CN106800562A - 一种脱除银杏酸的银杏内酯制备方法 - Google Patents
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- YXHVCZZLWZYHSA-FPLPWBNLSA-N Ginkgoic acid Chemical compound CCCCCC\C=C/CCCCCCCC1=CC=CC(O)=C1C(O)=O YXHVCZZLWZYHSA-FPLPWBNLSA-N 0.000 title claims abstract description 44
- 229930184727 ginkgolide Natural products 0.000 title claims abstract description 38
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 235000008100 Ginkgo biloba Nutrition 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 10
- 244000194101 Ginkgo biloba Species 0.000 claims abstract description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 34
- 239000011347 resin Substances 0.000 claims description 25
- 229920005989 resin Polymers 0.000 claims description 25
- 235000019441 ethanol Nutrition 0.000 claims description 11
- 238000001179 sorption measurement Methods 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000003957 anion exchange resin Substances 0.000 claims description 4
- 239000003456 ion exchange resin Substances 0.000 claims description 4
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 238000004140 cleaning Methods 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000012467 final product Substances 0.000 claims description 3
- 238000007654 immersion Methods 0.000 claims description 3
- 238000005554 pickling Methods 0.000 claims description 3
- 238000010521 absorption reaction Methods 0.000 claims description 2
- 241000218628 Ginkgo Species 0.000 abstract description 7
- 235000011201 Ginkgo Nutrition 0.000 abstract description 7
- 239000002253 acid Substances 0.000 abstract description 5
- 239000000284 extract Substances 0.000 abstract description 2
- 150000002894 organic compounds Chemical class 0.000 abstract description 2
- -1 wash Chemical compound 0.000 abstract 1
- 239000000047 product Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000003068 static effect Effects 0.000 description 5
- 238000012360 testing method Methods 0.000 description 3
- 239000009429 Ginkgo biloba extract Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241001534066 Smithatris supraneanae Species 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 229940068052 ginkgo biloba extract Drugs 0.000 description 2
- 235000020686 ginkgo biloba extract Nutrition 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 201000004569 Blindness Diseases 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 235000012041 food component Nutrition 0.000 description 1
- 239000005417 food ingredient Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 230000007688 immunotoxicity Effects 0.000 description 1
- 231100000386 immunotoxicity Toxicity 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000266 injurious effect Effects 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000006199 nebulizer Substances 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/22—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains four or more hetero rings
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Abstract
本发明属于有机化合物提取制备技术领域，具体涉及一种脱除银杏酸的银杏内酯制备方法，包括以下步骤：（1）银杏叶提取物的制备；（2）银杏内酯溶液的制备；（3）银杏酸的脱除。本发明通过“两柱”吸附‑脱洗等工艺过程制备脱除银杏酸的银杏内酯产品，其中银杏酸含量为0.92 mg/kg，远小于国际标准（5 PPm），达到了食品级的要求，使得本发明所提取制备的银杏内酯的安全性和品质得到有效保障。
Description
技术领域
本发明属于有机化合物提取制备技术领域，具体涉及一种脱除银杏酸的银杏内酯制备方法。
背景技术
目前银杏内酯的产品应用领域较广泛，涉及茶、食品、保健品、药品等各种行业与产品。但目前国内银杏内酯产品比较严重的问题是纯度较低，杂质较多，有害因子含量高，不仅在应用过程中，产生一系列的副作用与不良反应，也严重限制了其应用范围。作为功能性食品配料，安全性是第一要素，盲目的将药用银杏叶提取物直接转化为食用，在保留了其功能性之外，还带来了许多安全隐患。由于目前行业内诸多企业科学技术不到位，生产出的银杏叶提取物中不仅含有高致敏性与免疫毒性的银杏酸，而且通过添加非银杏叶“辅料”或以非法工艺提取以追求巨额利润，这些产品在食品范围内的应用，很大程度上成为影响广大人民群众健康的重大因素。
发明内容
为了弥补现有技术的不足，本发明所要解决的技术问题是提供一种脱除银杏酸的银杏内酯制备方法，该方法可有效提高银杏内酯的产品质量，减少银杏酸的含量。
为解决上述技术问题，本发明提供一种脱除银杏酸的银杏内酯制备方法，包括以下步骤：
（1）银杏叶提取物的制备；
（2）银杏内酯溶液的制备：
i. 树脂预处理：大孔树脂用95%乙醇浸泡24h，蒸馏水洗涤后备用;
ii. 吸附:将步骤（1）中所得银杏叶提取物溶于70%乙醇溶液，用步骤i中的大孔树脂以2-4BV/h的流速吸附；
iii.洗脱：用无水乙醇以2-4BV/h的流速洗脱15-17倍柱体积，得到精制的银杏内酯溶液；
（3）银杏酸的脱除：
a．树脂预处理：离子交换树脂通过乙醇浸泡、水洗、酸洗、碱洗等预处理；
b．将步骤（2）iii中所制得的银杏内酯溶液以3-5BV/h的流速流过经过步骤a处理的离子交换树脂吸附柱，所得穿透液即得脱除银杏酸的银杏内酯溶液，经干燥，得脱除银杏酸的银杏内酯。
进一步的，步骤（2）中所述大孔树脂为DA201、DM301、AB-8或S-8大孔树脂。
进一步的，所述步骤（3）中所述离子交换树脂为D918阴离子交换树脂。
本发明有益效果：利用本发明所提供的一种脱除银杏酸的银杏内酯制备方法，乙醇提取、“两柱”吸附-脱洗等工艺过程精制的银杏提取物产品中银杏酸含量为0.92 mg/kg，远小于国际标准（5PPm），达到了食品级的要求，所提取制备的银杏内酯的安全性和品质得到有效保障。
附图说明
图1为实施例1-8中大孔树脂对银杏内酯的静态吸附量A1；
图2为实施例1-8中大孔树脂对银杏内酯的静态吸附量B1。
具体实施方式
下面结合具体实施例对本发明作进一步具体说明。本发明中所述实施例仅用于说明解释本发明而不对本发明的范围构成限制。需说明的是，本发明中未具体阐述的方法步骤等一般属于本领域的常规技术手段。
实施例1:
（1）利用本领域技术人员所熟知的常规方法提取银杏叶提取物。
（2）银杏内酯溶液的制备：
i. 树脂预处理：选取DA201用95%乙醇浸泡24h，蒸馏水洗涤后备用;
ii. 吸附:将步骤（1）中所得银杏叶提取物溶于70%乙醇溶液，用步骤i中的DA201大孔树脂柱以3 BV/h的流速吸附，银杏内酯的静态吸附量为8.26 mg/g，吸附率为72.52%。
iii.洗脱：用无水乙醇以3 BV/h的流速洗脱，洗脱量为15倍柱体积，收集洗脱液，得到精制的银杏内酯溶液；
（3）银杏酸的脱除：
a．树脂预处理：选取D918阴离子交换树脂，通过乙醇浸泡、水洗、酸洗、碱洗等预处理；
b．将步骤（2）iii中所制得的银杏内酯溶液以4 BV/h的流速流过经过步骤a处理的D918阴离子交换树脂吸附柱，所得穿透液即得脱除银杏酸的银杏内酯溶液，经干燥，得脱除银杏酸的银杏内酯。
（4）利用高效液相色谱法并结合蒸发光散射检测器对本发明所制备的产物中银杏内酯含量进行测定，其中色谱柱：美国Alltech公司Platinum C18，250mm×4.6mm，5µm；高效液相色谱条件为：以甲醇-水为流动相进行梯度洗脱：A为甲醇，B为水，0-4min，A从5%升到14%，维持2min，2min内从14%升到20%，维持2min，5min内从20%升到80%，5min内从80%降到50%，3min内从50%降到5%，维持2min。进样体积：20μl；漂移管温度：70.0℃；载气压力：40psi；检测器增益500，喷雾器模式：冷却，动力级别70%。检测结果如表1所示。
（5）利用液相色谱分析法对本发明所制备的产物中银杏酸含量进行测定，色谱柱：美国Alltech公司Platinum C18，250mm×4.6mm，5µm；流动相：含有3%磷酸的甲醇；检测波长：310nm；流速：1ml/min；进样体积：20μl。检测结果如表1所示。
由表1可知，通过乙醇提取、“两柱”吸附-脱洗等工艺过程精制的银杏提取物产品中银杏酸含量为0.92 mg/kg，远小于国际标准（5 PPm），达到了食品级的要求，使得本发明所提取制备的银杏内酯的安全性和品质得到有效保障。
本发明实施例2-8，除步骤（2）ii中大孔树脂与实施例1不同外，其他步骤均相同，实施例2-8中所采用大孔树脂依次为DM301、DM130、X-5、S-8、D3520、D101、AB-8，并对各树脂对银杏内酯的吸附能力进行检测，结果如图1和图2所示。
在静态条件下，用DM301、DM130、X-5、DA201、S-8、D3520、D101、AB-8等8种树脂对银杏叶粗提物进行吸附试验，图1和图2反映了8种不同类型的大孔吸附树脂的静态吸附量和吸附率。从结果可看出，DA201、S-8、DM301、AB-8等4种大孔树脂对银杏内酯的吸附率较高。
Claims (3)
1.一种脱除银杏酸的银杏内酯制备方法，其特征在于包括以下步骤：
（1）银杏叶提取物的制备；
（2）银杏内酯溶液的制备：
i. 树脂预处理：大孔树脂用95%乙醇浸泡24h，蒸馏水洗涤后备用;
ii. 吸附:将步骤（1）中所得银杏叶提取物溶于70%乙醇溶液，用步骤i中的大孔树脂以2-4BV/h的流速吸附；
iii.洗脱：用无水乙醇以2-4BV/h的流速洗脱15-17倍柱体积，得到精制的银杏内酯溶液；
（3）银杏酸的脱除：
a．树脂预处理：离子交换树脂通过乙醇浸泡、水洗、酸洗、碱洗等预处理；
b．将步骤（2）iii中所制得的银杏内酯溶液以3-5BV/h的流速流过经过步骤a处理的离子交换树脂吸附柱，所得穿透液即得脱除银杏酸的银杏内酯溶液，经干燥，得脱除银杏酸的银杏内酯。
2.根据权利要求1所述的脱除银杏酸的银杏内酯制备方法，其特征在于步骤（2）中所述大孔树脂为DA201、DM301、AB-8或S-8大孔树脂。
3.根据权利要求1所述的脱除银杏酸的银杏内酯制备方法，其特征在于所述步骤（3）中所述离子交换树脂为D918阴离子交换树脂。
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1847237A (zh) * | 2006-04-13 | 2006-10-18 | 厦门国宇知识产权研究有限公司 | 一种银杏叶提取物及该提取物高纯度有效成分的分离新生产工艺 |
| CN101194918A (zh) * | 2007-05-09 | 2008-06-11 | 广西师范大学 | 银杏叶提取物中银杏酚酸的脱除工艺 |
| CN104435015A (zh) * | 2013-09-25 | 2015-03-25 | 青岛中人智业生物科技有限公司 | 一种高品质银杏黄酮提取工艺 |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1847237A (zh) * | 2006-04-13 | 2006-10-18 | 厦门国宇知识产权研究有限公司 | 一种银杏叶提取物及该提取物高纯度有效成分的分离新生产工艺 |
| CN101194918A (zh) * | 2007-05-09 | 2008-06-11 | 广西师范大学 | 银杏叶提取物中银杏酚酸的脱除工艺 |
| CN104435015A (zh) * | 2013-09-25 | 2015-03-25 | 青岛中人智业生物科技有限公司 | 一种高品质银杏黄酮提取工艺 |
Non-Patent Citations (2)
| Title |
|---|
| 曹福亮、陈怀亚: "《银杏综合研究及开发利用进展》", 31 July 2009 * |
| 秦俊哲，高存秀: "不同大孔树脂对银杏酸的吸附分离特性研究", 《中国酿造》 * |
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Application publication date: 20170606 |
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