Page 147 - 《精细化工》2021年第5期

第 5 期 徐 涓，等: 液气射流技术改进单宁酸氧化制备高纯度鞣花酸 ·1001·

图 11a 显示，在相同的液相色谱分析条件下， metabolites: A review about source, metabolism, functions and
health[J]. Food Research International, 2011, 44(5): 1150-1160.
鞣花酸标准品、纯化样和高纯样出峰时间均在 5.5
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min，仅有峰面积大小不同，其顺序为标准品>高纯 hydrolysable tannin punicalagin releases ellagic acid that induces
样>纯化样，说明样品间只有纯度的差异。由图 11b apoptosis in human colon adenocarcinoma Caco-2 cells by using the
mitochondrial pathway[J]. The Journal of Nutritional Biochemistry,
可知，鞣花酸纯化样和高纯样的红外光谱图与标准 2006, 17(9): 611-625.
–1
品基本一致，其中 3475 cm 处是 O—H 的伸缩振动 [6] GRACE M H, WARLICK C W, NEFF S A, et al. Efficient
–1
吸收峰，1720 cm 处是 C==O 的伸缩振动吸收峰， preparative isolation and identification of walnut bioactive components
using high-speed counter-current chromatography and LC-ESI-IT-
–1
1617、1581、1509、1449 cm 处是苯环上 C==C 的 TOF-MS[J]. Food Chemistry, 2014, 158: 229-238.
伸缩振动吸收峰，均具有鞣花酸的特征吸收峰。在 [7] SINGH M, JHA A, KUMAR A, et al. Influence of the solvents on the
extraction of major phenolic compounds (punicalagin, ellagic acid
图 11c 中，鞣花酸的两个样品与标准品的峰位置相 and gallic acid) and their antioxidant activities in pomegranate aril[J].
同，即 254、360 nm，但由于鞣花酸纯化样的杂质 Journal of Food Science and Technology, 2014, 51(9): 2070-2077.
含量较高，导致在相同浓度下鞣花酸纯化样吸光度 [8] MEHRZADI S, MEHRABANI M, MALAYERI A R, et al. Ellagic
acid as a potential antioxidant, alleviates methotrexate-induced
低于鞣花酸高纯样。由图 11d 可知，鞣花酸标准品、 hepatotoxicity in male rats[J]. Acta Chirurgica Belgica, 2019, 119(2):
纯化样和高纯样的初始热解温度分别为 484.1、 69-77.
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468.40、481.6 ℃，均高于单宁酸的初始热解温度 exerts anti-inflammatory actions via disruption of store-operated
200 ℃ [31] ，说明鞣花酸样品中没有单宁酸残留；且 calcium entry (SOCE) pathway activators and coupling mediators[J].
经过甲醇溶剂法洗涤后鞣花酸高纯样的 TG 拐点由 European Journal of Pharmacology, 2020, 875: 173036.
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纯化样的 477.4 ℃升高到 497.4 ℃，与标准品的 N-acetyltransferase activity in strains of Helicobacter pylori from
500.2 ℃相接近，可见随着纯度的增加鞣花酸 TG 拐 peptic ulcer patients[J]. Microbios, 1998, 93(375): 115-127.
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点逐渐升高。通过上述性能表征结果可知，采用甲 the antitumor, antimetastatic and antiangiogenic activity of ellagic
醇溶剂洗涤再纯化鞣花酸提高了鞣花酸的纯度和热 acid[J]. Nutrients, 2018, 10(11): 1-23.
稳定性。 [12] GARCÍA-NIÑO W R, ZAZUETA C. Ellagic acid: Pharmacological
activities and molecular mechanisms involved in liver protection[J].
Pharmacological Research, 2015, 97: 84-103.
3 结论 [13] LARROSA M, GARCÍA-CONESA M T, ESPÍN J C, et al.
Ellagitannins, ellagic acid and vascular health[J]. Molecular Aspects
（1）在 pH=8.5、单宁酸质量浓度 25 g/L、20 ℃ of Medicine, 2010, 31(6): 513-539.
条件下采用液气射流技术反应 6 h，经碱溶酸沉 [14] FATIMA N, HAFIZUR R M, HAMEED A, et al. Ellagic acid in
Emblica officinalis exerts anti-diabetic activity through the action on
（NaOH 溶解，冰醋酸酸化至 pH 4.5）纯化法所得 β-cells of pancreas[J]. European Journal of Nutrition, 2017, 56(2):
的鞣花酸收率为 46.72%，纯度为 84.55%，与现有 591-601.
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技术相比，液气射流技术反应时间明显缩短。 bioactive compound for drug discovery in CNS? A narrative review[J].
（2）对比鞣花酸的再纯化方法，综合考虑效率 European Journal of Medicinal Chemistry, 2019, 183: 111724.
等因素确定以甲醇溶剂洗涤法为宜，且可通过调节 [16] ZHAO B B (赵斌斌), DONG X (董欣), LI X Y (李向勇). Research
progress on technological development of ellagic acid preparation[J].
料液比制备不同纯度的鞣花酸，其中获取纯度为 Nature Product Research and Development (天然产物研究与开发),
95%的鞣花酸纯化条件为：鞣花酸与甲醇料液比为 2015, 27(10): 1827-1830.
[17] CUI S S (崔姗姗), BI K Y (毕凯媛), WU J (吴杰), et al. Optimization
1∶100 (g∶mL)，65 ℃下搅拌 1 h，洗涤 1 次；固 of extraction technology and antioxidative activity of ellagic acid in
定其余条件，只需将料液比调为 1∶200 (g∶mL)时 raspberry by response surface methodology[J]. Science and Technology
即可获得纯度为 98%以上的鞣花酸。 of Food Industry (食品工业科技), 2019, 40(1): 149-155, 161.
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