CN101575316A - 一种自荷叶中分离制备2-羟基-1-甲氧基阿朴啡的方法 - Google Patents
一种自荷叶中分离制备2-羟基-1-甲氧基阿朴啡的方法 Download PDFInfo
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- CN101575316A CN101575316A CNA2009101477996A CN200910147799A CN101575316A CN 101575316 A CN101575316 A CN 101575316A CN A2009101477996 A CNA2009101477996 A CN A2009101477996A CN 200910147799 A CN200910147799 A CN 200910147799A CN 101575316 A CN101575316 A CN 101575316A
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- hydroxyl
- methoxyl group
- aporphine
- extract
- silica gel
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- BZKUYNBAFQJRDM-UHFFFAOYSA-N aporphine Natural products C12=CC=CC=C2CC2N(C)CCC3=CC=CC1=C32 BZKUYNBAFQJRDM-UHFFFAOYSA-N 0.000 title claims abstract description 122
- QCMQEZNBBPGFKQ-UHFFFAOYSA-N Thalisopynine Natural products CN1CCC2=C(OC)C(OC)=C(OC)C3=C2C1CC1=C3C=C(OC)C(O)=C1 QCMQEZNBBPGFKQ-UHFFFAOYSA-N 0.000 title claims abstract description 63
- FVRABHGHBLRNNR-UHFFFAOYSA-N liriodenine Natural products O=C1C=CC=c2c1cc3nccc4cc5OCOc5c2c34 FVRABHGHBLRNNR-UHFFFAOYSA-N 0.000 title claims abstract description 63
- 238000000034 method Methods 0.000 title claims abstract description 41
- 240000002853 Nelumbo nucifera Species 0.000 title claims abstract description 39
- 235000006508 Nelumbo nucifera Nutrition 0.000 title claims abstract description 39
- 235000006510 Nelumbo pentapetala Nutrition 0.000 title claims abstract description 39
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 42
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000000741 silica gel Substances 0.000 claims abstract description 30
- 229910002027 silica gel Inorganic materials 0.000 claims abstract description 30
- 239000000284 extract Substances 0.000 claims abstract description 28
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000012043 crude product Substances 0.000 claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000000605 extraction Methods 0.000 claims abstract description 16
- 239000002026 chloroform extract Substances 0.000 claims abstract description 14
- 239000013078 crystal Substances 0.000 claims abstract description 10
- 238000004587 chromatography analysis Methods 0.000 claims abstract description 8
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- 238000010992 reflux Methods 0.000 claims abstract description 8
- 239000006228 supernatant Substances 0.000 claims abstract description 8
- 238000001132 ultrasonic dispersion Methods 0.000 claims abstract description 8
- 238000004440 column chromatography Methods 0.000 claims abstract description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 44
- 239000002904 solvent Substances 0.000 claims description 31
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 25
- 239000003795 chemical substances by application Substances 0.000 claims description 24
- 238000004809 thin layer chromatography Methods 0.000 claims description 24
- ONBIUAZBGHXJDM-UHFFFAOYSA-J bismuth;potassium;tetraiodide Chemical compound [K+].[I-].[I-].[I-].[I-].[Bi+3] ONBIUAZBGHXJDM-UHFFFAOYSA-J 0.000 claims description 19
- 239000012085 test solution Substances 0.000 claims description 19
- 239000012046 mixed solvent Substances 0.000 claims description 18
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- 238000011084 recovery Methods 0.000 claims description 16
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- 239000000243 solution Substances 0.000 claims description 13
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- 239000002594 sorbent Substances 0.000 claims description 12
- 235000011194 food seasoning agent Nutrition 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 6
- 239000003480 eluent Substances 0.000 claims description 6
- 239000000796 flavoring agent Substances 0.000 claims description 6
- 235000019634 flavors Nutrition 0.000 claims description 6
- 230000006911 nucleation Effects 0.000 claims description 6
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 3
- 238000001514 detection method Methods 0.000 claims description 2
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 1
- 238000004811 liquid chromatography Methods 0.000 claims 1
- 238000000113 differential scanning calorimetry Methods 0.000 abstract 1
- 239000012530 fluid Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229940079593 drug Drugs 0.000 description 6
- 239000013558 reference substance Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
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- 238000011161 development Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 244000178870 Lavandula angustifolia Species 0.000 description 1
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229940121657 clinical drug Drugs 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000002451 electron ionisation mass spectrometry Methods 0.000 description 1
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- 239000012535 impurity Substances 0.000 description 1
- 239000001102 lavandula vera Substances 0.000 description 1
- 235000018219 lavender Nutrition 0.000 description 1
- 239000002398 materia medica Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
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- 238000003908 quality control method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229940126680 traditional chinese medicines Drugs 0.000 description 1
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- Treatment Of Liquids With Adsorbents In General (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
Description
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CN2009101477996A CN101575316B (zh) | 2009-06-22 | 2009-06-22 | 一种自荷叶中分离制备2-羟基-1-甲氧基阿朴啡的方法 |
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CN2009101477996A CN101575316B (zh) | 2009-06-22 | 2009-06-22 | 一种自荷叶中分离制备2-羟基-1-甲氧基阿朴啡的方法 |
Publications (2)
Publication Number | Publication Date |
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CN101575316A true CN101575316A (zh) | 2009-11-11 |
CN101575316B CN101575316B (zh) | 2011-05-04 |
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CN2009101477996A Expired - Fee Related CN101575316B (zh) | 2009-06-22 | 2009-06-22 | 一种自荷叶中分离制备2-羟基-1-甲氧基阿朴啡的方法 |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103399034A (zh) * | 2013-08-09 | 2013-11-20 | 北京市农林科学院 | 检测硬脂酸纯度的方法 |
CN104607153A (zh) * | 2014-12-26 | 2015-05-13 | 安徽省中日农业环保科技有限公司 | 一种荷叶制备的重金属吸附剂及其制备方法 |
CN110658295A (zh) * | 2019-10-23 | 2020-01-07 | 葵花药业集团(襄阳)隆中有限公司 | 二冬汤组方中荷叶饮片指纹图谱测定方法 |
-
2009
- 2009-06-22 CN CN2009101477996A patent/CN101575316B/zh not_active Expired - Fee Related
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103399034A (zh) * | 2013-08-09 | 2013-11-20 | 北京市农林科学院 | 检测硬脂酸纯度的方法 |
CN103399034B (zh) * | 2013-08-09 | 2016-03-16 | 北京市农林科学院 | 检测硬脂酸纯度的方法 |
CN104607153A (zh) * | 2014-12-26 | 2015-05-13 | 安徽省中日农业环保科技有限公司 | 一种荷叶制备的重金属吸附剂及其制备方法 |
CN110658295A (zh) * | 2019-10-23 | 2020-01-07 | 葵花药业集团(襄阳)隆中有限公司 | 二冬汤组方中荷叶饮片指纹图谱测定方法 |
CN110658295B (zh) * | 2019-10-23 | 2022-02-25 | 葵花药业集团(襄阳)隆中有限公司 | 二冬汤组方中荷叶饮片指纹图谱测定方法 |
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CN101575316B (zh) | 2011-05-04 |
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