Effects of Dihydromyricetin on Antioxidant Activity and Flavor Substances of Pear Wine
-
摘要: 为推进梨酒减硫增质进程,促进天然抗氧化剂在梨酒中的应用。本文通过单独使用二氢杨梅素(Dihydromyricetin,DMY)或与SO2联合使用酿造库尔勒香梨酒,分别测定各组梨酒自由基清除率、总酚含量、总黄酮含量、酒体色度及风味物质,研究了DMY对梨酒抗氧化活性以及风味物质的影响。结果表明,各组梨酒基础理化指标无显著性差异(P>0.05),发酵均能正常完成;H4组(SO2 30 mg/L、DMY 100 mg/L)抗氧化活性最佳,DPPH自由基清除率为70.08%,ABTS+自由基清除率达到95.89%;单独使用DMY(浓度为150或200 mg/L)或与SO2联合使用时,均能促进酒体总酚及总黄酮的生成(P<0.05)。此外,DMY对梨酒挥发性风味物质影响较大,DMY浓度越高,越有益于主体香气物质的生成;DMY和SO2联合使用亦能提高挥发性物质的种类和总量,其中H3组(SO2 30 mg/L、DMY 75 mg/L)风味物质种类达到24种,总含量高达11846.14 μg/L,乙酸乙酯和辛酸乙酯含量相比CK组分别增加了107.61、420.27 μg/L。综合来看,H3组总酚含量更高、颜色更加稳定,酒体香气更加浓郁、层次感愈加分明,感官品评高达85.7分。DMY与SO2的混合使用在抑制褐变、促进总酚方面综合效果最佳,适量DMY可增加改善香梨酒香气成分,提高其品质。Abstract: In order to promote the process of sulfur reduction and quality enhancement of pear wine and promote the application of natural antioxidants in pear wine, Dihydromyricetin (DMY) was used alone or in combination with SO2 to be an alternative for sulfur dioxide in Korla fragrant pear wine fermentation. The free radical scavenging rate, total phenol contents, total flavonoid contents, wine color and volatile flavour components of the pear wine were measured, and the effects of DMY on antioxidant activity and flavor substances of pear wine were studied. The results showed that there was no significant difference in the basic physical and chemical indexes of pear wine among all groups (P>0.05), and the fermentation could be completed normally. In the H4 group, antioxidant activity were significantly higher than the control and other groups, the radical clearance rate of DPPH and ABTS+ was 70.08% and 95.89% respectively. The use of DMY alone or in combination with SO2 could promote the production of total phenols and total flavonoids (P<0.05). In addition, DMY had a great influence on the volatile flavor compounds of pear wine, and the higher concentration of DMY was more beneficial to the formation of the main aroma compounds. The combined use of DMY and SO2 could also increased the variety and total amount of volatile compounds. Among them, 24 species of volatile flavour components were detected in H3 group, and the total content was 11846.14 μg/L. Compared with the CK group, the contents of ethyl acetate and ethyl octanoate increased by 107.61, 420.27 μg/L, respectively. Generally speaking, the H3 group with relatively high content of total phenols and strong aroma component, showed strong stablility and its sensory evaluation score was as high as 85.7. The mixed use of DMY and SO2 has the best comprehensive effect in inhibiting browning and promoting total phenol. Proper amount of DMY could increase and improve the aroma components of fragrant pear wine and improve its quality.
-
Key words:
- dihydromyricetin /
- sulfur dioxide /
- Korla pear wine /
- antioxidant activity /
- volatile flavor substances
-
表 1 不同组梨酒的基础理化指标
Table 1. Basic physical and chemical indexes of different groups of pear wine
组别 可溶性固形物(°Brix) pH 总酸(g·L−1) 酒精度(%vol) 还原糖(g·L−1) CK 6.53±0.008a 3.92±0.045a 3.65±0.101a 11.07±0.059a 0.61±0.005a S 6.52±0.022a 3.92±0.036a 3.64±0.011a 11.04±0.104a 0.61±0.008a D1 6.52±0.012a 3.93±0.014a 3.66±0.062a 10.99±0.037a 0.62±0.026a D2 6.54±0.031a 3.94±0.009a 3.65±0.005a 11.11±0.029a 0.62±0.005a D3 6.53±0.038a 3.94±0.012a 3.64±0.010a 11.09±0.012a 0.62±0.012a D4 6.53±0.016a 3.95±0.014a 3.64±0.028a 11.09±0.050a 0.62±0.005a H1 6.51±0.029a 3.94±0.008a 3.63±0.036a 10.94±0.005a 0.61±0.005a H2 6.52±0.025a 3.96±0.008a 3.63±0.051a 10.95±0.006a 0.62±0.000a H3 6.53±0.012a 3.94±0.021a 3.64±0.097a 10.95±0.008a 0.63±0.010a H4 6.53±0.065a 3.94±0.017a 3.63±0.075a 11.04±0.065a 0.62±0.005a 注:同一列小同小写字母表示差异性显著(P<0.05);表2~表3同。 表 2 不同组梨酒色度指标表
Table 2. Color index of pear wine in different groups
组别 L* a* b* de* S 80.79±0.0010j 3.31±0.0030d 16.64±0.0021a − CK 20.60±0.0082a 14.24±0.025i 29.98±0.20e 62.61±0.046i D1 64.19±0.0047c 8.47±0.0047h 43.54±0.037i 32.026±0.033g D2 62.26±0.0081b 7.18±0.016g 42.99±0.049h 32.44±0.032h D3 65.15±0.068d 4.52±0.0082f 38.94±0.090g 27.26±0.12f D4 73.88±0.0011g 2.78±0.0047a 38.00±0.020f 22.78±0.017e H1 77.9±0.022i 2.83±0.0094b 20.58±0.0084b 4.91±0.0082a H2 74.67±0.0094h 3.23±0.0047c 20.72±0.019b 7.4±0.0047b H3 73.70±0.037f 3.34±0.025d 21.74±0.016c 8.73±0.014c H4 71.83±0.025e 3.58±0.0094e 22.13±0.017d 11.88±0.014d 表 3 不同组梨香气物质含量
Table 3. Content of aroma substances of pear in different groups
类别 序号 挥发性物质 含量(μg/L) CK S D3 D4 H3 H4 醇类 A1 异丁醇 466.38±33.32a 474.46±31.29a 596.70±43.55c 589.98±46.01b 632.81±56.64d 718.35±51.61e A2 异戊醇 5187.13±111.64e 4336.65±121.24a 4769.38±100.49c 5002.36±100.82d 4632.13±111.23b 5998.48±105.40f A3 正丙醇 11.81±1.59a 25.44±1.21b 42.72±1.54e 33.96±2.45c 34.51±1.24c 40.88±2.45d A4 3-甲基-2-丁醇 208.02±3.15 ND ND ND ND ND A5 (R)-1,2-丙二醇 48.52±1.28 ND ND ND ND ND A6 苯乙醇 2530.88±70.45e 1612.79±105.44b 1451.69±96.45a 1947.44±98.65c 2213.29±85.47d 2212.95±113.45d A7 正辛醇 ND 21.55±0.58b 17.95±0.88a 24.27±1.12c 28.53±1.11d 29.91±2.25e A8 正己醇 ND 29.18±1.54a 34.54±1.54b 36.83±1.53c 39.69±2.45d 45.56±2.34e A9 异辛醇 ND 17.69±0.58b 12.46±1.45a 18.42±1.24c 21.17±1.23d 28.78±1.25e A10 3-甲硫基丙醇 ND ND 13.55±1.32a 22.24±1.45c ND 18.53±0.83b A11 2,3-丁二醇 ND ND 13.36±1.56b 6.18±0.52a ND ND A12 1-壬醇 ND ND 12.07±0.86a 19.00±1.01d 17.11±1.01c 16.38±1.01b A13 庚醇 ND ND ND ND 18.84±1.23a 19.96±1.23b 总醇 8452.74 6517.77 6964.41 7700.69 7638.08 9129.80 醛类 B1 乙缩醛 ND 24.34±1.23a ND 28.18±1.44b 37.16±2.87c 42.07±5.56d 总醛 ND 24.34 ND 28.18 37.16 42.07 酸类 C1 乙酸 26.23±1.24d 24.32±1.35c 33.54±1.12f 27.03±1.56e 21.41±1.76b 19.61±1.45a C2 正辛酸 ND ND ND ND ND 25.77±10.45 总酸 26.23 24.32 33.54 27.03 21.41 45.38 酯类 D1 正己酸乙酯 155.89±8.65b 195.66±10.56c 142.71±13.45a 142.11±5.54a 233.26±10.25e 210.54±17.56d D2 癸酸乙酯 328.51±12.45a 345.58±14.51b 328.63±18.56a 389.94±8.65c 515.46±10.35e 485.87±9.65d D3 月桂酸乙酯 245.49±5.69 ND ND ND ND ND D4 乙酸乙酯 273.67±22.45b 248.29±55.47a 310.33±64.54d 297.08±54.65c 381.28±53.78e 392.99±32.45f D5 癸酸3-甲基丁酯 98.36±1.56 ND ND ND ND ND D6 乙酸苯乙酯 150.24±10.34e 128.25±10.45b 106.46±15.45a 131.74±26.45c 140.59±17.52d 191.09±12.35f D7 辛酸乙酯 543.14±78.65a 705.54±19.45d 596.48±45.45b 615.19±54.45c 963.40±18.86f 845.18±10.45e D8 乙酸异戊酯 184.14±10.32b 175.54±12.56a 186.77±5.64b 179.33±23.54a 299.99±20.45d 260.05±10.45c D9 辛酸3-甲基丁酯 104.99±5.86b ND ND ND ND 17.16±1.53a D10 甲酸己酯 24.30±2.35 ND ND ND ND ND D11 己酸乙酯 154.89±11.48b 191.66±10.65c 145.71±20.45a 146.11±38.13a 234.26±8.56e 211.54±25.23d D12 壬酸乙酯 ND ND ND 71.11±2.21 ND ND 总酯 2264.61 1994.50 1814.09 1968.59 2767.23 2613.42 烷类 E1 六甲基环三硅氧烷 34.28±2.32 ND ND ND ND ND E2 环己硅氧烷 15.15±1.21b ND ND ND 2.70±0.02a 15.46±0.19b 总烷 49.43 ND ND ND 2.70 15.46 注:“ND”表示未检出。 表 4 主成分特征值及贡献度
Table 4. Eigenvalues and contribution of principal components
主成分 特征值 贡献率(%) 累积贡献率(%) 1 15.09 50.30 50.30 2 8.50 28.34 78.64 3 6.41 21.36 100 -
[1] 陈晓姣, 刁体伟, 赖晓琴, 等. 不同酿造阶段添加富含谷胱甘肽酵母衍生物对梨子果酒品质的影响[J/OL]. 食品科学: 1−16[2023-03-09]. http://kns.cnki.net/kcms/detail/11.2206.ts.20220728.1823.014.htmlCHEN X J, DIAO T W, LAI X Q, et al. Effect of adding glutathione rich yeast derivatives in different brewing stages on the quality of pear wine [J] Food Science: 1−16[2023-03-09]. http://kns.cnki.net/kcms/detail/11.2206.ts.20220728.1823.014.html [2] LISANTI M T, BLAIOTTA G, NIOI C, et al. Alternative methods to SO2 for microbiological stabilization of wine[J]. Comprehensive Reviews in Food Science and Food Safety,2019,18(2):455−479. doi: 10.1111/1541-4337.12422 [3] RENO A L, BROOKS E G, AMEREDES B T. Mechanisms of heightened airway sensitivity and responses to inhaled SO2 in asthmatics[J]. Environmental Health Insights,2015,9(Suppl 1):13−25. [4] LIU D, MAO Y, DING L, et al. Dihydromyricetin: A review on identification and quantification methods, biological activities, chemical stability, metabolism and approaches to enhance its bioavailability[J]. Trends in Food Science & Technology,2019,91:586−597. [5] GUAN S, SHEN Y, GE H, et al. Dihydromyricetin alleviates diabetic neuropathic pain and depression comorbidity symptoms by inhibiting P2X(7) receptor[J]. Frontiers in Psychiatry,2019,10:770. [6] LIU D, PANG W, DING L, et al. An insight into the inhibitory activity of dihydromyricetin against Vibrio parahaemolyticus[J]. Food Control,2016,67:25−30. doi: 10.1016/j.foodcont.2016.02.030 [7] 熊皓耳, 何国庆, 杨伟丽, 等. 显齿蛇葡萄提取物抗菌作用的研究[J]. 中国食品学报,2004(1):58−62. [XIONG H E, HE G Q, YANG W L, et al. Study on antibacterial effect of Ampelopsis grossedentata extract[J]. Chinese Journal of Food,2004(1):58−62. doi: 10.16429/j.1009-7848.2004.01.015 [8] 唐兰芳, 王锋, 谭兴和, 等. 两种工艺拐枣酒抗氧化成分及活性比较[J]. 中国酿造,2021,40(1):44−48. [TANG L F, WANG F, TAN X H, et al. Comparison of antioxidant components and activities of two kinds of craft Chinese date wine[J]. Chinese brewing,2021,40(1):44−48. doi: 10.11882/j.issn.0254-5071.2021.01.009 [9] SILVA J, YU X, MORADIAN R, et al. Dihydromyricetin protects the liver via changes in lipid metabolism and enhanced ethanol metabolism[J]. Alcoholism, Clinical and Experimental Research,2020,44(5):1046−1060. doi: 10.1111/acer.14326 [10] LI H, LI Q, LIU Z, et al. The versatile effects of dihydromyricetin in health[J]. Evidence-based Complementary and Alternative Medicine: eCAM,2017,2017:1053617. [11] TIAN Y, SANG H, LIU M, et al. Dihydromyricetin is a new inhibitor of influenza polymerase PB2 subunit and influenza-induced inflammation[J]. Microbes and Infection,2020,22(6−7):254−62. doi: 10.1016/j.micinf.2020.05.021 [12] 由璐, 赵艳雪, 隋茜茜, 等. 预处理对欧李酒品质及抗氧化的影响[J]. 食品研究与开发,2019,40(14):13−19. [YOU L, ZHAO Y X, SUI X X, et al. Effect of pretreatment on quality and antioxidation of plum wine[J]. Food Research and Development,2019,40(14):13−19. doi: 10.12161/j.issn.1005-6521.2019.14.003 [13] 范金波, 蔡茜彤, 冯叙桥, 等. 咖啡酸体外抗氧化活性的研究[J]. 中国食品学报,2015,15(3):65−73. [FAN J B, CAI X T, FENG X Q, et al. Study on the antioxidant activity of caffeic acid in vitro[J]. Chinese Journal of Food,2015,15(3):65−73. doi: 10.16429/j.1009-7848.2015.03.009 [14] 杨玥, 杨再波, 贺银菊, 等. 拐枣与拐枣养生酒总黄酮的含量分析比较研究[J]. 广州化工,2020,48(22):143−5,67. [YANG Y, YANG Z B, HE Y J, et al. Analysis and comparative study on the content of total flavonoids in Calligonum dulcis and its health wine[J]. Guangzhou Chemical Industry,2020,48(22):143−5,67. doi: 10.3969/j.issn.1001-9677.2020.22.046 [15] 田金辉, 许时婴, 王璋. 热烫处理对黑莓果汁营养成分和多酚氧化酶活力的影响[J]. 食品与发酵工业,2006(4):133−137. [TIAN J H, XU S Y, WANG Z. Effects of blanching treatment on nutritional components and polyphenol oxidase activity of blackberry juice[J]. Food and Fermentation Industry,2006(4):133−137. doi: 10.3321/j.issn:0253-990X.2006.04.036 [16] 吴瑞梅, 赵杰文, 陈全胜, 等. 绿茶汤色品质感官评价的色差仪表征方法研究[J]. 河南农业科学,2014,43(1):149−53. [WU R M, ZHAO J W, CHEN Q S, et al. Study on color difference instrumental method for sensory evaluation of green tea color quality[J]. Henan Agricultural Science,2014,43(1):149−53. doi: 10.3969/j.issn.1004-3268.2014.01.035 [17] 刁体伟, 陈晓姣, 冷银江, 等. 植物源多酚对梨酒抗氧化能力及其感官品质的影响[J]. 食品与发酵工业,2022,48(23):93−101. [DIAO T W, CHEN X J, LENG Y J, et al. Effects of plant derived polyphenols on antioxidant capacity and sensory quality of pear wine[J]. Food and Fermentation Industry,2022,48(23):93−101. doi: 10.13995/j.cnki.11-1802/ts.031036 [18] 张清安, 徐博文, 陈博宇, 等. 超声降低红酒中高级醇含量对酒体风味特性的影响[J]. 中国农业科学,2021,54(8):1772−1786. [ZHANG Q A, XU B W, CHEN B Y, et al. The effect of ultrasonic reduction of higher alcohol content in red wine on the flavor characteristics of wine[J]. Chinese Journal of Agricultural Sciences,2021,54(8):1772−1786. doi: 10.3864/j.issn.0578-1752.2021.08.016 [19] 曾庆帅, 廖森泰, 张名位, 等. 储藏温度对荔枝果汁中酚类物质含量及抗氧化能力的影响[J]. 中国食品学报,2012,12(3):112−118. [ZENG Q S, LIAO S T, ZHANG M W, et al. Effect of storage temperature on the content of phenols and antioxidant capacity of litchi juice[J]. Chinese Journal of Food,2012,12(3):112−118. doi: 10.3969/j.issn.1009-7848.2012.03.016 [20] GARAGUSO I, NARDINI M. Polyphenols content, phenolics profile and antioxidant activity of organic red wines produced without sulfur dioxide/sulfites addition in comparison to conventional red wines[J]. Food Chem,2015,179:336−342. doi: 10.1016/j.foodchem.2015.01.144 [21] 赵昊, 宋晶晶, 于佳俊, 等. 不同产区葡萄酒多酚物质抗氧化活性差异及相关性分析[J]. 食品与发酵工业,2021,47(6):84−91. [ZHAO H, SONG J J, YU J J, et al. Difference and correlation analysis of antioxidant activity of polyphenols in wine from different regions[J]. Food and Fermentation Industry,2021,47(6):84−91. doi: 10.13995/j.cnki.11-1802/ts.025742 [22] GIOVINAZZO G, GRIECO F. Functional properties of grape and wine polyphenols[J]. Plant Foods Hum Nutr,2015,70(4):454−462. doi: 10.1007/s11130-015-0518-1 [23] 杨华. 砀山梨酒氧化褐变的机制及调控 [D]. 无锡: 江南大学, 2021.YANG H. Mechanism and regulation of oxidative browning of Dangshan pear wine [D]. Wuxi: Jiangnan University, 2021 [24] 周文杰, 张芳, 王鹏, 等. 基于GC-MS/GC-O结合化学计量学方法研究库尔勒香梨酒的特征香气成分[J]. 食品科学,2018,39(10):222−227. [ZHOU W J, ZHANG F, WANG P, et al. Study on characteristic aroma components of Korla pear wine based on GC-MS/GC-O combined with chemometrics[J]. Food Science,2018,39(10):222−227. doi: 10.7506/spkx1002-6630-201810034 [25] 田怀香, 熊娟涓, 于海燕, 等. 果酒中香气化合物的生物转化与调控机制研究进展[J]. 食品科学,2022,43(19):36−47. [TIAN H X, XIONG J J, YU H Y, et al. Research progress in biotransformation and regulation mechanism of aroma compounds in fruit wine[J]. Food Science,2022,43(19):36−47. doi: 10.7506/spkx1002-6630-20220412-131 [26] ZHANG J, CHEN Y, LUO H, et al. Recent update on the pharmacological effects and mechanisms of dihydromyricetin[J]. Frontiers in Pharmacology,2018,9:1204. doi: 10.3389/fphar.2018.01204 [27] YE L, WANG H, DUNCAN S E, et al. Antioxidant activities of Vine Tea (Ampelopsis grossedentata) extract and its major component dihydromyricetin in soybean oil and cooked ground beef[J]. Food Chem,2015,172:416−22. doi: 10.1016/j.foodchem.2014.09.090 [28] 李颖畅, 李双燕, 杜凤霞, 等. 二氢杨梅素对煎烤鱿鱼片贮藏过程中氧化三甲胺降解及品质的影响[J]. 食品科学,2021,42(7):247−252. [LI Y C, LI S Y, DU F X, et al. Effect of dihydromyricetin on degradation of trimethylamine oxide and quality of fried and roasted squid slices during storage[J]. Food Science,2021,42(7):247−252. doi: 10.7506/spkx1002-6630-20200315-234 [29] 郭清泉, 林淑英, 李大光, 等. 二氢杨梅素抗氧化机制探讨[J]. 食品科学,2006(5):121−3. [GUO Q Q, LIN S Y, LI D G, et al. Study on antioxidation mechanism of dihydromyricetin[J]. Food Science,2006(5):121−3. doi: 10.3321/j.issn:1002-6630.2006.05.023 [30] 卢杏芬. 防止葡萄酒在贮藏期间发生氧化的保护方法[J]. 食品与发酵工业,1979(6):88−90, 87. [LU X F. Protection methods to prevent wine from oxidation during storage[J]. Food and Fermentation Industry,1979(6):88−90, 87. doi: 10.13995/j.cnki.11-1802/ts.1979.06.013 [31] 袁梦, 马雷, 李杰, 等. 添加洋葱汁和二氧化硫的赤霞珠红葡萄酒发酵生成挥发性化合物的比较[J]. 食品科技,2021,46(10):46−53. [YUAN M, MA L, LI J, et al. Comparison of volatile compounds produced by fermentation of Cabernet Sauvignon red wine with onion juice and sulfur dioxide[J]. Food Science and Technology,2021,46(10):46−53. doi: 10.3969/j.issn.1005-9989.2021.10.spkj202110008