JPS59196884A - 新規なるタンニン - Google Patents
新規なるタンニンInfo
- Publication number
- JPS59196884A JPS59196884A JP58070774A JP7077483A JPS59196884A JP S59196884 A JPS59196884 A JP S59196884A JP 58070774 A JP58070774 A JP 58070774A JP 7077483 A JP7077483 A JP 7077483A JP S59196884 A JPS59196884 A JP S59196884A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- acetone
- ill
- ppm
- yield
- 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 description 6
- 239000001648 tannin Substances 0.000 title claims description 6
- 235000018553 tannin Nutrition 0.000 title claims description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 102220470958 Amiloride-sensitive sodium channel subunit delta_R21E_mutation Human genes 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000001424 substituent group Chemical class 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 25
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract description 9
- 230000000694 effects Effects 0.000 abstract description 7
- 239000000126 substance Substances 0.000 abstract description 6
- 241000196324 Embryophyta Species 0.000 abstract description 5
- 102000004190 Enzymes Human genes 0.000 abstract description 4
- 108090000790 Enzymes Proteins 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 4
- 244000294611 Punica granatum Species 0.000 abstract description 2
- 235000014360 Punica granatum Nutrition 0.000 abstract description 2
- 238000004440 column chromatography Methods 0.000 abstract description 2
- 238000000605 extraction Methods 0.000 abstract description 2
- 238000005192 partition Methods 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 2
- 229920001301 Hexahydroxydiphenic acid Polymers 0.000 abstract 1
- 241000862501 Kandelia candel Species 0.000 abstract 1
- 241000593922 Quercus acutissima Species 0.000 abstract 1
- 230000003602 anti-herpes Effects 0.000 abstract 1
- 229960002773 hyaluronidase Drugs 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000012873 virucide Substances 0.000 abstract 1
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 18
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 16
- 239000000843 powder Substances 0.000 description 10
- 229940022682 acetone Drugs 0.000 description 7
- 230000002401 inhibitory effect Effects 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241001482564 Nyctereutes procyonoides Species 0.000 description 2
- ILRCGYURZSFMEG-UHFFFAOYSA-N Salidroside Natural products OC1C(O)C(O)C(CO)OC1OCCC1=CC=C(O)C=C1 ILRCGYURZSFMEG-UHFFFAOYSA-N 0.000 description 2
- 238000000921 elemental analysis Methods 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
- ILRCGYURZSFMEG-RQICVUQASA-N salidroside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OCCC1=CC=C(O)C=C1 ILRCGYURZSFMEG-RQICVUQASA-N 0.000 description 2
- IMPKVMRTXBRHRB-UHFFFAOYSA-N scyllo-Quercitol Natural products OC1CC(O)C(O)C(O)C1O IMPKVMRTXBRHRB-UHFFFAOYSA-N 0.000 description 2
- XFZJEEAOWLFHDH-UHFFFAOYSA-N (2R,2'R,3R,3'R,4R)-3,3',4',5,7-Pentahydroxyflavan(48)-3,3',4',5,7-pentahydroxyflavan Natural products C=12OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C(O)C=C(O)C=1C(C1=C(O)C=C(O)C=C1O1)C(O)C1C1=CC=C(O)C(O)=C1 XFZJEEAOWLFHDH-UHFFFAOYSA-N 0.000 description 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
- 235000017491 Bambusa tulda Nutrition 0.000 description 1
- 102100024637 Galectin-10 Human genes 0.000 description 1
- 101001011019 Gallus gallus Gallinacin-10 Proteins 0.000 description 1
- 101001011021 Gallus gallus Gallinacin-12 Proteins 0.000 description 1
- 244000082204 Phyllostachys viridis Species 0.000 description 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 description 1
- CWEZAWNPTYBADX-UHFFFAOYSA-N Procyanidin Natural products OC1C(OC2C(O)C(Oc3c2c(O)cc(O)c3C4C(O)C(Oc5cc(O)cc(O)c45)c6ccc(O)c(O)c6)c7ccc(O)c(O)c7)c8c(O)cc(O)cc8OC1c9ccc(O)c(O)c9 CWEZAWNPTYBADX-UHFFFAOYSA-N 0.000 description 1
- MOJZMWJRUKIQGL-FWCKPOPSSA-N Procyanidin C2 Natural products O[C@@H]1[C@@H](c2cc(O)c(O)cc2)Oc2c([C@H]3[C@H](O)[C@@H](c4cc(O)c(O)cc4)Oc4c3c(O)cc(O)c4)c(O)cc(O)c2[C@@H]1c1c(O)cc(O)c2c1O[C@@H]([C@H](O)C2)c1cc(O)c(O)cc1 MOJZMWJRUKIQGL-FWCKPOPSSA-N 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 241000218220 Ulmaceae Species 0.000 description 1
- 241001106462 Ulmus Species 0.000 description 1
- 241000190020 Zelkova serrata Species 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000000043 antiallergic agent Substances 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011425 bamboo Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- OSVXSBDYLRYLIG-UHFFFAOYSA-N chlorine dioxide Inorganic materials O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 1
- 235000019398 chlorine dioxide Nutrition 0.000 description 1
- QBWCMBCROVPCKQ-UHFFFAOYSA-N chlorous acid Chemical compound OCl=O QBWCMBCROVPCKQ-UHFFFAOYSA-N 0.000 description 1
- 238000013375 chromatographic separation Methods 0.000 description 1
- 229950001002 cianidanol Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229940099552 hyaluronan Drugs 0.000 description 1
- 229920002674 hyaluronan Polymers 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007721 medicinal effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229920002414 procyanidin Polymers 0.000 description 1
- HGVVOUNEGQIPMS-UHFFFAOYSA-N procyanidin Chemical compound O1C2=CC(O)=CC(O)=C2C(O)C(O)C1(C=1C=C(O)C(O)=CC=1)OC1CC2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 HGVVOUNEGQIPMS-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-RALIUCGRSA-N pyridine-d5 Chemical compound [2H]C1=NC([2H])=C([2H])C([2H])=C1[2H] JUJWROOIHBZHMG-RALIUCGRSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 241001529453 unidentified herpesvirus Species 0.000 description 1
Landscapes
- Pyrane Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Saccharide Compounds (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58070774A JPS59196884A (ja) | 1983-04-20 | 1983-04-20 | 新規なるタンニン |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58070774A JPS59196884A (ja) | 1983-04-20 | 1983-04-20 | 新規なるタンニン |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP29189386A Division JPH0246598B2 (ja) | 1986-12-08 | 1986-12-08 | Shinkinarutannin |
JP61291892A Division JPS62142181A (ja) | 1986-12-08 | 1986-12-08 | 新規なるタンニン |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59196884A true JPS59196884A (ja) | 1984-11-08 |
JPS6222990B2 JPS6222990B2 (enrdf_load_stackoverflow) | 1987-05-20 |
Family
ID=13441199
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58070774A Granted JPS59196884A (ja) | 1983-04-20 | 1983-04-20 | 新規なるタンニン |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59196884A (enrdf_load_stackoverflow) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63162685A (ja) * | 1986-12-26 | 1988-07-06 | Kikkoman Corp | プロアントシアニジンの製造法 |
JPH0211520A (ja) * | 1988-06-29 | 1990-01-16 | Momotani Jiyuntenkan:Kk | ヒアルロニダーゼ失活剤 |
FR2652743A1 (fr) * | 1989-10-11 | 1991-04-12 | Cariel Leon | Composition a base de proanthocyanidols. leur application pharmacologique. |
JPH03101623A (ja) * | 1989-09-14 | 1991-04-26 | Mitsui Norin Kk | インフルエンザウィルス感染予防剤 |
JPH03106820A (ja) * | 1989-09-20 | 1991-05-07 | Mitsui Norin Kk | マイコプラズマ感染予防剤 |
WO1995022254A1 (en) * | 1994-02-17 | 1995-08-24 | Merck Patent Gmbh | Antiviral or antifungal composition and method |
US5494661A (en) * | 1990-10-12 | 1996-02-27 | Shaman Pharmaceuticals, Inc. | Methods for using proanthocyanidin polymers having antiviral activity |
EP0727217A3 (en) * | 1995-02-10 | 1997-01-15 | Suntory Ltd | Pharmaceutical and cosmetic compositions containing God-type ellagitannin as an active ingredient |
EP0727218A3 (en) * | 1995-02-10 | 1997-01-15 | Suntory Ltd | Anti-allergic compositions containing God-type ellagitannin as the active ingredient |
EP0896792A1 (en) * | 1997-08-13 | 1999-02-17 | Julphar Pharma GmbH | Antiviral agent |
ES2245610A1 (es) * | 2004-06-23 | 2006-01-01 | Investigacion Y Nutricion, S.L. | Producto de origen vegetal y su procedimiento de obtencion. |
JP2009091315A (ja) * | 2007-10-10 | 2009-04-30 | Nth:Kk | ナチュラルヘナ抽出物とその用途 |
US7863466B2 (en) | 2005-04-15 | 2011-01-04 | Toyo Shinyaku Co., Ltd. | Method of producing proanthocyanidin-containing material |
-
1983
- 1983-04-20 JP JP58070774A patent/JPS59196884A/ja active Granted
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63162685A (ja) * | 1986-12-26 | 1988-07-06 | Kikkoman Corp | プロアントシアニジンの製造法 |
JPH0211520A (ja) * | 1988-06-29 | 1990-01-16 | Momotani Jiyuntenkan:Kk | ヒアルロニダーゼ失活剤 |
JPH03101623A (ja) * | 1989-09-14 | 1991-04-26 | Mitsui Norin Kk | インフルエンザウィルス感染予防剤 |
JPH03106820A (ja) * | 1989-09-20 | 1991-05-07 | Mitsui Norin Kk | マイコプラズマ感染予防剤 |
FR2652743A1 (fr) * | 1989-10-11 | 1991-04-12 | Cariel Leon | Composition a base de proanthocyanidols. leur application pharmacologique. |
US5494661A (en) * | 1990-10-12 | 1996-02-27 | Shaman Pharmaceuticals, Inc. | Methods for using proanthocyanidin polymers having antiviral activity |
WO1995022254A1 (en) * | 1994-02-17 | 1995-08-24 | Merck Patent Gmbh | Antiviral or antifungal composition and method |
US6187316B1 (en) | 1994-02-17 | 2001-02-13 | Merck Patent Gmbh | Antiviral or antifungal composition and method |
EP0727218A3 (en) * | 1995-02-10 | 1997-01-15 | Suntory Ltd | Anti-allergic compositions containing God-type ellagitannin as the active ingredient |
EP0727217A3 (en) * | 1995-02-10 | 1997-01-15 | Suntory Ltd | Pharmaceutical and cosmetic compositions containing God-type ellagitannin as an active ingredient |
EP0896792A1 (en) * | 1997-08-13 | 1999-02-17 | Julphar Pharma GmbH | Antiviral agent |
WO1999008536A1 (en) * | 1997-08-13 | 1999-02-25 | Julphar Pharma Gmbh | Antiviral agent |
ES2245610A1 (es) * | 2004-06-23 | 2006-01-01 | Investigacion Y Nutricion, S.L. | Producto de origen vegetal y su procedimiento de obtencion. |
ES2245610B1 (es) * | 2004-06-23 | 2007-03-16 | Investigacion Y Nutricion, S.L. | Producto de origen vegetal y su procedimiento de obtencion. |
US7863466B2 (en) | 2005-04-15 | 2011-01-04 | Toyo Shinyaku Co., Ltd. | Method of producing proanthocyanidin-containing material |
JP2009091315A (ja) * | 2007-10-10 | 2009-04-30 | Nth:Kk | ナチュラルヘナ抽出物とその用途 |
Also Published As
Publication number | Publication date |
---|---|
JPS6222990B2 (enrdf_load_stackoverflow) | 1987-05-20 |
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