JPH0477730B2 - - Google Patents
Info
- Publication number
- JPH0477730B2 JPH0477730B2 JP59097620A JP9762084A JPH0477730B2 JP H0477730 B2 JPH0477730 B2 JP H0477730B2 JP 59097620 A JP59097620 A JP 59097620A JP 9762084 A JP9762084 A JP 9762084A JP H0477730 B2 JPH0477730 B2 JP H0477730B2
- Authority
- JP
- Japan
- Prior art keywords
- influenza virus
- administered
- formula
- extract
- acid
- 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.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 claims description 9
- 241000700605 Viruses Species 0.000 claims description 7
- 206010022000 influenza Diseases 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 241000712461 unidentified influenza virus Species 0.000 description 10
- 210000004072 lung Anatomy 0.000 description 8
- 241000699670 Mus sp. Species 0.000 description 6
- 239000003814 drug Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 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 4
- 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 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 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 4
- 229940074393 chlorogenic acid Drugs 0.000 description 4
- 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 4
- 235000001368 chlorogenic acid Nutrition 0.000 description 4
- 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 4
- 229940079593 drug Drugs 0.000 description 4
- 208000015181 infectious disease Diseases 0.000 description 4
- 239000000401 methanolic extract Substances 0.000 description 4
- 201000009240 nasopharyngitis Diseases 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000002021 butanolic extract Substances 0.000 description 3
- 229950009125 cynarine Drugs 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000009385 viral infection Effects 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 244000020551 Helianthus annuus Species 0.000 description 2
- 235000003222 Helianthus annuus Nutrition 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002953 preparative HPLC Methods 0.000 description 2
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000004083 survival effect Effects 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- 238000002636 symptomatic treatment Methods 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- 241000208828 Caprifoliaceae Species 0.000 description 1
- 208000003322 Coinfection Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 244000167230 Lonicera japonica Species 0.000 description 1
- 235000017617 Lonicera japonica Nutrition 0.000 description 1
- 206010035737 Pneumonia viral Diseases 0.000 description 1
- 229920005654 Sephadex Polymers 0.000 description 1
- 239000012507 Sephadex™ Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000000449 magic angle spinning nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007721 medicinal effect Effects 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 208000009421 viral pneumonia Diseases 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9762084A JPS60243016A (ja) | 1984-05-17 | 1984-05-17 | 抗インフルエンザウイルス剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9762084A JPS60243016A (ja) | 1984-05-17 | 1984-05-17 | 抗インフルエンザウイルス剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60243016A JPS60243016A (ja) | 1985-12-03 |
| JPH0477730B2 true JPH0477730B2 (de) | 1992-12-09 |
Family
ID=14197242
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9762084A Granted JPS60243016A (ja) | 1984-05-17 | 1984-05-17 | 抗インフルエンザウイルス剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60243016A (de) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3603576A1 (de) * | 1986-02-06 | 1987-08-13 | Code Kaffee Handel | Verwendung von gerbstoffen und/oder chlorogensaeure sowie nahrungs-, genuss- und/oder arzneimittel mit gerbstoff- und/oder chlorogensaeurezusatz |
| JPS63139124A (ja) * | 1986-12-01 | 1988-06-10 | Terumo Corp | 腎炎治療剤 |
| TW255880B (de) * | 1992-09-09 | 1995-09-01 | Hoechst Ag | |
| DE4416433A1 (de) * | 1994-05-10 | 1995-11-16 | Hoechst Ag | Cyclohexan-Derivate, Verfahren zu ihrer Herstellung und die Verwendung der Verbindungen zur Behandlung von Krankheiten |
| US6083921A (en) * | 1998-01-12 | 2000-07-04 | Xu; Kai Jian | Pharmaceutical compositions and method of using same |
| AU2001288870A1 (en) * | 2000-09-06 | 2002-03-22 | Pan Pacific Pharmaceuticals, Inc. | Antiviral compounds and method of treating viral infections |
| US6632459B2 (en) | 2000-12-11 | 2003-10-14 | Nutricia N.V. | Chlorogenic acid and an analog thereof for immune system stimulation |
| KR100759466B1 (ko) | 2005-02-21 | 2007-10-04 | 한국생명공학연구원 | 3-카페오일-4-다이하이드로카페오일 퀴닌산을 함유하는 비만 예방 및 치료용 조성물 |
| AT510585B1 (de) * | 2010-11-18 | 2012-05-15 | Apeptico Forschung & Entwicklung Gmbh | Zusammensetzung umfassend ein peptid und ein hemmstoff der viralen neuraminidase |
| CN103102270A (zh) * | 2011-11-09 | 2013-05-15 | 安康市天源植物提取有限公司 | 一种绿原酸的制取方法 |
| CN103058871B (zh) * | 2012-12-03 | 2015-07-08 | 中国农业科学院烟草研究所 | 一种烟草绿原酸的分离纯化方法 |
| CN103183616B (zh) * | 2012-12-06 | 2014-12-03 | 长沙理工大学 | 一种从红腺忍冬叶制备绿原酸的方法 |
| CN105085265B (zh) * | 2014-05-09 | 2017-11-07 | 四川九章生物科技有限公司 | 一种绿原酸原料或原料药及其制备方法和质量检测方法 |
| CN108084044B (zh) * | 2017-11-14 | 2020-07-03 | 湖南天济草堂制药股份有限公司 | 一种千里光衍生物及其在药物中的应用 |
-
1984
- 1984-05-17 JP JP9762084A patent/JPS60243016A/ja active Granted
Non-Patent Citations (1)
| Title |
|---|
| J.FOOD.SCI=1976 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60243016A (ja) | 1985-12-03 |
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