CN102188501B - 一种大黄蒽醌类成分的提取和分离方法 - Google Patents
一种大黄蒽醌类成分的提取和分离方法 Download PDFInfo
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- CN102188501B CN102188501B CN 201110112289 CN201110112289A CN102188501B CN 102188501 B CN102188501 B CN 102188501B CN 201110112289 CN201110112289 CN 201110112289 CN 201110112289 A CN201110112289 A CN 201110112289A CN 102188501 B CN102188501 B CN 102188501B
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- rhubarb
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- 150000004056 anthraquinones Chemical class 0.000 title claims abstract description 22
- 235000009411 Rheum rhabarbarum Nutrition 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 16
- 241000219063 Rheum rhabarbarum [NCBITaxon:3621] Species 0.000 title 1
- 241000219061 Rheum Species 0.000 claims abstract description 22
- 229920005989 resin Polymers 0.000 claims abstract description 21
- 239000011347 resin Substances 0.000 claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 12
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000003480 eluent Substances 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 7
- 239000003463 adsorbent Substances 0.000 claims abstract description 4
- 238000001035 drying Methods 0.000 claims abstract description 4
- 239000012528 membrane Substances 0.000 claims abstract description 3
- 238000001223 reverse osmosis Methods 0.000 claims abstract description 3
- 238000000605 extraction Methods 0.000 claims description 21
- LQGUBLBATBMXHT-UHFFFAOYSA-N chrysophanol Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O LQGUBLBATBMXHT-UHFFFAOYSA-N 0.000 claims description 16
- 238000000926 separation method Methods 0.000 claims description 16
- 240000004980 Rheum officinale Species 0.000 claims description 8
- 239000000284 extract Substances 0.000 claims description 8
- 238000000874 microwave-assisted extraction Methods 0.000 claims description 7
- YDQWDHRMZQUTBA-UHFFFAOYSA-N Aloe emodin Chemical compound C1=CC=C2C(=O)C3=CC(CO)=CC(O)=C3C(=O)C2=C1O YDQWDHRMZQUTBA-UHFFFAOYSA-N 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 235000008081 Rheum officinale Nutrition 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 238000010828 elution Methods 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 4
- 230000001105 regulatory effect Effects 0.000 claims description 4
- VWDXGKUTGQJJHJ-UHFFFAOYSA-N Catenarin Natural products C1=C(O)C=C2C(=O)C3=C(O)C(C)=CC(O)=C3C(=O)C2=C1O VWDXGKUTGQJJHJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000010282 Emodin Substances 0.000 claims description 3
- RBLJKYCRSCQLRP-UHFFFAOYSA-N Emodin-dianthron Natural products O=C1C2=CC(C)=CC(O)=C2C(=O)C2=C1CC(=O)C=C2O RBLJKYCRSCQLRP-UHFFFAOYSA-N 0.000 claims description 3
- YOOXNSPYGCZLAX-UHFFFAOYSA-N Helminthosporin Natural products C1=CC(O)=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O YOOXNSPYGCZLAX-UHFFFAOYSA-N 0.000 claims description 3
- NTGIIKCGBNGQAR-UHFFFAOYSA-N Rheoemodin Natural products C1=C(O)C=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1O NTGIIKCGBNGQAR-UHFFFAOYSA-N 0.000 claims description 3
- 240000007001 Rumex acetosella Species 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- NZPQWZZXRKZCDU-UHFFFAOYSA-N chrysophanol Natural products Cc1cc(O)c2C(=O)c3c(O)cccc3Oc2c1 NZPQWZZXRKZCDU-UHFFFAOYSA-N 0.000 claims description 3
- RHMXXJGYXNZAPX-UHFFFAOYSA-N emodin Chemical compound C1=C(O)C=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O RHMXXJGYXNZAPX-UHFFFAOYSA-N 0.000 claims description 3
- VASFLQKDXBAWEL-UHFFFAOYSA-N emodin Natural products OC1=C(OC2=C(C=CC(=C2C1=O)O)O)C1=CC=C(C=C1)O VASFLQKDXBAWEL-UHFFFAOYSA-N 0.000 claims description 3
- FFWOKTFYGVYKIR-UHFFFAOYSA-N physcion Chemical compound C1=C(C)C=C2C(=O)C3=CC(OC)=CC(O)=C3C(=O)C2=C1O FFWOKTFYGVYKIR-UHFFFAOYSA-N 0.000 claims description 3
- PKUBGLYEOAJPEG-UHFFFAOYSA-N physcion Natural products C1=C(C)C=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O PKUBGLYEOAJPEG-UHFFFAOYSA-N 0.000 claims description 3
- OISYIJRGMYJBRH-UHFFFAOYSA-N physcione Natural products COc1cc(O)c2C(=O)c3ccc(O)cc3C(=O)c2c1 OISYIJRGMYJBRH-UHFFFAOYSA-N 0.000 claims description 3
- 239000001117 sulphuric acid Substances 0.000 claims description 3
- 235000011149 sulphuric acid Nutrition 0.000 claims description 3
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 claims description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 230000000274 adsorptive effect Effects 0.000 claims description 2
- 230000006837 decompression Effects 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 150000007529 inorganic bases Chemical group 0.000 claims description 2
- 238000011068 loading method Methods 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 150000007530 organic bases Chemical class 0.000 claims description 2
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- 229920001285 xanthan gum Polymers 0.000 claims description 2
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 240000001745 Rheum palmatum Species 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 229920001429 chelating resin Polymers 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 230000036541 health Effects 0.000 description 2
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- 238000011069 regeneration method Methods 0.000 description 2
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- 238000005406 washing Methods 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000005202 decontamination Methods 0.000 description 1
- 230000003588 decontaminative effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000003907 kidney function Effects 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000011430 maximum method Methods 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
Abstract
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2014195364A1 (en) * | 2013-06-04 | 2014-12-11 | Basf Se | Process for reducing the total organic carbon in wastewater |
Families Citing this family (10)
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CN103127251B (zh) * | 2012-03-14 | 2014-10-29 | 成都中医药大学 | 大黄地上部分提取物及其提取纯化方法和用途 |
CN104257770A (zh) * | 2014-09-28 | 2015-01-07 | 江西百神药业股份有限公司 | 大黄总蒽醌及其组合物用于治疗老年痴呆症 |
CN104257769A (zh) * | 2014-09-28 | 2015-01-07 | 江西百神昌诺药业有限公司 | 各种成分比例稳定均一的大黄总蒽醌及其组合物用于抗乙肝病毒 |
CN107216228B (zh) * | 2017-04-14 | 2021-06-01 | 四川农业大学 | 一种低共熔溶剂及用于提取大黄中蒽醌的方法 |
CN107412356A (zh) * | 2017-05-10 | 2017-12-01 | 湘潭大学 | 一种从大黄中提取纯化总蒽醌的方法 |
CN107673960A (zh) * | 2017-10-31 | 2018-02-09 | 桂林纽泰生物科技有限公司 | 从何首乌中提取大黄酚的方法 |
CN107805192A (zh) * | 2017-10-31 | 2018-03-16 | 桂林纽泰生物科技有限公司 | 何首乌大黄素的提取方法 |
CN107805191A (zh) * | 2017-10-31 | 2018-03-16 | 桂林纽泰生物科技有限公司 | 何首乌大黄酚的提取方法 |
CN107556184A (zh) * | 2017-10-31 | 2018-01-09 | 桂林纽泰生物科技有限公司 | 从何首乌中提取大黄素的方法 |
CN108096330B (zh) * | 2017-12-12 | 2020-11-20 | 浙江中医药大学 | 一种大黄总蒽醌的提取纯化方法 |
Family Cites Families (5)
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CN1059893C (zh) * | 1997-07-17 | 2000-12-27 | 中国人民解放军南京军区南京总医院 | 大黄中大黄酸的提取与纯化方法 |
CN1218028A (zh) * | 1997-11-25 | 1999-06-02 | 张汴 | 一种提取大黄有效位的方法 |
CN1242355A (zh) * | 1999-05-19 | 2000-01-26 | 中国人民解放军南京军区南京总医院 | 一种提取大黄总游离蒽醌的方法 |
CN1382679A (zh) * | 2001-04-26 | 2002-12-04 | 中国人民解放军第四五四医院 | 从大黄中提取游离蒽醌的方法及其药用新用途 |
CN101401851A (zh) * | 2008-11-12 | 2009-04-08 | 江西昌诺药业有限公司 | 一种从大黄提取大黄总蒽醌的方法 |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2014195364A1 (en) * | 2013-06-04 | 2014-12-11 | Basf Se | Process for reducing the total organic carbon in wastewater |
RU2666424C2 (ru) * | 2013-06-04 | 2018-09-07 | Басф Се | Способ снижения содержания общего органического углерода в сточных водах |
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