CN101423495A - 一种乌头类水解单酯型生物碱的制备方法 - Google Patents
一种乌头类水解单酯型生物碱的制备方法 Download PDFInfo
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- CN101423495A CN101423495A CNA2008100516024A CN200810051602A CN101423495A CN 101423495 A CN101423495 A CN 101423495A CN A2008100516024 A CNA2008100516024 A CN A2008100516024A CN 200810051602 A CN200810051602 A CN 200810051602A CN 101423495 A CN101423495 A CN 101423495A
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- alkaloids
- hydrolysis
- alkaloid
- organic solvent
- monoesters
- Prior art date
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Links
- 229930013930 alkaloid Natural products 0.000 title claims abstract description 39
- XFSBVAOIAHNAPC-XTHSEXKGSA-N 16-Ethyl-1alpha,6alpha,19beta-trimethoxy-4-(methoxymethyl)-aconitane-3alpha,8,10alpha,11,18alpha-pentol, 8-acetate 10-benzoate Chemical compound O([C@H]1[C@]2(O)C[C@H]3[C@@]45C6[C@@H]([C@@]([C@H]31)(OC(C)=O)[C@@H](O)[C@@H]2OC)[C@H](OC)[C@@H]4[C@]([C@@H](C[C@@H]5OC)O)(COC)CN6CC)C(=O)C1=CC=CC=C1 XFSBVAOIAHNAPC-XTHSEXKGSA-N 0.000 title claims description 7
- XFSBVAOIAHNAPC-UHFFFAOYSA-N Aconitin Natural products CCN1CC(C(CC2OC)O)(COC)C3C(OC)C(C(C45)(OC(C)=O)C(O)C6OC)C1C32C4CC6(O)C5OC(=O)C1=CC=CC=C1 XFSBVAOIAHNAPC-UHFFFAOYSA-N 0.000 title claims description 7
- STDXGNLCJACLFY-UHFFFAOYSA-N aconitine Natural products CCN1CC2(COC)C(O)CC(O)C34C5CC6(O)C(OC)C(O)C(OC(=O)C)(C5C6OC(=O)c7ccccc7)C(C(OC)C23)C14 STDXGNLCJACLFY-UHFFFAOYSA-N 0.000 title claims description 7
- 229940039750 aconitine Drugs 0.000 title claims description 7
- 230000007062 hydrolysis Effects 0.000 title claims description 7
- 238000006460 hydrolysis reaction Methods 0.000 title claims description 7
- 238000000034 method Methods 0.000 title abstract description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 24
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000003814 drug Substances 0.000 claims abstract description 13
- 238000000605 extraction Methods 0.000 claims abstract description 12
- 239000003960 organic solvent Substances 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 8
- 241000227129 Aconitum Species 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims abstract description 3
- 239000012141 concentrate Substances 0.000 claims description 12
- 239000000284 extract Substances 0.000 claims description 8
- 238000012546 transfer Methods 0.000 claims description 7
- 229940079593 drug Drugs 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 4
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims description 2
- 150000003797 alkaloid derivatives Chemical class 0.000 abstract description 16
- 239000000203 mixture Substances 0.000 abstract description 4
- 241000173529 Aconitum napellus Species 0.000 abstract 2
- 229940023019 aconite Drugs 0.000 abstract 2
- 238000001514 detection method Methods 0.000 abstract 1
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 abstract 1
- 235000013861 fat-free Nutrition 0.000 abstract 1
- 238000007670 refining Methods 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 238000002791 soaking Methods 0.000 abstract 1
- 238000000119 electrospray ionisation mass spectrum Methods 0.000 description 9
- 238000000207 volumetry Methods 0.000 description 6
- 239000003513 alkali Substances 0.000 description 5
- AZAZKLKDEOMJBJ-AFJRDBIPSA-N 6ppc7ud22e Chemical compound O[C@H]([C@@H]1C[C@@]23[C@@H](C1=C)O)C[C@H]2[C@]12[C@@H](O)CC[C@@]4(C)CN(CC)[C@@H]2[C@@H]3C[C@H]41 AZAZKLKDEOMJBJ-AFJRDBIPSA-N 0.000 description 3
- AZAZKLKDEOMJBJ-UHFFFAOYSA-N Napellin-N-oxid Natural products C=C1C(O)C23CC1C(O)CC2C12C(O)CCC4(C)CN(CC)C2C3CC41 AZAZKLKDEOMJBJ-UHFFFAOYSA-N 0.000 description 3
- IZUTYRYPLISYDD-UHFFFAOYSA-N napelline Natural products CCN1CC2(C)CCC(O)C34C5CC(O)C6CC5(CC(C13)C24)C(O)C6=C IZUTYRYPLISYDD-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- PHASMOUKYDUAOZ-IXLJIIPOSA-N deoxyaconitine Chemical compound O([C@H]1[C@]2(O)C[C@H]3[C@]45[C@@H](OC)CC[C@@]6(COC)CN(C5[C@H]([C@H](OC)[C@H]64)[C@](OC(C)=O)([C@H]31)[C@@H](O)[C@@H]2OC)CC)C(=O)C1=CC=CC=C1 PHASMOUKYDUAOZ-IXLJIIPOSA-N 0.000 description 2
- PHASMOUKYDUAOZ-UHFFFAOYSA-N deoxyaconitine Natural products C12C(OC(C)=O)(C(O)C3OC)C(C(OC)C45)C6N(CC)CC4(COC)CCC(OC)C56C2CC3(O)C1OC(=O)C1=CC=CC=C1 PHASMOUKYDUAOZ-UHFFFAOYSA-N 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- RIPYIJVYDYCPKW-UOGIXDCTSA-N x1071 Chemical compound O([C@H]1[C@]2(O)C[C@H]3[C@@]45C6[C@@H]([C@@]([C@H]31)(OC(C)=O)[C@@H](O)[C@@H]2OC)[C@H](OC)[C@@H]4[C@]([C@@H](C[C@@H]5OC)OC(C)=O)(COC)CN6CC)C(=O)C1=CC=CC=C1 RIPYIJVYDYCPKW-UOGIXDCTSA-N 0.000 description 2
- 241000272816 Anser cygnoides Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001793 charged compounds Chemical class 0.000 description 1
- 230000002498 deadly effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000009509 drug development Methods 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- SQMGCPHFHQGPIF-UUKFDUHUSA-N gns9eex31x Chemical compound O[C@@H]([C@]([C@H]([C@H](O)[C@]12O)OC)(O)C3)[C@H]2[C@@H]3[C@@]2([C@H](C[C@H]3O)OC)[C@H]4[C@@H]1[C@H](OC)[C@@H]2[C@]3(COC)CN4CC SQMGCPHFHQGPIF-UUKFDUHUSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- -1 lipid alkaloid Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000001537 neural effect Effects 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 230000032696 parturition Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 231100000816 toxic dose Toxicity 0.000 description 1
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Abstract
Description
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Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN2008100516024A CN101423495B (zh) | 2008-12-16 | 2008-12-16 | 一种乌头类水解单酯型生物碱的制备方法 |
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CN2008100516024A CN101423495B (zh) | 2008-12-16 | 2008-12-16 | 一种乌头类水解单酯型生物碱的制备方法 |
Publications (2)
Publication Number | Publication Date |
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CN101423495A true CN101423495A (zh) | 2009-05-06 |
CN101423495B CN101423495B (zh) | 2010-12-01 |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101564436A (zh) * | 2009-04-24 | 2009-10-28 | 图雅 | 草乌类蒙药中脂类生物碱的分离提取方法 |
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2008
- 2008-12-16 CN CN2008100516024A patent/CN101423495B/zh active Active
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101564436A (zh) * | 2009-04-24 | 2009-10-28 | 图雅 | 草乌类蒙药中脂类生物碱的分离提取方法 |
CN101564436B (zh) * | 2009-04-24 | 2013-01-30 | 图雅 | 草乌类蒙药中脂类生物碱的分离提取方法 |
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CN101423495B (zh) | 2010-12-01 |
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Owner name: CHANGZHOU INSTITUTE OF ENERGY STORAGE MATERIALS + Free format text: FORMER OWNER: CHANGCHUN INST. OF APPLIED CHEMISTRY, CHINESE ACADEMY OF SCIENCES Effective date: 20130425 |
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Effective date of registration: 20130425 Address after: Changzhou City, Jiangsu province Hehai road 213000 No. 9 Patentee after: CHANGZHOU INSTITUTE OF ENERGY STORAGE MATERIALS & DEVICES Address before: 130022 Changchun people's street, Jilin, No. 5625 Patentee before: CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY CHINESE ACADEMY OF SCIENCES |
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Effective date of registration: 20161124 Address after: 130022 Changchun people's street, Jilin, No. 5625 Patentee after: CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY CHINESE ACADEMY OF SCIENCES Address before: Changzhou City, Jiangsu province Hehai road 213000 No. 9 Patentee before: Changzhou Institute of Energy Storage Materials & Devices |
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Effective date of registration: 20200109 Address after: Changzhou City, Jiangsu province Hehai road 213000 No. 9 Patentee after: CHANGZHOU INSTITUTE OF ENERGY STORAGE MATERIALS & DEVICES Address before: 130022 Changchun people's street, Jilin, No. 5625 Patentee before: CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY CHINESE ACADEMY OF SCIENCES |
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Effective date of registration: 20230627 Address after: 130022 No. 5625 Renmin Street, Jilin, Changchun Patentee after: CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY CHINESE ACADEMY OF SCIENCES Address before: No. 9, river Hai Dong Road, Changzhou, Jiangsu Province Patentee before: CHANGZHOU INSTITUTE OF ENERGY STORAGE MATERIALS & DEVICES |