杨梅叶中杨梅素的提取及抗氧化性研究

doi:10.3969/j.issn.0253-2417.2020.05.016

Abstract

Abstract:

Using Myrica rubra leaves as raw materials and tea saponin as extraction enhancer, the ultrasonic-assisted extraction process was used to optimize the extraction process of myricetin by orthogonal test on the basis of single factor test, and the antioxidant activity of myricetin was investigated. The results showed that the best processing conditions for the extraction of myricetin were liquid-to-material ratio 15:1 (mL:g), ethanol volume fraction 80%, extraction temperature 70℃, extraction time 50 min, and the amount of surfactant tea saponin 0.3%. Under these conditions, the extraction yield could reach up to 1.33%. When the mass concentration was 3.0 mg/L, the scavenging rate of myricetin to DPPH· could reach 52.11% and the IC₅₀ value was 2.670 mg/L; the scavenging rate of V_C to DPPH· was 56.49% and the IC₅₀ value was 2.363 mg/L. The ·OH scavenging rate of myricetin at the mass concentration of 120 mg/L reached the maximum of 64.21%, and the V_C scavenging rate was 72.11%, and the IC₅₀ values were 91.139 and 61.483 mg/L, respectively; it could be seen that myricetin had a better anti-oxidation ability, but the overall effect was slightly lower than V_C.

Key words: myricetin, surfactant, ultrasonic-assisted extraction, biological activity

CLC Number:

TQ35

Tianjiao TONG,Junhai LIU,Yan LIU,Rui CAO,Lingling WEI. Extraction of Myricetin from Myrica rubra Leaves and Its Antioxidant Activity[J]. Chemistry and Industry of Forest Products, 2020, 40(5): 114-120.

Figures/Tables 5

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Table 1

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References 17

1	刘同方, 于华忠, 陈雁梅, 等. 杨梅素的半合成及抗氧化活性比较[J]. 食品与发酵工业, 2015, 41 (6): 125- 127, 133.
	LIU T F , YU H Z , CHEN Y M , et al. Semisynthesis and comparison of anti-oxidative activities of myricetin[J]. Food and Fermentation Industries, 2015, 41 (6): 125- 127, 133.
2	毛玉霞. 黄酮类化合物抗炎免疫及抗衰老药理研究分析[J]. 中国处方药, 2019, 17 (1): 39- 40.
	MAO Y X . Pharmacological research and analysis of flavonoids on anti-inflammatory immunity and anti-aging[J]. Journal of China Prescription Drug, 2019, 17 (1): 39- 40.
3	OYMAMA Y , FUCHS P A , KATAYAMA N , et al. Myricetin and quercetin, the flavonoid constituents of Ginkgo biloba, extract, greatly reduce oxidative metabolism in both resting and Ca²⁺-loaded brain neurons[J]. Brain Research, 2016, 635 (1/2): 125- 129.
4	陈秋荣. 黄酮类化合物药理作用的分析[J]. 中国实用医药, 2012, 7 (21): 254- 255.
	CHEN Q R . Analysis of pharmacological effects of flavonoids[J]. China Practical Medicine, 2012, 7 (21): 254- 255.
5	KNICKLE A , FERNANDO W , GREENSHIELOS A L , et al. Myricetin-induced apoptosis of triple-negative breast cancer cells is mediated by the iron-dependent generation of reactive oxygen species from hydrogen peroxide[J]. Food and Chemical Toxicology, 2018, 118, 154- 167. doi: 10.1016/j.fct.2018.05.005
6	沈胜楠.杨梅树皮、杨梅叶和杨梅果体外抗氧化物质基础研究[D].北京:北京协和医学院, 2015.
	SHEN S N.Study on antioxidative substance of chinese bayberry bark, leaves and fruits[D]. Beijing: Peking Union Medical College, 2015.
7	白生文, 汤超, 田京, 等. 沙棘果渣总黄酮提取工艺及抗氧化活性分析[J]. 食品科学, 2015, 36 (10): 59- 64.
	BAI S W , TANG C , TIAN J , et al. Extraction and antioxidant activity of total flavonoids from sea buckthorn pomace[J]. Food Science, 2015, 36 (10): 59- 64.
8	范菁华, 徐怀德, 李钰金, 等. 超声波辅助提取花椒叶总黄酮及其体外抗氧化性研究[J]. 中国食品学报, 2010, 10 (6): 22- 28.
	FAN J H , XU H D , LI Y J , et al. Ultrasonic-assisted extraction of total flavonoids from leaves of zanthoxylum bungeanum and its antioxidation in vitro[J]. Journal of Chinese Institute of Food Science and Technology, 2010, 10 (6): 22- 28.
9	YE L H , XIAO B X , CAO F R , et al. Identification of icaritin metabolites in rats by LC-MS/MS[J]. Chinese Herbal Medicines, 2015, 7 (4): 296- 302. doi: 10.1016/S1674-6384(15)60055-7
10	陈图锋, 高文华, 唐敏. 高效液相色谱法测定藤茶中二氢杨梅素和杨梅素含量[J]. 亚太传统医药, 2015, 11 (1): 28- 30.
	CHEN T F , GAO W H , TANG M . Content determination of dihydromyricetin and myricetin in leaves of ampelopsis grosseddentata by HPLC[J]. Asia-Pacific Traditional Medicine, 2015, 11 (1): 28- 30.
11	汤晓, 焦泽武, 龚淑珍, 等. 黄酮混合物体外抗氧化活性的相互作用[J]. 食品科技, 2013, 38 (2): 198- 206.
	TANG X , JIAO Z W , DONG S Z , et al. Interaction of flavonoids mixtures on antioxidant activites in vitro[J]. Food Science and Technology, 2013, 38 (2): 198- 206.
12	王东梅, 周敏, 刘燕, 等. 聚花野丁香的化学成分及其抗氧化活性[J]. 应用与环境生物学报, 2019, 25 (6): 1492- 1496.
	WANG D M , ZHOU M , LIU Y , et al. Chemical components from leptodermis glomerata and their antioxidant activity[J]. Chinese Journal of Applied & Environmental Biology, 2019, 25 (6): 1492- 1496.
13	席红如, 吴晖, 赖富饶, 等. 卡琪花蒂玛中黄酮类物质的组成及抗氧化活性[J]. 现代食品科技, 2018, 34 (8): 52- 56.
	XI H R , WU H , LAI F R , et al. Composition and antioxidant activity of flavonoids from Kacip fatimah[J]. Modern Food Science and Technology, 2018, 34 (8): 52- 56.
14	沈洋.杨梅素对丙烯酰胺致细胞损伤的保护作用及其机理研究[D].杭州:浙江工商大学, 2015.
	SHEN Y.Study on Caco-2 cell protective effects of myricetin after acrylamide induced[D]. Hangzhou: Zhejiang Gongshang University, 2015.
15	李小然.茶叶籽粕中茶皂素的微波辅助提取及其应用研究[D].广州:广州大学, 2018.
	LI X R.Microwave-assisted extraction and application of tea saponin from seed meal[D]. Guangzhou: Guangzhou University, 2018.
16	SHAIMAA S , IBRAHIM . The role of surface active agents in ophthalmic drug delivery:A comprehensive review[J]. Journal of Pharmaceutical Sciences, 2019, 108 (6): 1923- 1933. doi: 10.1016/j.xphs.2019.01.016
17	邓丹雯, 杨佩, 吕建垚, 等. 杨梅素提取工艺优化[J]. 食品与发酵工业, 2013, 39 (3): 210- 215.
	DENG D W , YANG P , LYU J Y , et al. Optimization of the extraction technology of myricetin[J]. Food and Fermentation Industries, 2013, 39 (3): 210- 215.

序号 No.	A 液料比(mL : g) liquid-to-material ratio	B 乙醇体积分数/ % ethanol volume fraction	C 提取温度/ ℃ extraction temperature	D 提取时间/ min extraction time	E 表面活性剂用量/ % surfactant amount	得率/ % yield
1	10 :1	90	50	60	0. 3	0. 85
2	10 :1	80	60	50	0. 5	1. 04
3	10 :1	70	70	40	0. 7	0. 91
4	10 :1	60	80	30	0. 9	0. 80
5	15 :1	90	60	40	0. 9	1. 16
6	15 :1	80	50	30	0. 7	1. 12
7	15 :1	70	80	60	0. 5	1. 19
8	15 :1	60	70	50	0. 3	1. 31
9	20 :1	90	70	30	0. 5	1. 11
10	20 :1	80	80	40	0. 3	1. 27
11	20 :1	70	50	50	0. 9	1. 07
12	20 :1	60	60	60	0. 7	0. 86
13	25 :1	90	80	50	0. 7	1. 23
14	25 :1	80	70	60	0. 9	1. 34
15	25 :1	70	60	30	0. 3	1. 18
16	25 :1	60	50	40	0. 5	1. 02
k₁	0. 900	1. 087	1. 015	1. 060	1. 153
k₂	1. 195	1. 193	1. 060	1. 163	1. 090
k₃	1. 078	1. 087	1. 167	1. 090	1. 030
k₄	1. 192	0. 998	1. 123	1. 052	1. 093
R	0. 295	0. 195	0. 152	0. 111	0. 123

方差来源sources of variation	平方和SS	自由度df	均方mean square	F值F value	显著性significant
A	0. 231	3	0. 077	7. 700
B	0. 076	3	0. 025	2. 533
C	0. 054	3	0. 018	1. 800
D	0. 030	3	0. 010	1. 000
E	0. 030	3	0. 010	1. 000
误差error	0. 03	3	0. 010	F_0.05 (3, 3) = 9. 28

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Extraction of Myricetin from Myrica rubra Leaves and Its Antioxidant Activity

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