journal,2018,14(5):423−456.
[23]	CHEN Y, DANG J, YAN X, et al. Optimization studies on the extraction of flavone di-c-glycosides from Premna fulva Craib by deep eutectic solvents[J]. Journal of Chemistry,2020,2020(19):1−9.
[24]	SMINK D, KERSTEN S R A, SCHUUR B. Recovery of lignin from deep eutectic solvents by liquid-liquid extraction[J]. Separation and Purification Technology,2020,23(5):102−132.
[25]	都宏霞, 石巾艺, 王冬娥. 绿色低共熔溶剂提取互叶白千层精油及成分分析[J]. 广西植物,2021,12(2):1−15. [DU Hongxia, SHI Jinyi, WANG Donge, et al. Extraction and composition analysis of essential oil of Melaleuca alternifolia by green deep eutectic solvents[J]. Guihaia,2021,12(2):1−15.
[26]	李杰, 李婼楠, 王艺文, 等. 超声辅助低共熔溶剂法提取黄芩中3种黄酮类成分的工艺研究[J]. 中华中医药学刊,2021,39(2):143−146. [LI Jie, LI Ruonan, WANG Yiwen, et al. Extraction of three flavonoids from Huangqin(Scutellaria baicalensis Georgi) by ultrasonic assistant deep eutectic solvent method[J]. Chinese Archives of Traditional Chinese Medicine,2021,39(2):143−146.
[27]	ATHANASIADIS V, GRIGORAKIS S, LALAS S, et al. Highly efficient extraction of antioxidant polyphenols from Olea europaea leaves using an eco-friendly glycerol/glycine deep eutectic solvent[J]. Waste & Biomass Valorization,2017,56(2):123−142.
[28]	NIE J G, CHEN D T, LU Y B. Deep eutectic solvents based ultrasonic extraction of polysaccharides from edible brown seaweed Sargassum horneri[J]. Journal of Marine Science and Engineering,2020,8(6):456−475. doi: 10.3390/jmse8060456
[29]	ZHANG L J, WANG M S. Optimization of deep eutectic solvent-based ultrasound-assisted extraction of polysaccharides from Dioscorea opposita Thunb[J]. International Journal of Biological Macromolecules,2017,95:675−681. doi: 10.1016/j.ijbiomac.2016.11.096
[30]	李杰, 吴艳芳, 王新胜, 等. 低共熔溶剂提取枳实中黄酮类成分的工艺研究[J]. 应用化工,2020,49(12):3078−3082. [LI Jie, WU Yanfang, WANG Xinsheng, et al. Extraction of flavonoids from fructus aurantii immaturus by deep eutectic solvent[J]. Applied Chemical Industry,2020,49(12):3078−3082. doi: 10.3969/j.issn.1671-3206.2020.12.027
[31]	弓威, 顾丰颖, 贺凡, 等. 山楂叶有效成分提取工艺优化及抗氧化活性研究[J]. 核农学报,2015,29(8):1547−1558. [GONG Wei, GU Fengyi, HE Fan, et al. Optimization of extraction technology of effective components from hawthorn leaves and assessment of antioxidant activity[J]. Journal of Nuclear Agricultural Sciences,2015,29(8):1547−1558. doi: 10.11869/j.issn.100-8551.2015.08.1547
[32]	都宏霞, 刘宴秀, 严忠杰, 等. 超声波辅助-绿色低共熔溶剂提取茉莉花黄酮的工艺优化[J]. 现代食品科技,2021,37(1):199−206. [DU Hongxia, LIU Yanxiu, YAN Zhongjie, et al. Optimization of ultrasonic assisted-green deep eutectic solvent extraction of flavonoids from jasmine[J]. Modern Food Science & Technology,2021,37(1):199−206.

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Natural Deep Eutectic Solvent Extraction of Amentoflavone from Selaginella uncinata

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