JPH0463857B2 - - Google Patents
Info
- Publication number
- JPH0463857B2 JPH0463857B2 JP50217983A JP50217983A JPH0463857B2 JP H0463857 B2 JPH0463857 B2 JP H0463857B2 JP 50217983 A JP50217983 A JP 50217983A JP 50217983 A JP50217983 A JP 50217983A JP H0463857 B2 JPH0463857 B2 JP H0463857B2
- Authority
- JP
- Japan
- Prior art keywords
- berberine
- heart
- compounds
- cardiac
- group
- 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
Links
- QISXPYZVZJBNDM-UHFFFAOYSA-N berberine Natural products COc1ccc2C=C3N(Cc2c1OC)C=Cc4cc5OCOc5cc34 QISXPYZVZJBNDM-UHFFFAOYSA-N 0.000 description 252
- 229940093265 berberine Drugs 0.000 description 251
- YBHILYKTIRIUTE-UHFFFAOYSA-N berberine Chemical compound C1=C2CC[N+]3=CC4=C(OC)C(OC)=CC=C4C=C3C2=CC2=C1OCO2 YBHILYKTIRIUTE-UHFFFAOYSA-N 0.000 description 249
- 150000001875 compounds Chemical class 0.000 description 214
- 230000000694 effects Effects 0.000 description 154
- 210000002216 heart Anatomy 0.000 description 143
- 241000282472 Canis lupus familiaris Species 0.000 description 116
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- 229940079593 drug Drugs 0.000 description 82
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- 206010003119 arrhythmia Diseases 0.000 description 74
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- 238000002474 experimental method Methods 0.000 description 58
- 239000000203 mixture Substances 0.000 description 51
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- 230000001225 therapeutic effect Effects 0.000 description 29
- -1 methylenedioxy group Chemical group 0.000 description 28
- 238000000034 method Methods 0.000 description 27
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- 238000001802 infusion Methods 0.000 description 26
- UICBHOXXGLYZJH-UHFFFAOYSA-N 5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium Chemical class C1=CC=C2CC[N+]3=CC4=CC=CC=C4C=C3C2=C1 UICBHOXXGLYZJH-UHFFFAOYSA-N 0.000 description 25
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- LPMXVESGRSUGHW-HBYQJFLCSA-N ouabain Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1C[C@@]2(O)CC[C@H]3[C@@]4(O)CC[C@H](C=5COC(=O)C=5)[C@@]4(C)C[C@@H](O)[C@@H]3[C@@]2(CO)[C@H](O)C1 LPMXVESGRSUGHW-HBYQJFLCSA-N 0.000 description 22
- 150000003839 salts Chemical class 0.000 description 22
- AEQDJSLRWYMAQI-KRWDZBQOSA-N tetrahydropalmatine Chemical compound C1CN2CC(C(=C(OC)C=C3)OC)=C3C[C@H]2C2=C1C=C(OC)C(OC)=C2 AEQDJSLRWYMAQI-KRWDZBQOSA-N 0.000 description 22
- AEQDJSLRWYMAQI-UHFFFAOYSA-N Tetrahydropalmatine Natural products C1CN2CC(C(=C(OC)C=C3)OC)=C3CC2C2=C1C=C(OC)C(OC)=C2 AEQDJSLRWYMAQI-UHFFFAOYSA-N 0.000 description 21
- 229930013930 alkaloid Natural products 0.000 description 21
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- LPMXVESGRSUGHW-UHFFFAOYSA-N Acolongiflorosid K Natural products OC1C(O)C(O)C(C)OC1OC1CC2(O)CCC3C4(O)CCC(C=5COC(=O)C=5)C4(C)CC(O)C3C2(CO)C(O)C1 LPMXVESGRSUGHW-UHFFFAOYSA-N 0.000 description 19
- VKJGBAJNNALVAV-UHFFFAOYSA-M Berberine chloride (TN) Chemical compound [Cl-].C1=C2CC[N+]3=CC4=C(OC)C(OC)=CC=C4C=C3C2=CC2=C1OCO2 VKJGBAJNNALVAV-UHFFFAOYSA-M 0.000 description 19
- 206010007559 Cardiac failure congestive Diseases 0.000 description 19
- LPMXVESGRSUGHW-GHYGWZAOSA-N Ouabain Natural products O([C@@H]1[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O1)[C@H]1C[C@@H](O)[C@@]2(CO)[C@@](O)(C1)CC[C@H]1[C@]3(O)[C@@](C)([C@H](C4=CC(=O)OC4)CC3)C[C@@H](O)[C@H]21 LPMXVESGRSUGHW-GHYGWZAOSA-N 0.000 description 19
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- 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 17
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 17
- 239000003795 chemical substances by application Substances 0.000 description 17
- 239000011574 phosphorus Substances 0.000 description 17
- 241000700159 Rattus Species 0.000 description 16
- 239000003416 antiarrhythmic agent Substances 0.000 description 16
- 229940097217 cardiac glycoside Drugs 0.000 description 16
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- 230000000297 inotrophic effect Effects 0.000 description 16
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 16
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 12
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- LTMHDMANZUZIPE-UHFFFAOYSA-N digoxine Natural products C1C(O)C(O)C(C)OC1OC1C(C)OC(OC2C(OC(OC3CC4C(C5C(C6(CCC(C6(C)C(O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)CC2O)C)CC1O LTMHDMANZUZIPE-UHFFFAOYSA-N 0.000 description 11
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
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- 150000001299 aldehydes Chemical class 0.000 description 10
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 10
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- LTMHDMANZUZIPE-AMTYYWEZSA-N Digoxin Natural products O([C@H]1[C@H](C)O[C@H](O[C@@H]2C[C@@H]3[C@@](C)([C@@H]4[C@H]([C@]5(O)[C@](C)([C@H](O)C4)[C@H](C4=CC(=O)OC4)CC5)CC3)CC2)C[C@@H]1O)[C@H]1O[C@H](C)[C@@H](O[C@H]2O[C@@H](C)[C@H](O)[C@@H](O)C2)[C@@H](O)C1 LTMHDMANZUZIPE-AMTYYWEZSA-N 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
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- LTMHDMANZUZIPE-PUGKRICDSA-N digoxin Chemical compound C1[C@H](O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)[C@H](O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O LTMHDMANZUZIPE-PUGKRICDSA-N 0.000 description 9
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- RNLQIBCLLYYYFJ-UHFFFAOYSA-N amrinone Chemical compound N1C(=O)C(N)=CC(C=2C=CN=CC=2)=C1 RNLQIBCLLYYYFJ-UHFFFAOYSA-N 0.000 description 8
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Landscapes
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US378122 | 1982-05-14 | ||
US409883 | 1982-08-20 | ||
PCT/US1983/000729 WO1983003970A1 (en) | 1982-05-14 | 1983-05-13 | Compounds, compositions and method of treatment for improving circulatory performance |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59500965A JPS59500965A (ja) | 1984-05-31 |
JPH0463857B2 true JPH0463857B2 (es) | 1992-10-13 |
Family
ID=22175130
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP50217983A Granted JPS59500965A (ja) | 1982-05-14 | 1983-05-13 | 循環機能改善のための、化合物、組成物および治療方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59500965A (es) |
-
1983
- 1983-05-13 JP JP50217983A patent/JPS59500965A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS59500965A (ja) | 1984-05-31 |
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