CN112645919A - 一种植物中黄酮类化合物的提取方法 - Google Patents
一种植物中黄酮类化合物的提取方法 Download PDFInfo
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- CN112645919A CN112645919A CN202011551946.9A CN202011551946A CN112645919A CN 112645919 A CN112645919 A CN 112645919A CN 202011551946 A CN202011551946 A CN 202011551946A CN 112645919 A CN112645919 A CN 112645919A
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Abstract
本发明公开了一种植物中黄酮类化合物的提取方法,将植物洗净、干燥、粉碎、过50目筛后得到植物体干粉;将氯化胆碱、乙二醇在60~90℃下反应1~2h得到透明均一液体,降温至室温后加入纯净水,混合均匀后得到低共熔溶剂;将植物体干粉置于高速剪切机中,加入低共熔溶剂作为提取介质,在常温下进行剪切提取,提取结束后进行离心,离心后得到下层植物渣和上清液;植物渣继续进行剪切提取和离心,重复多次后合并上清液进行合得到植物提取液,植物提取液为黄酮类化合物。本发明方法快速高效、环保便捷、极易工业化,运行成本低,应用范围广,提取黄酮率高,理化性质稳定。
Description
技术领域
本发明涉及一种植物中黄酮类化合物的提取方法,具体涉及一种利用闪式提取和低共熔溶剂提取组合提取植物中黄酮类化合物的方法及应用,属于化合物提取制备技术领域。
背景技术
黄酮类化合物广泛存在于自然界的植物中,属植物次生代谢产物。黄酮类化合物是以黄酮(2-苯基色原酮)为母核而衍生的一类黄色色素,其中包括黄酮的同分异构体及其氢化和还原产物。它在植物体中大部分与糖结合成苷类或者碳糖基的形式存在,也有的以游离态形式存在。许多研究证明,黄酮类化合物在植物体内的生物合成途径是复合型的,是由莽草酸途径和乙酸-丙二酸途径生物合成的产物,黄酮的基本骨架是由3个丙二酰辅酶A和一个香豆酰辅酶A生物合成而产生的。
黄酮类化合物分布广范,多存在于高等植物和羊齿类植物中。最集中分布于被子植物中,如黄酮类以唇形科、玄参科、爵床科、苦苣苔科、菊科等植物中存在较多;黄酮醇类较广范分布于双子叶植物,特别是一些木本植物的花和叶中;二氢黄酮类特别在蔷薇科、芸香科、豆科、杜鹃花科、菊科、姜科中分布较多;二氢黄酮醇类较普遍地存在于豆科植物中;异黄酮类以豆科蝶形科亚科和鸢尾科植物中存在较多。在裸子植物中也存在,如双黄酮类多局限分布于裸子植物,尤其是松柏纲、银杏纲和凤尾纲等植物中;而在菌类,藻类,地衣类等低等植物中较少见。
黄酮类化合物是一种重要的中药有效成分,具有多种多样的生物活性,主要表现在:
(1)对心血管的作用:如葛根总黄酮及葛根素、银杏叶总黄酮等具有扩张冠状动脉血管的作用,临床可用于治疗冠心病;芦丁、橙皮苷、d-儿茶素等具有降低毛细血管脆性和异常通透性作用,可用作毛细出血的止血药及治疗高血压、动脉硬化的辅助药。
(2)抗肝损伤作用:如水飞蓟素、异水飞蓟素及次水飞蓟素等有肝保护作用,临床用于治疗急、慢性肝炎,肝硬化及多种中毒性肝损伤等疾病。
(3)解痉作用:如异甘草素及大豆素等具有类似罂粟碱的作用,可解除平滑肌痉挛。
(4)对呼吸***的作用:如杜鹃素、川陈皮素、槲皮素具止咳祛痰作用。
(5)***样作用:如染料木素、大豆素等异黄酮类具有***样作用,可能与它们和己烯雌酚具有相似的结构部分有关。
(6)抗菌、抗病毒、抗肿瘤作用。如木犀草素、黄芩苷、黄芩素以及槲皮素、桑色素等具有抗菌、抗病毒作用:牡荆素、桑色素、d-儿茶索等有抗肿瘤作用。
(7)抗氧化作用。如银杏黄酮、大豆异黄酮、芦丁、槲皮素等有较强的抗氧化能力。此外黄酮类化合物也是重要的功能食品添加剂,天然抗氧化剂、天然色素、天然甜味剂等。
目前,黄酮类化合物的提取方法存在提取率低、提取时间长、提取物理化性质不稳定的缺点。因此,发明一种能高效快速的从植物中提取黄酮类化合物的方法,将黄酮类化合物用于药品、保健食品、食品和特殊医疗用途食品的主要原料,具有十分重要的意义。
发明内容
本发明所要解决的技术问题是针对现有技术中存在的不足,而提供一种植物中黄酮类化合物的提取方法,本发明的方法提取的黄酮提取率高,提取时间短,理化性质稳定。
为了实现上述目的,本发明采用如下技术方案:
本发明首先提供一种植物中黄酮类化合物的提取方法,包括以下步骤:
(1)制备提取液:将植物洗净、干燥、粉碎、过50目筛后得到植物体干粉;
(2)制备低共熔溶剂:将氯化胆碱、乙二醇在60660℃下反应162h得到透明均一液体,降温至室温后加入纯净水,混合均匀后得到低共熔溶剂;
(3)提取:将步骤(1)中得到的植物体干粉置于高速剪切机中,加入步骤(2)中得到的低共熔溶剂作为提取介质,在常温下进行剪切提取,剪切的转速为6000612000rpm,剪切时间367min,提取结束后进行离心,离心后得到下层植物渣和上清液;
(4)重复提取、合并:将步骤(3)中得到的植物渣置于高速剪切机中,加入步骤(2)中得到的低共熔溶剂作为提取介质,按照步骤(3)所述的方法继续进行剪切提取和离心,继续得到植物渣和上清液;如此重复多次,将步骤(3)和步骤(4)得到的上清液进行合得到植物提取液,植物提取液为黄酮类化合物。
上述技术方案中,步骤(1)中,所述的植物洗净,指的是先用自来水清洗干净,然后再用纯净水清洗263次。
上述技术方案中,步骤(1)中,所述的干燥,指的是在40655℃下干燥8612h。
上述技术方案中,步骤(1)中,所述的粉碎,指的是粉碎为50目。
上述技术方案中,步骤(2)中,所述的氯化胆碱、乙二醇,摩尔比为1:161:4,优选为1:2。
上述技术方案中,步骤(2)中,所述的氯化胆碱、乙二醇,反应温度优选为80℃,反应时间优选为1.5h。
上述技术方案中,步骤(2)中,所述的纯净水,添加量为氯化胆碱、乙二醇总重的10%630%,优选为20%。
上述技术方案中,步骤(3)中,所述的植物体干粉和低共熔溶剂的料液比(重量和体积的比)为1:15625,优选为1:20。
上述技术方案中,步骤(3)中,离心分离采用高速台式离心机,转速为14000615000rpm,时间为15620min。
本发明还提供一种经过上述提取方法提取后得到的黄酮类化合物。
本发明还提供一种上述的黄酮类化合物在制备食品、保健食品、特殊医学用途配方食品或药品中的应用。
上述技术方案中,所述的黄酮类化合物在制备食品、保健食品、特殊医学用途配方食品或药品时,作为有效成分与食品、保健食品、特殊医学用途配方食品或药品中能够接受的辅料或添加剂进行复配,按照相应的制剂方法和工艺,制成相应的口服制剂。
上述技术方案中,所述的口服制剂,包括普通片剂、泡腾片、咀嚼片、***片、胶囊剂或颗粒剂等。
上述技术方案中,所述的食品、保健食品、特殊医学用途配方食品或药品中能够接受的辅料包括填充剂、赋形剂、稀释剂、崩解剂、粘合剂、矫味剂、发泡剂、润滑剂、溶剂、增稠剂、助溶剂、PH调节剂、渗透压调节剂、抗氧化剂或膨松剂等。
上述技术方案中,所述的食品、保健食品、特殊医学用途配方食品或药品中能够接受的添加剂包括微量元素、矿物质、维生素、氨基酸或牛磺酸。
本发明具有以下显著优点:
(1)本发明应用了高速剪切技术辅助提取植物中的黄酮类化合物,高速剪切破除了植物体表面的蜡质层和细胞壁,使黄酮类化合物最大程度得释放出来,极大地提高了黄酮类化合物的提取率,同时明显缩短了提取时间,节约能源。
(2)改变以往的传统溶剂,用低共熔溶剂提取,低共熔溶剂中的氢键受体更易和黄酮类化合物中的羟基结合,从而增加了植物体中黄酮类化合物的提取率。
(3)本发明全程所有步骤均在常温下进行,最大程度保留了黄酮类化合物的活性结构和热敏性有效成分,使得黄酮类化合物的品质提高。
具体实施方式
以下对本发明技术方案的具体实施方式详细描述,但本发明并不限于以下描述内容:
下面结合具体的实施例,对本发明进行阐述:
实施例1:
一种植物中黄酮类化合物的提取方法,包括以下步骤:
(1)制备提取液:取5公斤优质枸杞子,先用自来水清洗干净,然后再用纯净水清洗2次,在50℃下干燥10h,粉碎至70目,过50目筛后得到植物体干粉;
(2)制备低共熔溶剂:称取氯化胆碱、乙二醇(摩尔比1:2)依次加入圆底烧瓶中,放入磁性转子,置于油浴锅中,80℃条件下,反应1.5h,形成均一的透明液体,待液体温度降到室温,置于天平上,加入20%的纯净水,低共熔溶剂(DES)制备成功,待用;
(3)提取:精密称取枸杞样品约3.0g置于高速剪切机,然后加入DES(氯化胆碱:乙二醇,摩尔比1:2),料液比为1:20,室温下在高速剪切机10000r/min条件下处理5min,摇匀后放入高速台式离心机中,在15000r/min条件下离心15min得植物渣和上清液;
(4)重复提取、合并:将步骤(3)中得到的植物渣置于高速剪切机中,加入步骤(2)中得到的低共熔溶剂作为提取介质(料液比为1:20),按照步骤(3)所述的方法继续进行剪切提取和离心,继续得到植物渣和上清液;如此重复2次,将步骤(3)和步骤(4)得到的上清液进行合得到植物提取液,植物提取液为黄酮类化合物。
实施例2:
一种植物中黄酮类化合物的提取方法,包括以下步骤:
(1)制备提取液:取8公斤优质枸杞子,先用自来水清洗干净,然后再用纯净水清洗2次,在45℃下干燥12h,粉碎至60目,过60目筛后得到植物体干粉;
(2)制备低共熔溶剂:称取氯化胆碱、乙二醇(摩尔比1:1.5)依次加入圆底烧瓶中,放入磁性转子,置于油浴锅中,75℃条件下,反应2h,形成均一的透明液体,待液体温度降到室温,置于天平上,加入20%的纯净水,低共熔溶剂(DES)制备成功,待用;
(3)提取:精密称取枸杞样品约3.0g置于高速剪切机,然后加入DES(氯化胆碱:乙二醇,摩尔比1:1.5),料液比为1:25,室温下在高速剪切机12000r/min条件下处理3min,摇匀后放入高速台式离心机中,在12000r/min条件下离心20min得植物渣和上清液;
(4)重复提取、合并:将步骤(3)中得到的植物渣置于高速剪切机中,加入步骤(2)中得到的低共熔溶剂作为提取介质(料液比为1:25),按照步骤(3)所述的方法继续进行剪切提取和离心,继续得到植物渣和上清液;如此重复2次,将步骤(3)和步骤(4)得到的上清液进行合得到植物提取液,植物提取液为黄酮类化合物。
实施例3:
一种植物中黄酮类化合物的提取方法,包括以下步骤:
(1)制备提取液:取10公斤优质锁阳,先用自来水清洗干净,然后再用纯净水清洗2次,在50℃下干燥12h,粉碎至60目,过80目筛后得到植物体干粉;
(2)制备低共熔溶剂:称取氯化胆碱、乙二醇(摩尔比1:2)依次加入圆底烧瓶中,放入磁性转子,置于油浴锅中,80℃条件下,反应1.5h,形成均一的透明液体,待液体温度降到室温,置于天平上,加入25%的纯净水,低共熔溶剂(DES)制备成功,待用;
(3)提取:精密称取锁阳样品约5.0g置于高速剪切机,然后加入DESs(氯化胆碱:乙二醇,摩尔比1:2),料液比为1:25,室温下在高速剪切机12000r/min条件下处理5min,摇匀后放入高速台式离心机中,在12000r/min条件下离心20min得植物渣和上清液;
(4)重复提取、合并:将步骤(3)中得到的植物渣置于高速剪切机中,加入步骤(2)中得到的低共熔溶剂作为提取介质(料液比为1:25),按照步骤(3)所述的方法继续进行剪切提取和离心,继续得到植物渣和上清液;如此重复2次,将步骤(3)和步骤(4)得到的上清液进行合得到植物提取液,植物提取液为黄酮类化合物。
验证试验:枸杞黄酮含量测定方法
1实验材料:
1.1仪器、药物及试剂:
XQ100克型多功能高速粉碎机(上海广沙工贸有限公司);T25高速剪切机(IKA公司);BSA224S-CW型电子分析天平(北京赛多利斯仪器***有限公司);KQ-250DB型数控超声清洗机(昆山超声仪器有限公司);DHG-6140A型电热恒温鼓风干燥箱(上海精宏实验设备有限公司);H1650型医用离心机(长沙湘仪仪器有限公司);TI-16系列双光束紫外可见分光光度计(北京普析通用仪器有限责任公司)。
芦丁对照品(纯度≧68%,批号1000800-171130,济宁天之蓝生物科技有限公司);氯化胆碱(分析纯,安耐吉化学试剂公司);乙二醇(分析纯,利安隆博华(天津)医药化学有限公司)。
1.2材料:
枸杞样品:来源于内蒙古包头,经甘肃中医药大学谢晓蓉教授鉴定为茄科植物宁夏枸杞(Lycium barbarum L.)的干燥成熟果实,粉碎过50目筛,避光、保存备用。
2统计学分析
计量资料以均数±标准差表示,用SPSS17.0、origin统计学软件对实验数据进行单因素方差分析,以P<0.05作为统计学显著性指标
3.标准曲线的绘制
精密吸取芦丁对照品溶液0.5、1.0、1.5、2.0、2.5、3.0mL,分别置于10mL容量瓶中,60%乙醇定容,按照亚硝酸钠-硝酸铝-氢氧化钠比色法和紫外-可见分光光度法测定吸光度A值,以芦丁对照品溶液的浓度(c)为横坐标,吸光度(A)为纵坐标,绘制芦丁浓度(c)-吸光度(A)标准曲线,并计算的芦丁标准曲线的线性回归方程。
4.试样的测定
精密吸取2.2项制备的不同提取方法所得样品溶液1.0mL,置于10.0mL容量瓶,各加0.5mL 5%NaNO2水溶液,摇匀静置6min;再各加入0.5mL 10%Al(NO3)3水溶液,摇匀静置6min;继续加入4.0mL 4%NaOH水溶液,用70%乙醇定容,摇匀后静置15min。精密吸取水2.0mL,同法制备以不加芦丁对照品的空白溶液为参比溶液。分别取参比溶液、样品溶液,于紫外可见光分光光度计上在吸收波长510nm处测定。
根据线性回归方程计算,求出吸取样品溶液中的总黄酮含量。枸杞中总黄酮的含量按式(1.1)计算:
式(1.1)中,w:黄酮类化合物的总含量,mg/g;c:样品液所测吸光值对应的标准曲线上的浓度,mg/mL;V1为供试品溶液的体积,mL;V2:定容后待测样品液体积,mL;V3:测吸光值时吸取的供试品溶液的体积,mL;m:枸杞质量,g。
5不同方法提取枸杞黄酮的考察
5.1乙醇回流法制备样品溶液:具体操作如下:精密称取枸杞样品约3.0g,以70%乙醇、料液比为1:15回流提取2次,每次1.5h,放至室温,过滤,合并滤液,转移至100.0mL容量瓶中,以同浓度乙醇定容,摇匀。在15000r/min离心机中离心20min,取上清液即得总黄酮提取液I。
5.2高速剪切辅助乙醇提取法制备样品溶液:具体操作如下:精密称取枸杞样品约3.0g,以70%乙醇、料液比为1:20,室温下在高速剪切机18000r/min条件下处理5min后,摇匀在15000r/min离心机中离心20min,取上清液即得总黄酮提取液II。
5.3超声辅助DES提取法制备样品溶液:具体操作如下:精密称取枸杞样品约3.0g,以DES(氯化胆碱:乙二醇,摩尔比1:2)、料液比为1:20,室温下在超声清洗器(功率100W)处理30min后,摇匀在15000r/min离心机中离心20min,取上清液即得总黄酮提取液III。
5.4高速剪切辅助DES提取法制备样品溶液:精密称取枸杞样品约3.0g,以DES(氯化胆碱:乙二醇,摩尔比1:2)、料液比为1:20,室温下在高速剪切机10000r/min条件下处理5min后,摇匀在15000r/min离心机中离心20min,取上清液即得总黄酮提取液IV。
6实验结果
不同方法提取枸杞黄酮,结果见表1
表1 4种提取方法提取枸杞黄酮效果的比较(n=3)
由表1可知:本发明考察了乙醇回流提取、超声辅助DES提取、高速剪切辅助乙醇提取3种不同方法在最佳条件下提取枸杞黄酮,与高速剪切辅助DES提取枸杞黄酮得率作比较,以黄酮提取率为评价指标,高速剪切辅助DES提取效果最佳,乙醇回流提取效果次之,其它2种提取方法效果较差。
上述实例只是为说明本发明的技术构思以及技术特点,并不能以此限制本发明的保护范围。凡根据本发明的实质所做的等效变换或修饰,都应该涵盖在本发明的保护范围之内。
Claims (10)
1.一种植物中黄酮类化合物的提取方法,其特征在于,包括以下步骤:
(1)制备提取液:将植物洗净、干燥、粉碎、过50目筛后得到植物体干粉;
(2)制备低共熔溶剂:将氯化胆碱、乙二醇在60~90℃下反应1~2h得到透明均一液体,降温至室温后加入纯净水,混合均匀后得到低共熔溶剂;
(3)提取:将步骤(1)中得到的植物体干粉置于高速剪切机中,加入步骤(2)中得到的低共熔溶剂作为提取介质,在常温下进行剪切提取,剪切的转速为6000~12000rpm,剪切时间3~7min,提取结束后进行离心,离心后得到下层植物渣和上清液;
(4)重复提取、合并:将步骤(3)中得到的植物渣置于高速剪切机中,加入步骤(2)中得到的低共熔溶剂作为提取介质,按照步骤(3)所述的方法继续进行剪切提取和离心,继续得到植物渣和上清液;如此重复多次,将步骤(3)和步骤(4)得到的上清液进行合得到植物提取液,植物提取液为黄酮类化合物。
2.根据权利要求1所述的提取方法,其特征在于:步骤(1)中,所述的植物洗净,指的是先用自来水清洗干净,然后再用纯净水清洗2~3次。
3.根据权利要求1所述的提取方法,其特征在于:步骤(1)中,所述的干燥,指的是在40~55℃下干燥8~12h。
4.根据权利要求1所述的提取方法,其特征在于:步骤(1)中,所述的粉碎,指的是粉碎为50目。
5.根据权利要求1所述的提取方法,其特征在于:步骤(2)中,所述的氯化胆碱、乙二醇,摩尔比为1:1~1:4;所述的纯净水,添加量为氯化胆碱、乙二醇总重的10%~30%。
6.根据权利要求1所述的提取方法,其特征在于:步骤(2)中,所述的氯化胆碱、乙二醇,反应温度为80℃,反应时间为1.5h。
7.根据权利要求1所述的提取方法,其特征在于:步骤(3)中,所述的植物体干粉和低共熔溶剂的料液比为1:15~25。
8.根据权利要求1所述的提取方法,其特征在于:步骤(3)中,离心分离采用高速台式离心机,转速为14000~15000rpm,时间为15~20min。
9.一种经过权利要求1-8任一项所述的提取方法提取后得到的黄酮类化合物。
10.一种权利要求9所述的黄酮类化合物在制备食品、保健食品、特殊医学用途配方食品或药品中的应用。
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113082065A (zh) * | 2021-03-01 | 2021-07-09 | 福建中医药大学 | 一种提取草珊瑚总黄酮的方法 |
CN113713426A (zh) * | 2021-09-14 | 2021-11-30 | 云南茗杨天下绿色食品有限公司 | 一种高效萃取植物有效成分的方法 |
CN114657226A (zh) * | 2022-04-08 | 2022-06-24 | 南京工业大学 | 一种从甘草渣中提取黄酮类化合物及提取后残渣利用的方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110934922A (zh) * | 2019-12-12 | 2020-03-31 | 安徽工业大学 | 一种黑枸杞中总黄酮、提取方法、应用 |
-
2020
- 2020-12-24 CN CN202011551946.9A patent/CN112645919A/zh active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110934922A (zh) * | 2019-12-12 | 2020-03-31 | 安徽工业大学 | 一种黑枸杞中总黄酮、提取方法、应用 |
Non-Patent Citations (2)
Title |
---|
李丽等: "基于高速剪切技术的油菜蜂花粉黄酮提取工艺研究", 《中国优秀博硕士学位论文全文数据库(硕士)医药卫生科技辑》 * |
李丽等: "高速剪切技术提取油菜蜂花粉总黄酮工艺", 《食品工业科技》 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113082065A (zh) * | 2021-03-01 | 2021-07-09 | 福建中医药大学 | 一种提取草珊瑚总黄酮的方法 |
CN113713426A (zh) * | 2021-09-14 | 2021-11-30 | 云南茗杨天下绿色食品有限公司 | 一种高效萃取植物有效成分的方法 |
CN114657226A (zh) * | 2022-04-08 | 2022-06-24 | 南京工业大学 | 一种从甘草渣中提取黄酮类化合物及提取后残渣利用的方法 |
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