JPS62106098A - タンニンの製造方法 - Google Patents
タンニンの製造方法Info
- Publication number
- JPS62106098A JPS62106098A JP60243897A JP24389785A JPS62106098A JP S62106098 A JPS62106098 A JP S62106098A JP 60243897 A JP60243897 A JP 60243897A JP 24389785 A JP24389785 A JP 24389785A JP S62106098 A JPS62106098 A JP S62106098A
- Authority
- JP
- Japan
- Prior art keywords
- tannin
- solvent
- column chromatography
- water
- methanol
- 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
- 229920001864 tannin Polymers 0.000 title claims abstract description 47
- 239000001648 tannin Substances 0.000 title claims abstract description 47
- 235000018553 tannin Nutrition 0.000 title claims abstract description 47
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000004440 column chromatography Methods 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 14
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 7
- 239000004793 Polystyrene Substances 0.000 claims abstract description 5
- 229920002223 polystyrene Polymers 0.000 claims abstract description 5
- 239000000284 extract Substances 0.000 claims description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 57
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 19
- 239000012046 mixed solvent Substances 0.000 abstract description 10
- 239000000126 substance Substances 0.000 abstract description 6
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 abstract description 3
- 241000688197 Pilosa Species 0.000 abstract description 2
- 241000196324 Embryophyta Species 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- 239000012156 elution solvent Substances 0.000 description 8
- 238000000605 extraction Methods 0.000 description 8
- 238000004809 thin layer chromatography Methods 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- -1 propatool Chemical compound 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000005903 acid hydrolysis reaction Methods 0.000 description 2
- BZAFROBDXRJYTQ-JVEQELPQSA-N agrimoniin Chemical compound C([C@H]1O[C@@H]2OC(=O)C=3C=C(C(=C(O)C=3)O)OC3=C(C(=O)O[C@@H]4[C@@H]5OC(=O)C6=CC(O)=C(O)C(O)=C6C6=C(O)C(O)=C(O)C=C6C(=O)O[C@H]5[C@@H]5OC(=O)C6=CC(O)=C(O)C(O)=C6C6=C(O)C(O)=C(O)C=C6C(=O)OC[C@H]5O4)C=C(C(=C3O)O)O)OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]1[C@H]1[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C=C2C(=O)O1 BZAFROBDXRJYTQ-JVEQELPQSA-N 0.000 description 2
- PPFLXOUHEPKYMK-UHFFFAOYSA-N agrimoniin Natural products Oc1cc2C(=O)OCC3OC(OC(=O)c4cc(O)c(O)c(Oc5cc(C(=O)OC6OC7COC(=O)c8cc(O)c(O)c(O)c8c9c(O)c(O)c(O)cc9C(=O)OC7C%10OC(=O)c%11cc(O)c(O)c(O)c%11c%12c(O)c(O)c(O)cc%12C(=O)OC6%10)c(O)c(O)c5O)c4)C%13OC(=O)c%14cc(O)c(O)c(O)c%14c%15c(O)c(O)c(O)cc%15C(=O)OC%13C3OC(=O)c%16cc(O)c(O)c(O)c%16c2c(O)c1O PPFLXOUHEPKYMK-UHFFFAOYSA-N 0.000 description 2
- 244000309464 bull Species 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- BZAFROBDXRJYTQ-UHFFFAOYSA-N euscaphinin Natural products OC1=C(O)C(O)=CC(C(=O)OC2C3OC(=O)C4=CC(O)=C(O)C(O)=C4C4=C(O)C(O)=C(O)C=C4C(=O)OC3C3OC(=O)C4=CC(O)=C(O)C(O)=C4C4=C(O)C(O)=C(O)C=C4C(=O)OCC3O2)=C1OC(C(=C(O)C=1)O)=CC=1C(=O)OC1OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C2C1OC(=O)C1=CC(O)=C(O)C(O)=C1C1=C(O)C(O)=C(O)C=C1C(=O)O2 BZAFROBDXRJYTQ-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 235000016993 Agrimonia Nutrition 0.000 description 1
- 244000307697 Agrimonia eupatoria Species 0.000 description 1
- 235000015701 Artemisia arbuscula Nutrition 0.000 description 1
- 235000002657 Artemisia tridentata Nutrition 0.000 description 1
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 1
- 240000006891 Artemisia vulgaris Species 0.000 description 1
- 235000014036 Castanea Nutrition 0.000 description 1
- 241001070941 Castanea Species 0.000 description 1
- 235000011511 Diospyros Nutrition 0.000 description 1
- 241000723267 Diospyros Species 0.000 description 1
- AFSDNFLWKVMVRB-UHFFFAOYSA-N Ellagic acid Chemical compound OC1=C(O)C(OC2=O)=C3C4=C2C=C(O)C(O)=C4OC(=O)C3=C1 AFSDNFLWKVMVRB-UHFFFAOYSA-N 0.000 description 1
- ATJXMQHAMYVHRX-CPCISQLKSA-N Ellagic acid Natural products OC1=C(O)[C@H]2OC(=O)c3cc(O)c(O)c4OC(=O)C(=C1)[C@H]2c34 ATJXMQHAMYVHRX-CPCISQLKSA-N 0.000 description 1
- 229920002079 Ellagic acid Polymers 0.000 description 1
- 235000005491 Geranium thunbergii Nutrition 0.000 description 1
- 244000105059 Geranium thunbergii Species 0.000 description 1
- 244000299790 Rheum rhabarbarum Species 0.000 description 1
- 235000009411 Rheum rhabarbarum Nutrition 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229920002770 condensed tannin Polymers 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000004132 ellagic acid Nutrition 0.000 description 1
- 229960002852 ellagic acid Drugs 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 235000004515 gallic acid Nutrition 0.000 description 1
- 229940074391 gallic acid Drugs 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- NIQQIJXGUZVEBB-UHFFFAOYSA-N methanol;propan-2-one Chemical compound OC.CC(C)=O NIQQIJXGUZVEBB-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- FAARLWTXUUQFSN-UHFFFAOYSA-N methylellagic acid Natural products O1C(=O)C2=CC(O)=C(O)C3=C2C2=C1C(OC)=C(O)C=C2C(=O)O3 FAARLWTXUUQFSN-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 102200049593 rs121909285 Human genes 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- FYIJLTSMNXUNLT-CXQFPWCTSA-N strictinin Chemical compound O([C@@H]1O[C@@H]2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]2[C@H](O)[C@H]1O)C(=O)C1=CC(O)=C(O)C(O)=C1 FYIJLTSMNXUNLT-CXQFPWCTSA-N 0.000 description 1
- FYIJLTSMNXUNLT-RXRHLBNPSA-N strictinin Natural products O=C(O[C@@H]1[C@@H](O)[C@H](O)[C@H]2OC(=O)c3c(c(O)c(O)c(O)c3)-c3c(O)c(O)c(O)cc3C(=O)OC[C@@H]2O1)c1cc(O)c(O)c(O)c1 FYIJLTSMNXUNLT-RXRHLBNPSA-N 0.000 description 1
Landscapes
- Treatment Of Liquids With Adsorbents In General (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Saccharide Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60243897A JPS62106098A (ja) | 1985-11-01 | 1985-11-01 | タンニンの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60243897A JPS62106098A (ja) | 1985-11-01 | 1985-11-01 | タンニンの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62106098A true JPS62106098A (ja) | 1987-05-16 |
| JPH0572917B2 JPH0572917B2 (enrdf_load_stackoverflow) | 1993-10-13 |
Family
ID=17110623
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60243897A Granted JPS62106098A (ja) | 1985-11-01 | 1985-11-01 | タンニンの製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62106098A (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007073908A1 (en) * | 2005-12-29 | 2007-07-05 | Evultis S.A. | A process for the isolation of pharmacologically active principles of vegetable and animal origin |
| CN102532209A (zh) * | 2010-12-24 | 2012-07-04 | 苏州宝泽堂医药科技有限公司 | 一种沙枣鞣质的制备方法 |
| CN102863481A (zh) * | 2012-09-26 | 2013-01-09 | 南京泽朗农业发展有限公司 | 一种制备高纯度硬毛红砂素b的方法 |
| CN104892695A (zh) * | 2014-03-05 | 2015-09-09 | 湖南省天金科技有限公司 | 一种用油茶果壳提取鞣质的制备方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60255727A (ja) * | 1984-05-30 | 1985-12-17 | Riyouzou Koshiura | 制癌剤 |
-
1985
- 1985-11-01 JP JP60243897A patent/JPS62106098A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60255727A (ja) * | 1984-05-30 | 1985-12-17 | Riyouzou Koshiura | 制癌剤 |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007073908A1 (en) * | 2005-12-29 | 2007-07-05 | Evultis S.A. | A process for the isolation of pharmacologically active principles of vegetable and animal origin |
| CN102532209A (zh) * | 2010-12-24 | 2012-07-04 | 苏州宝泽堂医药科技有限公司 | 一种沙枣鞣质的制备方法 |
| CN102863481A (zh) * | 2012-09-26 | 2013-01-09 | 南京泽朗农业发展有限公司 | 一种制备高纯度硬毛红砂素b的方法 |
| CN104892695A (zh) * | 2014-03-05 | 2015-09-09 | 湖南省天金科技有限公司 | 一种用油茶果壳提取鞣质的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0572917B2 (enrdf_load_stackoverflow) | 1993-10-13 |
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