CN104109180A - 抗氧化活性化合物及用途 - Google Patents
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- 239000012488 sample solution Substances 0.000 description 5
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- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 description 4
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 235000004789 Rosa xanthina Nutrition 0.000 description 2
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Abstract
本发明公开了抗氧化活性的化合物及用途,抗氧化活性的化合物是从假升麻中提取分离的,具有式(I)的结构:
Description
技术领域
本发明涉及从植物中提取有生物活性的化合物,具体地说是涉及抗氧化活性的化合物及用途。
背景技术
假升麻(Aruncus sylvester Kostel.),别名棣棠升麻(东北植物检索表)、升麻草,属于蔷薇科(Rosaceae)绣线菊亚科(Spiraeoideae Agardh)假升麻属(Aruncus Adans.)。主产于黑龙江、吉林、辽宁、河南、甘肃、陕西、湖南、江西、安徽、浙江、四川、云南、广西、西藏。生长于山沟、山坡杂木林下,海拔1800-3500米。也分布于苏联西伯利亚、日本、朝鲜等地。假升麻以根入药,有补虚、收敛、解热的功效,主要用于治疗跌打损伤、劳伤,筋骨疼痛。
到目前为止,对于以假升麻为原料进行分离提取得到化合物I和化合物II尚未见报道。
发明内容
本发明的目的是提供抗氧化活性的化合物。
本发明的第二个目的是提供第二种抗氧化活性的化合物。
本发明的第三个目的是提供抗氧化活性的化合物的用途。
本发明的第四个目的是提供第二种抗氧化活性的化合物的用途。
本发明的技术方案概述如下:
抗氧化活性的化合物,它是从假升麻中提取分离的,具有式(I)的结构:
命名为:1,3,4-三-O-(E)-咖啡酰基-β-D-葡萄吡喃糖。
第二种抗氧化活性的化合物,它是从假升麻中提取分离的,其特征是具有式(II)的结构:
命名为:1,4-二-O-(E)-咖啡酰基-β-D-葡萄吡喃糖。
上述抗氧化活性的化合物在制备抗氧化药物、食品或化妆品中的应用。
通过该提取分离方法,分离得到了两个新化合物,化合物I和化合物II。实验证明这两个化合物的抗氧化活性较强。
具体实施方式
下面通过具体实施例对本发明作进一步的说明。
假升麻产地为陕西省眉县。
实施例1
本发明是以假升麻干燥块根为原料,粉碎,依次用2.5倍量的体积浓度为95%、95%和60%的乙醇水溶液回流提取3次,每次2小时,过滤,合并提取液,减压回收至无醇味,残留物分散至蒸馏水中配成体积浓度为40%的水混悬液,依次用石油醚,乙酸乙酯进行萃取,乙酸乙酯萃取部分减压回收至干,经多次硅胶柱色谱,聚酰胺柱色谱,得到两种苯丙素类化合物,采用了核磁共振光谱技术,确定了该化合物的结构。得到化合物I和化合物II。
物理常数光谱数据如下:
化合物I:黄色无定形粉末,MeOH;分子式C33H30O15;1H and13C NMR:见表1and表2.
化合物II:白色无定形粉末,MeOH;分子式C24H24O12;1H and13C NMR:见表3和表4。
表1化合物I的氢谱数据
表2化合物I的碳谱数据
表3化合物II的氢谱数据
表4化合物II的碳谱数据
实施例2
化合物I和化合物II抗氧化活性测定。(采用DPPH法)(DPPH:1,1-二苯基-2-三硝基苯肼)
实验方法:采用DPPH法测定化合物的抗氧化能力,配制浓度为120μm∕mL的DPPH乙醇溶液,将化合物I和化合物II分别用无水甲醇配制成不同浓度梯度作为样品溶液。在试管中加入0.1mL样品溶液和2.9mLDPPH乙醇溶液,摇匀。在37℃恒温下避光保存30分钟,在紫外波长517nm处测定吸光度,每个样品平行测定3次,取其均值。按式(1)计算各待测样品对DPPH自由基的清除率。
式中:Ai为0.1mL样品溶液和2.9mLDPPH乙醇溶液混合吸光度;Aj为0.1mL样品溶液和2.9mL无水乙醇(空白溶剂)混合吸光度;Ac为0.1mL无水甲醇和2.9mLDPPH乙醇溶液混合吸光度。
根据计算所得清除率,与样品溶液浓度拟合曲线,得出IC50值,见表5。
表5化合物I和化合物II体外抗氧化活性试验结果
从以上数据我们可以得知,化合物I的抗氧化活性优于对照维生素C,化合物II的抗氧化活性与维生素C接近。
实验证明,化合物I和化合物II具有较强的抗氧化活性在制备抗氧化药物、食品或化妆品中的应用。
在制备药品时,可添加药学可接受的载体制成片剂、胶囊剂或散剂等。
在制备食品时,可添加食品可接受的辅料制成饮料、小食品等。
在制备化妆品时,可添加化妆品用的辅料制成面霜、眼霜等。
Claims (3)
1.抗氧化活性的化合物,它是从假升麻中提取分离的,其特征是具有式(I)的结构:
命名为:1,3,4-三-O-(E)-咖啡酰基-β-D-葡萄吡喃糖。
2.抗氧化活性的化合物,它是从假升麻中提取分离的,其特征是具有式(II)的结构:
命名为:1,4-二-O-(E)-咖啡酰基-β-D-葡萄吡喃糖。
3.权利要求1或2的抗氧化活性的化合物在制备抗氧化药物、食品或化妆品中的应用。
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN107602633A (zh) * | 2017-09-11 | 2018-01-19 | 天津大学 | 1,3,6‑三‑O‑(E)‑咖啡酰基‑β‑D‑葡萄吡喃糖及提取分离方法 |
CN107739395A (zh) * | 2017-09-11 | 2018-02-27 | 天津大学 | 3,4‑二‑o‑(e)‑咖啡酰基‑d葡萄吡喃糖及提取分离方法 |
CN107890468A (zh) * | 2017-12-15 | 2018-04-10 | 天津大学 | 1,3,6‑三‑O‑(E)‑咖啡酰基‑β‑D‑葡萄吡喃糖在制备降糖药或食品的用途 |
CN107998137A (zh) * | 2017-12-15 | 2018-05-08 | 天津大学 | 1,3,4-三-O-(E)-咖啡酰基-β-D-葡萄吡喃糖在制备降糖药或食品的用途 |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
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CN107602633A (zh) * | 2017-09-11 | 2018-01-19 | 天津大学 | 1,3,6‑三‑O‑(E)‑咖啡酰基‑β‑D‑葡萄吡喃糖及提取分离方法 |
CN107739395A (zh) * | 2017-09-11 | 2018-02-27 | 天津大学 | 3,4‑二‑o‑(e)‑咖啡酰基‑d葡萄吡喃糖及提取分离方法 |
CN107739395B (zh) * | 2017-09-11 | 2020-11-06 | 天津大学 | 3,4-二-o-(e)-咖啡酰基-d葡萄吡喃糖及提取分离方法 |
CN107602633B (zh) * | 2017-09-11 | 2020-11-27 | 天津大学 | 1,3,6-三-O-(E)-咖啡酰基-β-D-葡萄吡喃糖及提取分离方法 |
CN107890468A (zh) * | 2017-12-15 | 2018-04-10 | 天津大学 | 1,3,6‑三‑O‑(E)‑咖啡酰基‑β‑D‑葡萄吡喃糖在制备降糖药或食品的用途 |
CN107998137A (zh) * | 2017-12-15 | 2018-05-08 | 天津大学 | 1,3,4-三-O-(E)-咖啡酰基-β-D-葡萄吡喃糖在制备降糖药或食品的用途 |
CN107998137B (zh) * | 2017-12-15 | 2020-02-21 | 天津大学 | 1,3,4-三-O-(E)-咖啡酰基-β-D-葡萄吡喃糖的用途 |
CN107890468B (zh) * | 2017-12-15 | 2020-02-21 | 天津大学 | 1,3,6-三-O-(E)-咖啡酰基-β-D-葡萄吡喃糖的用途 |
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