CN103880895B - 一种利用高速逆流色谱分离纯化制备哈巴俄苷和斩龙剑苷a的方法 - Google Patents
一种利用高速逆流色谱分离纯化制备哈巴俄苷和斩龙剑苷a的方法 Download PDFInfo
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- CN103880895B CN103880895B CN201410093815.9A CN201410093815A CN103880895B CN 103880895 B CN103880895 B CN 103880895B CN 201410093815 A CN201410093815 A CN 201410093815A CN 103880895 B CN103880895 B CN 103880895B
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- 229930182470 glycoside Natural products 0.000 title claims abstract description 44
- 150000002338 glycosides Chemical class 0.000 title claims abstract description 44
- KVRQGMOSZKPBNS-FMHLWDFHSA-N Harpagoside Chemical compound O([C@@H]1OC=C[C@@]2(O)[C@H](O)C[C@]([C@@H]12)(C)OC(=O)\C=C\C=1C=CC=CC=1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O KVRQGMOSZKPBNS-FMHLWDFHSA-N 0.000 title claims abstract description 42
- KVRQGMOSZKPBNS-BYYMOQGZSA-N Harpagoside Natural products C[C@@]1(C[C@@H](O)[C@@]2(O)C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]12)OC(=O)C=Cc4ccccc4 KVRQGMOSZKPBNS-BYYMOQGZSA-N 0.000 title claims abstract description 42
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- 238000000034 method Methods 0.000 title claims abstract description 17
- 238000000746 purification Methods 0.000 title claims abstract description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 133
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 39
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000002904 solvent Substances 0.000 claims abstract description 27
- 239000000287 crude extract Substances 0.000 claims abstract description 19
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000011347 resin Substances 0.000 claims abstract description 13
- 229920005989 resin Polymers 0.000 claims abstract description 13
- 239000000284 extract Substances 0.000 claims abstract description 11
- BQFCCCIRTOLPEF-UHFFFAOYSA-N chembl1976978 Chemical compound CC1=CC=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 BQFCCCIRTOLPEF-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000463 material Substances 0.000 claims abstract description 8
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical group CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims abstract description 6
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000010298 pulverizing process Methods 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 4
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Chemical group CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229940090181 propyl acetate Drugs 0.000 claims abstract description 3
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical group CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 19
- 238000002156 mixing Methods 0.000 claims description 12
- 239000007864 aqueous solution Substances 0.000 claims description 11
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- 238000010992 reflux Methods 0.000 claims description 6
- 239000002250 absorbent Substances 0.000 claims description 5
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- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 13
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- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000007580 dry-mixing Methods 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 101100068867 Caenorhabditis elegans glc-1 gene Proteins 0.000 description 2
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- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- OKKJLVBELUTLKV-VMNATFBRSA-N methanol-d1 Chemical compound [2H]OC OKKJLVBELUTLKV-VMNATFBRSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XQWBNXSENPTIDY-YXMARJSJSA-N 1-[2,4-dihydroxy-6-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one;dihydrate Chemical compound O.O.O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 XQWBNXSENPTIDY-YXMARJSJSA-N 0.000 description 1
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- 235000016535 Capraria biflora Nutrition 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 235000017309 Hypericum perforatum Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241001121987 Scrophularia ningpoensis Species 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
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- 238000004587 chromatography analysis Methods 0.000 description 1
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- 235000009508 confectionery Nutrition 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
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- 239000012530 fluid Substances 0.000 description 1
- 230000002443 hepatoprotective effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 210000003739 neck Anatomy 0.000 description 1
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical compound C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 1
- 229950010883 phencyclidine Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
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- 230000002269 spontaneous effect Effects 0.000 description 1
- 230000035900 sweating Effects 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
Landscapes
- Medicines Containing Plant Substances (AREA)
- Saccharide Compounds (AREA)
Abstract
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CN104327127B (zh) * | 2014-09-30 | 2017-01-18 | 浙江工业大学 | 一种利用高速逆流色谱分离纯化制备安哥拉苷c、桃叶珊瑚苷和哈巴苷的方法 |
CN108440612A (zh) * | 2018-06-26 | 2018-08-24 | 西南大学 | 一种玄参中三种环烯醚萜类成分的分离纯化方法 |
CN110123636B (zh) * | 2019-05-29 | 2021-11-09 | 广西壮族自治区中国科学院广西植物研究所 | 一种利用高速逆流色谱精制注射液的方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101418324A (zh) * | 2008-12-04 | 2009-04-29 | 浙江大学 | 一种发酵提高玄参中哈巴俄苷提取率的方法 |
CN102372753A (zh) * | 2010-08-26 | 2012-03-14 | 苏州宝泽堂医药科技有限公司 | 一种提取哈巴俄苷的方法 |
CN102391344A (zh) * | 2011-10-10 | 2012-03-28 | 南京泽朗医药科技有限公司 | 一种从苦玄参叶中制备苦玄参苷ia的方法 |
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101418324A (zh) * | 2008-12-04 | 2009-04-29 | 浙江大学 | 一种发酵提高玄参中哈巴俄苷提取率的方法 |
CN102372753A (zh) * | 2010-08-26 | 2012-03-14 | 苏州宝泽堂医药科技有限公司 | 一种提取哈巴俄苷的方法 |
CN102391344A (zh) * | 2011-10-10 | 2012-03-28 | 南京泽朗医药科技有限公司 | 一种从苦玄参叶中制备苦玄参苷ia的方法 |
Non-Patent Citations (5)
Title |
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Development of an in-line HPLC fingerprint ion-trap mass spectrometric method for identification and quality control of Radix Scrophulariae;Jing Jing et al.;《Journal of Pharmaceutical and Biomedical Analysis》;20110730;第56卷;第830-835页 * |
Fragmentation study of iridoid glycosides and phenylpropanoid glycosides in Radix scrophulariae by repid resolution liquid chromatography with diode-array detection and electrospray ionization time-of-flight mass spectrometry;Qian Wu et al.;《Biomedical Chromatography》;20091217;第24卷(第8期);第808-819页 * |
Iridoid glycosides from Scrophularia ningpoensis;Yi-Ming Li et al.;《Phytochemistry》;19990115;第50卷(第1期);第101-104页 * |
玄参中苯乙醇苷化合物的高效逆流色谱技术分离;刘质净等;《时珍国医国药》;20110320;第22卷(第3期);第549-551页 * |
玄参化学成分及药理活性研究进展;许福泉等;《中国现代中药》;20130916;第15卷(第9期);第752-759页 * |
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