CN1995007A - 迷迭香酸的制备方法 - Google Patents
迷迭香酸的制备方法 Download PDFInfo
- Publication number
- CN1995007A CN1995007A CN 200510131129 CN200510131129A CN1995007A CN 1995007 A CN1995007 A CN 1995007A CN 200510131129 CN200510131129 CN 200510131129 CN 200510131129 A CN200510131129 A CN 200510131129A CN 1995007 A CN1995007 A CN 1995007A
- Authority
- CN
- China
- Prior art keywords
- rosmarinic acid
- acid
- preparation
- organic solvent
- oxidation inhibitor
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- DOUMFZQKYFQNTF-WUTVXBCWSA-N (R)-rosmarinic acid Chemical compound C([C@H](C(=O)O)OC(=O)\C=C\C=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 DOUMFZQKYFQNTF-WUTVXBCWSA-N 0.000 title claims abstract description 190
- ZZAFFYPNLYCDEP-HNNXBMFYSA-N Rosmarinsaeure Natural products OC(=O)[C@H](Cc1cccc(O)c1O)OC(=O)C=Cc2ccc(O)c(O)c2 ZZAFFYPNLYCDEP-HNNXBMFYSA-N 0.000 title claims abstract description 95
- DOUMFZQKYFQNTF-MRXNPFEDSA-N rosemarinic acid Natural products C([C@H](C(=O)O)OC(=O)C=CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 DOUMFZQKYFQNTF-MRXNPFEDSA-N 0.000 title claims abstract description 95
- TVHVQJFBWRLYOD-UHFFFAOYSA-N rosmarinic acid Natural products OC(=O)C(Cc1ccc(O)c(O)c1)OC(=Cc2ccc(O)c(O)c2)C=O TVHVQJFBWRLYOD-UHFFFAOYSA-N 0.000 title claims abstract description 95
- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- 239000000463 material Substances 0.000 claims abstract description 27
- 239000002904 solvent Substances 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims abstract description 13
- 239000000284 extract Substances 0.000 claims abstract description 12
- 239000000706 filtrate Substances 0.000 claims abstract description 7
- 229920006122 polyamide resin Polymers 0.000 claims abstract description 7
- 239000011347 resin Substances 0.000 claims abstract description 7
- 229920005989 resin Polymers 0.000 claims abstract description 7
- 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 abstract description 5
- 239000003456 ion exchange resin Substances 0.000 claims abstract description 5
- 229920003303 ion-exchange polymer Polymers 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 40
- 239000000243 solution Substances 0.000 claims description 38
- 238000002360 preparation method Methods 0.000 claims description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 22
- 230000003647 oxidation Effects 0.000 claims description 20
- 238000007254 oxidation reaction Methods 0.000 claims description 20
- 239000003960 organic solvent Substances 0.000 claims description 19
- 239000003112 inhibitor Substances 0.000 claims description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- 238000012546 transfer Methods 0.000 claims description 14
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 12
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical group [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 10
- 238000004440 column chromatography Methods 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 239000012501 chromatography medium Substances 0.000 claims description 3
- 230000003750 conditioning effect Effects 0.000 claims description 3
- 239000002798 polar solvent Substances 0.000 claims description 2
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 2
- 235000010262 sodium metabisulphite Nutrition 0.000 claims description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 2
- 235000010323 ascorbic acid Nutrition 0.000 claims 1
- 229960005070 ascorbic acid Drugs 0.000 claims 1
- 239000011668 ascorbic acid Substances 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 11
- 230000003078 antioxidant effect Effects 0.000 abstract description 4
- 238000001914 filtration Methods 0.000 abstract description 3
- 239000003963 antioxidant agent Substances 0.000 abstract description 2
- 235000006708 antioxidants Nutrition 0.000 abstract description 2
- 238000002604 ultrasonography Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 16
- 240000007164 Salvia officinalis Species 0.000 description 13
- 235000005412 red sage Nutrition 0.000 description 13
- 239000012535 impurity Substances 0.000 description 11
- 238000010828 elution Methods 0.000 description 9
- 238000000605 extraction Methods 0.000 description 9
- 230000006837 decompression Effects 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- 240000007225 Limnophila aromatica Species 0.000 description 6
- 235000002203 Limnophila aromatica Nutrition 0.000 description 6
- 244000178231 Rosmarinus officinalis Species 0.000 description 6
- 238000004587 chromatography analysis Methods 0.000 description 6
- 238000001556 precipitation Methods 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 235000015639 rosmarinus officinalis Nutrition 0.000 description 6
- 150000001408 amides Chemical class 0.000 description 5
- 238000007598 dipping method Methods 0.000 description 5
- 229940079593 drug Drugs 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 238000004128 high performance liquid chromatography Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000010298 pulverizing process Methods 0.000 description 5
- 239000013558 reference substance Substances 0.000 description 5
- 244000269722 Thea sinensis Species 0.000 description 4
- 210000003734 kidney Anatomy 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 238000011160 research Methods 0.000 description 4
- 239000006228 supernatant Substances 0.000 description 4
- 244000295490 Salvia japonica Species 0.000 description 3
- 235000005794 Salvia japonica Nutrition 0.000 description 3
- 241000951376 Schizonepeta tenuifolia Species 0.000 description 3
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000000638 solvent extraction Methods 0.000 description 3
- 238000010977 unit operation Methods 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- 241000713772 Human immunodeficiency virus 1 Species 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000000840 anti-viral effect Effects 0.000 description 2
- 239000003146 anticoagulant agent Substances 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 239000000287 crude extract Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000012676 herbal extract Substances 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000005325 percolation Methods 0.000 description 2
- 238000005554 pickling Methods 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 238000002791 soaking Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- DZAUWHJDUNRCTF-UHFFFAOYSA-N 3-(3,4-dihydroxyphenyl)propanoic acid Chemical compound OC(=O)CCC1=CC=C(O)C(O)=C1 DZAUWHJDUNRCTF-UHFFFAOYSA-N 0.000 description 1
- CWVRJTMFETXNAD-FWCWNIRPSA-N 3-O-Caffeoylquinic acid Natural products O[C@H]1[C@@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-FWCWNIRPSA-N 0.000 description 1
- PZIRUHCJZBGLDY-UHFFFAOYSA-N Caffeoylquinic acid Natural products CC(CCC(=O)C(C)C1C(=O)CC2C3CC(O)C4CC(O)CCC4(C)C3CCC12C)C(=O)O PZIRUHCJZBGLDY-UHFFFAOYSA-N 0.000 description 1
- 108090000565 Capsid Proteins Proteins 0.000 description 1
- 102100023321 Ceruloplasmin Human genes 0.000 description 1
- 102000016942 Elastin Human genes 0.000 description 1
- 108010014258 Elastin Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241000725303 Human immunodeficiency virus Species 0.000 description 1
- 102000007330 LDL Lipoproteins Human genes 0.000 description 1
- 108010007622 LDL Lipoproteins Proteins 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 241000207923 Lamiaceae Species 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 description 1
- CWVRJTMFETXNAD-KLZCAUPSSA-N Neochlorogenin-saeure Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O CWVRJTMFETXNAD-KLZCAUPSSA-N 0.000 description 1
- 208000037581 Persistent Infection Diseases 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 235000011449 Rosa Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241000700584 Simplexvirus Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000036436 anti-hiv Effects 0.000 description 1
- 230000000702 anti-platelet effect Effects 0.000 description 1
- 230000002785 anti-thrombosis Effects 0.000 description 1
- 238000010936 aqueous wash Methods 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 235000001368 chlorogenic acid Nutrition 0.000 description 1
- CWVRJTMFETXNAD-JUHZACGLSA-N chlorogenic acid Chemical compound O[C@@H]1[C@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-JUHZACGLSA-N 0.000 description 1
- 229940074393 chlorogenic acid Drugs 0.000 description 1
- FFQSDFBBSXGVKF-KHSQJDLVSA-N chlorogenic acid Natural products O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O FFQSDFBBSXGVKF-KHSQJDLVSA-N 0.000 description 1
- BMRSEYFENKXDIS-KLZCAUPSSA-N cis-3-O-p-coumaroylquinic acid Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)cc2)[C@@H]1O)C(=O)O BMRSEYFENKXDIS-KLZCAUPSSA-N 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 229920002549 elastin Polymers 0.000 description 1
- 210000003725 endotheliocyte Anatomy 0.000 description 1
- 238000003810 ethyl acetate extraction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000003480 fibrinolytic effect Effects 0.000 description 1
- 229960000304 folic acid Drugs 0.000 description 1
- 235000019152 folic acid Nutrition 0.000 description 1
- 239000011724 folic acid Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000001434 glomerular Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 206010020718 hyperplasia Diseases 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005374 membrane filtration Methods 0.000 description 1
- 210000003584 mesangial cell Anatomy 0.000 description 1
- 210000000713 mesentery Anatomy 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- -1 phenolic acid compound Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 238000004237 preparative chromatography Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229960001866 silicon dioxide Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 238000002137 ultrasound extraction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000003809 water extraction Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
来源 | 丹参 | 迷迭香 | 肾茶 | 紫苏草 | 头状山香 | 轮生山香 | 香峰花 | 鼠尾草 | 裂叶荆芥 | 夏枯草 |
含量 | 0.641% | 0.112% | 0.084% | 0.322% | 0.535% | 0.416% | 0.198% | 0.120% | 0.016% | 0.422% |
丹参水提液处理方式 | 迷迭香酸变化(%) |
加入0.01%的亚硫酸氢钠加入0.01%的抗坏血酸以盐酸调至pH2以95%乙醇调至醇浓度为75%不作任何处理 | -5.11-4.48-9.36-22.28-46.06 |
操作单元名称 | 迷迭香酸回收率(%) |
溶剂提取加抗氧剂或酸后静置4~24小时,测上清液层析处理:上样流出液层析处理:低浓度溶剂洗脱流出液层析处理:中等浓度溶剂洗脱流出液层析处理:高浓度溶剂洗脱流出液 | >98>95<13~580~903~5 |
Peak# | RetTime[min] | Width[min] | AreamAU*s | Area% |
1234567 | 3.9337.0228.5279.86711.34713.32120.736 | 0.22730.24300.23900.32070.38330.37450.6141 | 41.6123536.82463222.955231.60295e451.1253948.74790100.91143 | 0.24850.21991.731296.60150.30530.29110.6025 |
Totals | 1.67487e4 | 100.0000 |
Peak# | RetTime[min] | Width[min] | AreamAU*s | Area% |
1 | 9.762 | 0.3128 | 1.69839e4 | 100.0000 |
Totals | 1.69839e4 | 100.0000 |
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2005101311297A CN1995007B (zh) | 2005-12-26 | 2005-12-26 | 迷迭香酸的制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2005101311297A CN1995007B (zh) | 2005-12-26 | 2005-12-26 | 迷迭香酸的制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1995007A true CN1995007A (zh) | 2007-07-11 |
CN1995007B CN1995007B (zh) | 2011-12-07 |
Family
ID=38250228
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2005101311297A Expired - Fee Related CN1995007B (zh) | 2005-12-26 | 2005-12-26 | 迷迭香酸的制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1995007B (zh) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011032491A1 (zh) * | 2009-09-17 | 2011-03-24 | 上海中医药大学附属曙光医院 | 含迷迭香酸的夏枯草提取物及其制备方法和其在制备防治癌症术后转移的药物中的应用 |
CN102344367A (zh) * | 2010-08-06 | 2012-02-08 | 苏州瑞蓝博中药技术开发有限公司 | 一种从薄荷中提取迷迭香酸的方法 |
CN102432469A (zh) * | 2011-12-08 | 2012-05-02 | 刘正芳 | 一种从迷迭香中提取分离迷迭香酸和熊果酸的方法 |
CN102952018A (zh) * | 2011-08-17 | 2013-03-06 | 湖北中烟工业有限责任公司 | 一种烟用抗氧化剂迷迭香酸的纯化方法 |
CN103848740A (zh) * | 2012-11-30 | 2014-06-11 | 沈阳药科大学 | 一种从植物油粕中制备迷迭香酸的方法 |
RU2541542C2 (ru) * | 2013-06-04 | 2015-02-20 | Федеральное государственное бюджетное учреждение науки Институт биологии Коми научного центра Уральского отделения Российской академии наук | Способ получения розмариновой кислоты |
CN104926659A (zh) * | 2015-05-27 | 2015-09-23 | 中国科学院西北高原生物研究所 | 从三种高山鼠尾草植物中制备迷迭香酸化学对照品的方法 |
CN105315706A (zh) * | 2015-12-11 | 2016-02-10 | 杨永 | 一种天然色素护色剂、制备方法及应用 |
CN106542999A (zh) * | 2016-10-14 | 2017-03-29 | 无锡加莱克色谱科技有限公司 | 一种迷迭香酸的纯化方法 |
CN103735614B (zh) * | 2014-01-11 | 2017-12-22 | 西双版纳版纳药业有限责任公司 | 一种肾茶原料的处理方法及肾茶产品 |
CN112409180A (zh) * | 2020-11-30 | 2021-02-26 | 晨光生物科技集团股份有限公司 | 一种高收率的迷迭香酸的工业化提取方法及其产品 |
CN114736123A (zh) * | 2021-12-28 | 2022-07-12 | 海南舒普生物科技有限公司 | 一种高纯度迷迭香酸的提取方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3430251A1 (de) * | 1984-08-17 | 1986-02-27 | A. Nattermann & Cie GmbH, 5000 Köln | Isolierung von rosmarinsaeure aus pflanzenzellkulturen |
JP2001342489A (ja) * | 2000-03-31 | 2001-12-14 | Sanei Gen Ffi Inc | 香味劣化抑制剤および香味劣化抑制方法 |
JP3775584B2 (ja) * | 2001-12-21 | 2006-05-17 | 明治製菓株式会社 | 塩蔵赤シソからのフェノール類含有エキスの製造法 |
-
2005
- 2005-12-26 CN CN2005101311297A patent/CN1995007B/zh not_active Expired - Fee Related
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011032491A1 (zh) * | 2009-09-17 | 2011-03-24 | 上海中医药大学附属曙光医院 | 含迷迭香酸的夏枯草提取物及其制备方法和其在制备防治癌症术后转移的药物中的应用 |
CN102344367A (zh) * | 2010-08-06 | 2012-02-08 | 苏州瑞蓝博中药技术开发有限公司 | 一种从薄荷中提取迷迭香酸的方法 |
CN102952018B (zh) * | 2011-08-17 | 2014-08-27 | 湖北中烟工业有限责任公司 | 一种烟用抗氧化剂迷迭香酸的纯化方法 |
CN102952018A (zh) * | 2011-08-17 | 2013-03-06 | 湖北中烟工业有限责任公司 | 一种烟用抗氧化剂迷迭香酸的纯化方法 |
CN102432469A (zh) * | 2011-12-08 | 2012-05-02 | 刘正芳 | 一种从迷迭香中提取分离迷迭香酸和熊果酸的方法 |
CN103848740B (zh) * | 2012-11-30 | 2015-12-09 | 沈阳药科大学 | 一种从植物油粕中制备迷迭香酸的方法 |
CN103848740A (zh) * | 2012-11-30 | 2014-06-11 | 沈阳药科大学 | 一种从植物油粕中制备迷迭香酸的方法 |
RU2541542C2 (ru) * | 2013-06-04 | 2015-02-20 | Федеральное государственное бюджетное учреждение науки Институт биологии Коми научного центра Уральского отделения Российской академии наук | Способ получения розмариновой кислоты |
CN103735614B (zh) * | 2014-01-11 | 2017-12-22 | 西双版纳版纳药业有限责任公司 | 一种肾茶原料的处理方法及肾茶产品 |
CN104926659A (zh) * | 2015-05-27 | 2015-09-23 | 中国科学院西北高原生物研究所 | 从三种高山鼠尾草植物中制备迷迭香酸化学对照品的方法 |
CN105315706A (zh) * | 2015-12-11 | 2016-02-10 | 杨永 | 一种天然色素护色剂、制备方法及应用 |
CN106542999A (zh) * | 2016-10-14 | 2017-03-29 | 无锡加莱克色谱科技有限公司 | 一种迷迭香酸的纯化方法 |
CN106542999B (zh) * | 2016-10-14 | 2019-02-12 | 无锡加莱克色谱科技有限公司 | 一种迷迭香酸的纯化方法 |
CN112409180A (zh) * | 2020-11-30 | 2021-02-26 | 晨光生物科技集团股份有限公司 | 一种高收率的迷迭香酸的工业化提取方法及其产品 |
CN114736123A (zh) * | 2021-12-28 | 2022-07-12 | 海南舒普生物科技有限公司 | 一种高纯度迷迭香酸的提取方法 |
CN114736123B (zh) * | 2021-12-28 | 2023-10-03 | 海南舒普生物科技有限公司 | 一种高纯度迷迭香酸的提取方法 |
Also Published As
Publication number | Publication date |
---|---|
CN1995007B (zh) | 2011-12-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1995007B (zh) | 迷迭香酸的制备方法 | |
CN100503626C (zh) | 应用膜分离技术从肉苁蓉中生产含有苯乙醇苷的原料及其制备方法 | |
CN102697839B (zh) | 双水相萃取分离黄芪黄酮、皂苷和多糖的方法 | |
CN101671294B (zh) | 一种从桑叶中连续提取分离1-脱氧野尻霉素(dnj)、黄酮的方法 | |
CN101948501B (zh) | 一种羟基积雪草甙的制备方法 | |
CN101016328A (zh) | 一种分离纯化熊果酸、齐墩果酸的方法 | |
CN102617667A (zh) | 一种以甜叶菊为原料同时制备总咖啡酰奎尼酸和甜菊糖的方法 | |
CN102441291A (zh) | 一种中药有效成份提取或提纯的新方法 | |
CN100439319C (zh) | 一种丹参酚酸a的制备方法 | |
CN101348474A (zh) | 一种从丹参茎叶中制备丹酚酸b和丹参素的方法 | |
CN104098465B (zh) | 一种从滇桂艾纳香中提取原儿茶酸的工艺方法 | |
CN102805767B (zh) | 具有抗淋球菌作用的热淋清颗粒原料头花蓼提取物 | |
CN102180985B (zh) | 艾蒿多糖提取及纯化方法 | |
CN102020620A (zh) | 应用膜技术从丹参提取液中分离纯化有效成分的方法 | |
CN108114018A (zh) | 一种制备醇溶性甘草黄酮的方法 | |
CN103588831A (zh) | 一种甘草酸的制备方法 | |
CN105106252A (zh) | 一种从田基黄中提取分离黄酮类化合物的方法 | |
CN102040500B (zh) | 一种黄腐酚和黄酮类化合物的萃取分离方法 | |
CN102040635B (zh) | 一种连翘酯苷b和金石蚕苷单体的高效分离纯化方法 | |
CN103044253B (zh) | 一种藏丹参中迷迭香酸的提取分离方法 | |
CN102329345A (zh) | 垂盆草中垂盆草苷的提取纯化方法 | |
CN103275049A (zh) | 用藤茶制备杨梅素的方法和焦亚硫酸盐的应用 | |
CN107213180B (zh) | 一种三七黄酮的分离提取方法 | |
CN102250174A (zh) | 一种从迎春花叶中提取迎春花素的方法 | |
CN109776515A (zh) | 从扁桃叶中提取芒果苷的方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C53 | Correction of patent for invention or patent application | ||
CB03 | Change of inventor or designer information |
Inventor after: Qu Guiwu Inventor after: Yue Xidian Inventor after: Sun Lifang Inventor after: Meng Ying Inventor before: Qu Guiwu Inventor before: Yue Xidian |
|
COR | Change of bibliographic data |
Free format text: CORRECT: INVENTOR; FROM: QU GUIWU YUE XIDIAN TO: QU GUIWU YUE XIDIAN SUN LIFANG MENG YING |
|
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20170608 Address after: 264670, No. 15, pioneering Road, hi tech Zone, Shandong, Yantai Patentee after: Shandong Luye Pharma Co., Ltd. Address before: 264003 Laishan, Shandong Province Bao Road, No. 9 District, No. Patentee before: Luye Natural Medicinal Research Developing Co., Ltd., Shandong Prov. |
|
CF01 | Termination of patent right due to non-payment of annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20111207 Termination date: 20181226 |