CN103263432B - Traditional Chinese medicine monomer compound preparation for preventing and treating diabetic heart injuries and preparation method thereof - Google Patents
Traditional Chinese medicine monomer compound preparation for preventing and treating diabetic heart injuries and preparation method thereof Download PDFInfo
- Publication number
- CN103263432B CN103263432B CN201310233021.3A CN201310233021A CN103263432B CN 103263432 B CN103263432 B CN 103263432B CN 201310233021 A CN201310233021 A CN 201310233021A CN 103263432 B CN103263432 B CN 103263432B
- Authority
- CN
- China
- Prior art keywords
- monomer
- preparation
- buckwheat
- quercetin
- resveratrol
- 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 - Fee Related
Links
- 239000000178 monomer Substances 0.000 title claims abstract description 106
- 238000002360 preparation method Methods 0.000 title claims abstract description 49
- 206010012601 diabetes mellitus Diseases 0.000 title claims abstract description 37
- 150000001875 compounds Chemical class 0.000 title claims abstract description 32
- 239000003814 drug Substances 0.000 title claims abstract description 28
- 208000013875 Heart injury Diseases 0.000 title abstract 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims abstract description 54
- 241000219051 Fagopyrum Species 0.000 claims abstract description 40
- 235000009419 Fagopyrum esculentum Nutrition 0.000 claims abstract description 40
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 claims abstract description 33
- 229960004555 rutoside Drugs 0.000 claims abstract description 33
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 claims abstract description 32
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 claims abstract description 32
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 claims abstract description 32
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 claims abstract description 32
- 235000005493 rutin Nutrition 0.000 claims abstract description 32
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 claims abstract description 27
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 claims abstract description 27
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 claims abstract description 27
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 claims abstract description 27
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 claims abstract description 27
- 235000005875 quercetin Nutrition 0.000 claims abstract description 27
- 229960001285 quercetin Drugs 0.000 claims abstract description 27
- 229940016667 resveratrol Drugs 0.000 claims abstract description 27
- 235000021283 resveratrol Nutrition 0.000 claims abstract description 27
- 230000003683 cardiac damage Effects 0.000 claims description 14
- 238000000605 extraction Methods 0.000 claims description 12
- 229940079593 drug Drugs 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 239000000284 extract Substances 0.000 claims description 9
- 229920001661 Chitosan Polymers 0.000 claims description 4
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- AZHSSKPUVBVXLK-UHFFFAOYSA-N ethane-1,1-diol Chemical compound CC(O)O AZHSSKPUVBVXLK-UHFFFAOYSA-N 0.000 claims description 4
- 229930003944 flavone Natural products 0.000 claims description 4
- 150000002212 flavone derivatives Chemical class 0.000 claims description 4
- 235000011949 flavones Nutrition 0.000 claims description 4
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 2
- 241000700159 Rattus Species 0.000 abstract description 16
- 230000006378 damage Effects 0.000 abstract description 11
- 230000000694 effects Effects 0.000 abstract description 11
- 210000004165 myocardium Anatomy 0.000 abstract description 7
- 208000027418 Wounds and injury Diseases 0.000 abstract description 5
- 208000014674 injury Diseases 0.000 abstract description 5
- 241001465754 Metazoa Species 0.000 abstract description 3
- 238000002474 experimental method Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 230000009471 action Effects 0.000 abstract description 2
- 231100000331 toxic Toxicity 0.000 abstract description 2
- 230000002588 toxic effect Effects 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
- 239000008103 glucose Substances 0.000 description 4
- 230000003449 preventive effect Effects 0.000 description 4
- 230000001225 therapeutic effect Effects 0.000 description 4
- 101710155857 C-C motif chemokine 2 Proteins 0.000 description 3
- 102000000018 Chemokine CCL2 Human genes 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 239000002775 capsule Substances 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 230000002526 effect on cardiovascular system Effects 0.000 description 3
- 230000004217 heart function Effects 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 102100021943 C-C motif chemokine 2 Human genes 0.000 description 2
- ZSJLQEPLLKMAKR-UHFFFAOYSA-N Streptozotocin Natural products O=NN(C)C(=O)NC1C(O)OC(CO)C(O)C1O ZSJLQEPLLKMAKR-UHFFFAOYSA-N 0.000 description 2
- 230000010354 integration Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000007170 pathology Effects 0.000 description 2
- 239000006187 pill Substances 0.000 description 2
- 239000013641 positive control Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 238000003127 radioimmunoassay Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- ZSJLQEPLLKMAKR-GKHCUFPYSA-N streptozocin Chemical compound O=NN(C)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O ZSJLQEPLLKMAKR-GKHCUFPYSA-N 0.000 description 2
- 229960001052 streptozocin Drugs 0.000 description 2
- 208000021479 Cardiovascular injury Diseases 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 208000032781 Diabetic cardiomyopathy Diseases 0.000 description 1
- 108700012928 MAPK14 Proteins 0.000 description 1
- 102000054819 Mitogen-activated protein kinase 14 Human genes 0.000 description 1
- 241000594182 Sarcophaga sigma Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 210000001015 abdomen Anatomy 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- 230000002547 anomalous effect Effects 0.000 description 1
- 230000003178 anti-diabetic effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000003927 comet assay Methods 0.000 description 1
- 231100000170 comet assay Toxicity 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 238000003304 gavage Methods 0.000 description 1
- 210000005003 heart tissue Anatomy 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 230000003680 myocardial damage Effects 0.000 description 1
- 229940127017 oral antidiabetic Drugs 0.000 description 1
- 239000003538 oral antidiabetic agent Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000036178 pleiotropy Effects 0.000 description 1
- 238000004393 prognosis Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
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- 238000000638 solvent extraction Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000820 toxicity test Toxicity 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Claims (2)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN201310233021.3A CN103263432B (en) | 2013-06-13 | 2013-06-13 | Traditional Chinese medicine monomer compound preparation for preventing and treating diabetic heart injuries and preparation method thereof |
Applications Claiming Priority (1)
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CN201310233021.3A CN103263432B (en) | 2013-06-13 | 2013-06-13 | Traditional Chinese medicine monomer compound preparation for preventing and treating diabetic heart injuries and preparation method thereof |
Publications (2)
Publication Number | Publication Date |
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CN103263432A CN103263432A (en) | 2013-08-28 |
CN103263432B true CN103263432B (en) | 2014-09-03 |
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CN201310233021.3A Expired - Fee Related CN103263432B (en) | 2013-06-13 | 2013-06-13 | Traditional Chinese medicine monomer compound preparation for preventing and treating diabetic heart injuries and preparation method thereof |
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CN (1) | CN103263432B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107343885B (en) * | 2017-07-10 | 2019-09-17 | 温州医科大学 | A kind of AZA resveratrol-chalcone derivative is preparing the application in treating diabetic complications drug |
CN108420816A (en) * | 2018-06-07 | 2018-08-21 | 华北理工大学 | A kind of Compound Chinese Herbal Monomer Recipe preparation and preparation method thereof of prevention diabetic heart damage |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW201102108A (en) * | 2009-07-15 | 2011-01-16 | Univ Nat Pingtung Sci & Tech | A natural facial-cleaning component |
-
2013
- 2013-06-13 CN CN201310233021.3A patent/CN103263432B/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW201102108A (en) * | 2009-07-15 | 2011-01-16 | Univ Nat Pingtung Sci & Tech | A natural facial-cleaning component |
Non-Patent Citations (2)
Title |
---|
Mingmei Zhou,et al.Transcription and metabonomic profiling reveal synergistic effects of quercetin and resveratrol supplementation in high fat diet fed mice.《Journal of Proteome Research》.2012,第11卷第4961-4971页. * |
单俊杰,等.抗糖尿病及并发症黄酮类化合物的研究进展.《中国新药杂志》.2008,第17卷(第12期),第998-1006页. * |
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Legal Events
Date | Code | Title | Description |
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C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
CB03 | Change of inventor or designer information |
Inventor after: Lei Peizhu Inventor before: Jiang Yan Inventor before: Gou Xiangbo Inventor before: Han Ting Inventor before: Zhang Bonan Inventor before: Li Qian Inventor before: Guo Jing Inventor before: Yuan Yuan Inventor before: Zhang Jia Inventor before: Han Shuying Inventor before: Wang Zhilu Inventor before: Ji Jianxiu Inventor before: Chen Wei Inventor before: Cheng Yuefa Inventor before: Wei Bo Inventor before: Wang Jianxing Inventor before: Jin Ling |
|
CB03 | Change of inventor or designer information | ||
CP03 | Change of name, title or address |
Address after: 063210 Tangshan City Road, Tangshan, Hebei Bay ecological city, Bohai Avenue, No. 21 Patentee after: NORTH CHINA University OF SCIENCE AND TECHNOLOGY Address before: 063000 Tangshan City South Road, Hebei, No. 57 Patentee before: Hebei United University |
|
CP03 | Change of name, title or address | ||
TR01 | Transfer of patent right |
Effective date of registration: 20170918 Address after: 355007, Fujian Province, Fu'an City, Kang village, red Ping Village No. 58 Patentee after: Lei Peizhu Address before: 063210 Tangshan City Road, Tangshan, Hebei Bay ecological city, Bohai Avenue, No. 21 Patentee before: NORTH CHINA University OF SCIENCE AND TECHNOLOGY |
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TR01 | Transfer of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20140903 Termination date: 20180613 |
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CF01 | Termination of patent right due to non-payment of annual fee |