JPS61130285A - 茶葉から粗カテキンを製造する方法 - Google Patents
茶葉から粗カテキンを製造する方法Info
- Publication number
- JPS61130285A JPS61130285A JP59250443A JP25044384A JPS61130285A JP S61130285 A JPS61130285 A JP S61130285A JP 59250443 A JP59250443 A JP 59250443A JP 25044384 A JP25044384 A JP 25044384A JP S61130285 A JPS61130285 A JP S61130285A
- Authority
- JP
- Japan
- Prior art keywords
- organic solvent
- tea leaves
- leaves
- water
- tea
- 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
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 235000005487 catechin Nutrition 0.000 title claims abstract description 30
- 241001122767 Theaceae Species 0.000 title claims abstract 12
- 238000000034 method Methods 0.000 title claims description 11
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 title abstract description 11
- 229950001002 cianidanol Drugs 0.000 title abstract description 11
- 239000003960 organic solvent Substances 0.000 claims abstract description 35
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 33
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 16
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000049 pigment Substances 0.000 claims abstract description 8
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229960001948 caffeine Drugs 0.000 claims abstract description 7
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 7
- 238000005406 washing Methods 0.000 claims abstract description 6
- 150000001765 catechin Chemical class 0.000 claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 17
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 2
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims description 2
- 229960003750 ethyl chloride Drugs 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- 238000012546 transfer Methods 0.000 claims description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 229940050176 methyl chloride Drugs 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 5
- 239000002904 solvent Substances 0.000 abstract description 4
- 230000003078 antioxidant effect Effects 0.000 abstract description 2
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 235000006708 antioxidants Nutrition 0.000 abstract 1
- 244000269722 Thea sinensis Species 0.000 description 31
- 235000013616 tea Nutrition 0.000 description 31
- 239000000843 powder Substances 0.000 description 10
- 229920001864 tannin Polymers 0.000 description 6
- 239000001648 tannin Substances 0.000 description 6
- 235000018553 tannin Nutrition 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 241000287828 Gallus gallus Species 0.000 description 3
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- 229930014124 (-)-epigallocatechin gallate Natural products 0.000 description 2
- 235000004911 (-)-epigallocatechin gallate Nutrition 0.000 description 2
- WMBWREPUVVBILR-UHFFFAOYSA-N GCG Natural products C=1C(O)=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-UHFFFAOYSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- XMOCLSLCDHWDHP-IUODEOHRSA-N epi-Gallocatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-IUODEOHRSA-N 0.000 description 2
- VFSWRBJYBQXUTE-UHFFFAOYSA-N epi-Gallocatechin 3-O-gallate Natural products Oc1ccc2C(=O)C(OC(=O)c3cc(O)c(O)c(O)c3)C(Oc2c1)c4cc(O)c(O)c(O)c4 VFSWRBJYBQXUTE-UHFFFAOYSA-N 0.000 description 2
- 235000009569 green tea Nutrition 0.000 description 2
- 238000004445 quantitative analysis Methods 0.000 description 2
- LSHVYAFMTMFKBA-TZIWHRDSSA-N (-)-epicatechin-3-O-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=CC=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-TZIWHRDSSA-N 0.000 description 1
- 235000006468 Thea sinensis Nutrition 0.000 description 1
- 238000011481 absorbance measurement Methods 0.000 description 1
- -1 and among these Chemical compound 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000020333 oolong tea Nutrition 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Pyrane Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59250443A JPS61130285A (ja) | 1984-11-29 | 1984-11-29 | 茶葉から粗カテキンを製造する方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59250443A JPS61130285A (ja) | 1984-11-29 | 1984-11-29 | 茶葉から粗カテキンを製造する方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61130285A true JPS61130285A (ja) | 1986-06-18 |
| JPH0212474B2 JPH0212474B2 (enrdf_load_stackoverflow) | 1990-03-20 |
Family
ID=17207948
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59250443A Granted JPS61130285A (ja) | 1984-11-29 | 1984-11-29 | 茶葉から粗カテキンを製造する方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61130285A (enrdf_load_stackoverflow) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4840966A (en) * | 1987-03-03 | 1989-06-20 | Mitsui Norin Co., Ltd. | Method of treating hypertension |
| US5358713A (en) * | 1990-02-23 | 1994-10-25 | Mitsui Norin Co., Ltd. | Method of preventing the transmission of infection caused by methicillin-resistant Staphylococcus aureus |
| US5670154A (en) * | 1994-01-10 | 1997-09-23 | Mitsui Norin Co., Ltd. | Reducing tyrosinase activity |
| US5747053A (en) * | 1995-05-11 | 1998-05-05 | Matsushita Seiko Co., Ltd. | Antiviral filter air cleaner impregnated with tea extract |
| US5888527A (en) * | 1995-05-11 | 1999-03-30 | Matsushita Seiko Co., Ltd. | Gargling cup, antiviral mask, antiviral filter, antifungal, antibacterial, and antiviral filter air cleaner and air-cleaner humidifier |
| US7056548B2 (en) | 2003-10-31 | 2006-06-06 | Kao Corporation | Packaged, tea-based beverages |
| WO2009028211A1 (ja) | 2007-08-30 | 2009-03-05 | Kao Corporation | インスタント粉末飲料 |
| JP2010539912A (ja) * | 2007-09-28 | 2010-12-24 | ユニリーバー・ナームローゼ・ベンノートシヤープ | 茶葉からのテアフラビンの抽出方法 |
| JP2020130184A (ja) * | 2019-02-20 | 2020-08-31 | アモーレパシフィック コーポレーションＡｍｏｒｅｐａｃｉｆｉｃ Ｃｏｒｐｏｒａｔｉｏｎ | 非エピ体カテキンの収得方法およびそれを用いて収得した非エピ体カテキン |
-
1984
- 1984-11-29 JP JP59250443A patent/JPS61130285A/ja active Granted
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4840966A (en) * | 1987-03-03 | 1989-06-20 | Mitsui Norin Co., Ltd. | Method of treating hypertension |
| US5358713A (en) * | 1990-02-23 | 1994-10-25 | Mitsui Norin Co., Ltd. | Method of preventing the transmission of infection caused by methicillin-resistant Staphylococcus aureus |
| US5670154A (en) * | 1994-01-10 | 1997-09-23 | Mitsui Norin Co., Ltd. | Reducing tyrosinase activity |
| US5747053A (en) * | 1995-05-11 | 1998-05-05 | Matsushita Seiko Co., Ltd. | Antiviral filter air cleaner impregnated with tea extract |
| US5888527A (en) * | 1995-05-11 | 1999-03-30 | Matsushita Seiko Co., Ltd. | Gargling cup, antiviral mask, antiviral filter, antifungal, antibacterial, and antiviral filter air cleaner and air-cleaner humidifier |
| US7056548B2 (en) | 2003-10-31 | 2006-06-06 | Kao Corporation | Packaged, tea-based beverages |
| WO2009028211A1 (ja) | 2007-08-30 | 2009-03-05 | Kao Corporation | インスタント粉末飲料 |
| JP2010539912A (ja) * | 2007-09-28 | 2010-12-24 | ユニリーバー・ナームローゼ・ベンノートシヤープ | 茶葉からのテアフラビンの抽出方法 |
| JP2020130184A (ja) * | 2019-02-20 | 2020-08-31 | アモーレパシフィック コーポレーションＡｍｏｒｅｐａｃｉｆｉｃ Ｃｏｒｐｏｒａｔｉｏｎ | 非エピ体カテキンの収得方法およびそれを用いて収得した非エピ体カテキン |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0212474B2 (enrdf_load_stackoverflow) | 1990-03-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |