Isorhynchophylline: A plant alkaloid with therapeutic potential for cardiovascular and central nervous system diseases

Fitoterapia

Volumn 83, Issue 4, 2012, Pages 617-626

  Zhou, Ji Yin ^a   Zhou, Shi Wen ^a  

^a THIRD MILITARY MEDICAL UNIVERSITY   (China)

Author keywords

Antiarrhythmia; Antihypertensive; Isorhynchophylline; Neuroprotective; Sedation

Indexed keywords

2 AMINO 5 PHOSPHONOVALERIC ACID; ALKALOID; AMYLOID BETA PROTEIN[25-35]; CALCIUM ANTAGONIST; CHINESE DRUG; CHOTO SAN; CISPLATIN; CORYNOXEINE; DIAZEPAM; DOXORUBICIN; DRUG METABOLITE; ETOPOSIDE; GEISSOSCHIZINE METHYL ETHER; HIRSUTEINE; HIRSUTINE; ISORHYNCHOPHYLLINE; KETANSERIN; MECAMYLAMINE; N METHYL DEXTRO ASPARTIC ACID RECEPTOR; NICARDIPINE; NOOTROPIC AGENT; OXOTREMORINE; PIRENZEPINE; RHYNCHOPHYLLINE; SCOPOLAMINE; SEROTONIN 1A RECEPTOR; SEROTONIN 2A RECEPTOR; UNCLASSIFIED DRUG; UNINDEXED DRUG; VERAPAMIL; VINCRISTINE;

ALZHEIMER DISEASE; AMNESIA; ANTICOAGULATION; APOPTOSIS; BIOAVAILABILITY; BLOOD BRAIN BARRIER; BLOOD PRESSURE; CANCER CHEMOTHERAPY; CARDIOVASCULAR DISEASE; CARDIOVASCULAR EFFECT; CARDIOVASCULAR SYSTEM; CENTRAL NERVOUS SYSTEM; CHINESE MEDICINE; CHOLINERGIC SYSTEM; CHRONOTROPISM; DEMENTIA; DOSE RESPONSE; DRUG DOSE COMPARISON; DRUG DOSE INCREASE; DRUG EFFECT; DRUG HALF LIFE; DRUG HYDROXYLATION; DRUG MECHANISM; DRUG METABOLISM; DRUG SAFETY; DRUG STRUCTURE; HEART ARRHYTHMIA; HEART MUSCLE CONTRACTILITY; HEART MUSCLE OXYGEN CONSUMPTION; HEART RATE; HUMAN; HYPERTENSION; HYPOXIA; IN VITRO STUDY; INOTROPISM; INTESTINE CONTRACTION; LIQUID CHROMATOGRAPHY; LISTERIOSIS; LUNG ADENOCARCINOMA; MASS SPECTROMETRY; MEDICINAL PLANT; MICROGLIA; MULTIDRUG RESISTANCE; NERVE CELL; NEUROLOGIC DISEASE; NEUROPROTECTION; NEUROTOXICITY; NEUROTRANSMISSION; NONHUMAN; PARKINSON DISEASE; PRIORITY JOURNAL; REVIEW; SEDATION; SEROTONINERGIC SYSTEM; THROMBOCYTE AGGREGATION INHIBITION; THROMBOSIS; TISSUE DISTRIBUTION; UNCARIA; VASCULAR SMOOTH MUSCLE; VASODILATATION;

CARDIOVASCULAR AGENTS; CARDIOVASCULAR DISEASES; CENTRAL NERVOUS SYSTEM DISEASES; HUMANS; INDOLE ALKALOIDS; NEUROPROTECTIVE AGENTS; PHYTOTHERAPY; PLANT EXTRACTS; UNCARIA;

UNCARIA;

EID: 84862822420     PISSN: 0367326X     EISSN: 18736971     Source Type: Journal    
DOI: 10.1016/j.fitote.2012.02.010     Document Type: Review

References (59)

1. J. Zhang, C.J. Yang, and D.G. Wu Studies on the chemical constituents of sharpleaf gambir plant (Uncaria rhynchophylla) (II) Chin Tradit Herbal Drugs 29 1998 649 651
2. E. Yamanaka, Y. Kimizuka, N. Aimi, S. Sakai, and J. Haginiwa Studies of plants containing indole alkaloids. IX. Quantitative analysis of tertiary alkaloids in various parts of Uncaria rhynchophylla MIQ Yakugaku Zasshi 103 1983 1028 1033
3. K. Nagata, H. Ishikawa, A. Tanaka, M. Miyazaki, T. Kanemitsu, and T. Itoh Formal syntheses of dihydrocorynantheine and isorhynchophylline via proline catalyzed Mannich-Michael reaction Heterocycles 81 2010 1791 1798
4. A. Deiters, M. Pettersson, and S.F. Martin General strategy for the syntheses of corynanthe, tacaman, and oxindole alkaloids J Org Chem 71 2006 6547 6561
5. S. Zhang, Y. Murakami, M. Tohda, K. Matsumoto, I. Sakakibara, and H. Takayama Protective effect of Choto-san, Chotoko and its alkaloids on experimental vascular dementia in mice: elucidation using Morris water maze test J Tradit Med 19 2002 28 36
6. A.F. Mohamed, K. Matsumoto, K. Tabata, H. Takayama, M. Kitajima, and H. Watanabe Effects of Uncaria tomentosa total alkaloid and its components on experimental amnesia in mice: elucidation using the passive avoidance test J Pharm Pharmacol 52 2000 1553 1561
7. Z.X. Mo, and Q. Yang The effects of rhynchophylla alkaloids on amphetamine-induced behavioral sensitization in mice Chin J Drug Depend 14 2005 421 424
8. T.H. Kang, Y. Murakami, K. Matsumoto, H. Takayama, M. Kitajima, and N. Aimi Rhynchophylline and isorhynchophylline inhibit NMDA receptors expressed in Xenopus oocytes Eur J Pharmacol 455 2002 27 34
9. Z.X. Mo, D.D. Xu, and K.L. Ken Effects of rhynchophylline on rat cortical neurons stressed by methamphetamine Pharmacologyonline 2006 856 861
10. J. Zhou, and S. Zhou Antihypertensive and neuroprotective activities of rhynchophylline: the role of rhynchophylline in neurotransmission and ion channel activity J Ethnopharmacol 132 2010 15 27
11. J.S. Shi, J.X. Yu, X.P. Chen, and R.X. Xu Pharmacological actions of Uncaria alkaloids, rhynchophylline and isorhynchophylline Acta Pharmacol Sin 24 2003 97 101
12. Y. Ozaki Pharmacological studies of indole alkaloids obtained from domestic plants, Uncaria rhynchophylla Miq. and Amsonia elliptica Roem. et Schult Nippon Yakurigaku Zasshi 94 1989 17 26
13. C.Q. Song, Y. Fan, W.H. Huang, D.Z. Wu, and Z.B. Hu Different hypotentive effects of various active constituents isolated from Uncaria rhynchophylla Chin Tradit Herb Drugs 31 2000 762 764
14. J.S. Shi, G.X. Liu, Q. Wu, Y.P. Huang, and X.D. Zhang Effects of rhynchophylline and isorhynchophylline on blood pressure and blood flow of organs in anesthetized dogs Zhongguo Yao Li Xue Bao 13 1992 35 38
15. J. Shi, G. Liu, Q. Wu, W. Zhang, and X. Huang Hypotensive and hemodynamic effects of isorhynchophylline in conscious rats and anaesthetized dogs Chin J Pharmacol Toxicol 3 1989 205 211
16. X.N. Huang, Q. Wu, and J.S. Shi Effects of rhynchophylline and isorhynchophylline on the contractile responses of rat isolated mesenteric arteries and tail artery Acta Acad Med Zunyi 17 1994 7 10
17. W.B. Zhang, C.X. Chen, S.M. Sim, and C.Y. Kwan In vitro vasodilator mechanisms of the indole alkaloids rhynchophylline and isorhynchophylline, isolated from the hook of Uncaria rhynchophylla (Miquel) Naunyn Schmiedebergs Arch Pharmacol 369 2004 232 238
18. J. Yu, Q. Wu, X. Xie, X. Huang, A. Sun, and J. Shi Relationship of cardiovascular effects and plasma concentration of isorhynchophylline in anesthetized cats Chin J Pharmacol Toxicol 16 2002 191 194
19. R. Gan, G. Dong, J. Yu, X. Wang, S. Fu, and S. Yang Protective effects of isorhynchophylline on cardiac arrhythmias in rats and guinea pigs Planta Med 77 2011 1477 1481
20. A. Sun, W. Zhang, and G. Liu Effects of isorhynchophylline on heart conduction function in anesthetized rabbits Chin J Pharmacol Toxicol 9 1995 113 115
21. B. Huang, Q. Wu, G. Wen, Y. Lu, and J. Shi Effects of isohynchophylline concentration in plasma on heart rate and His bundle electrograms in the rabbits Acta Acad Med Zunyi 24 2001 10 11
22. B. Huang, Q. Wu, G. Wun, Y. Lu, and J. Shi The effect of concentration of isorhynchophylline in plasma on the blood pressure and myocardial contractility of the rats Acta Acad Med Zunyi 23 2000 299 300
23. Y. Zhu, X. Huang, and G. Liu Effects of isorhynchophylline on physiological characteristics of isolated guinea pig atrium Zhongguo Zhong Yao Za Zhi 20 1995 112 114 28
24. Y. Zhu, G.X. Liu, and X.N. Huang Negatively chronotropic and inotropic effects of rhynchophylline and isorhynchophylline on isolated guinea pig atria Chin J Pharmacol Toxicol 7 1993 117 121
25. Y. Zhu The negative chronotropic effect of isorhynchophylline and its mechanism Zhongguo Zhong Yao Za Zhi 18 1993 745 747 64
26. J. Shi, Q. Wu, and G. Liu Effects of isorhynchophylline in isolated rabbit aortic strip Acta Acad Med Zunyi 13 1990 16 19
27. 45Ca-transportation in rabbit aorta Chin Pharmacol Bull 9 1993 428 430
28. J. Yamahara, S. Miki, H. Matsuda, G. Kobayashi, and H. Fujimura Screening test for calcium antagonist in natural products. The active principles of Uncariae ramulus et uncus Nippon Yakurigaku Zasshi 90 1987 133 140
29. I. Sakakibara, S. Terabayashi, M. Kubo, M. Higuchi, Y. Komatsu, and M. Okada Effect on locomotion of indole alkaloids from the hooks of Uncaria plants Phytomedicine 6 1999 163 168
30. 2A receptor function in the brain: behavioural and electrophysiological studies Eur J Pharmacol 517 2005 191 199
31. H. Watanabe, Q. Zhao, K. Matsumoto, M. Tohda, Y. Murakami, and S.H. Zhang Pharmacological evidence for antidementia effect of Choto-san (Gouteng-san), a traditional Kampo medicine Pharmacol Biochem Behav 75 2003 635 643
32. S. Imamura, M. Tabuchi, H. Kushida, A. Nishi, H. Kanno, and T. Yamaguchi The blood-brain barrier permeability of geissoschizine methyl ether in Uncaria hook, a galenical constituent of the traditional Japanese medicine yokukansan Cell Mol Neurobiol 31 2011 787 793
33. T.H. Kang, Y. Murakami, H. Takayama, M. Kitajima, N. Aimi, and H. Watanabe Protective effect of rhynchophylline and isorhynchophylline on in vitro ischemia-induced neuronal damage in the hippocampus: putative neurotransmitter receptors involved in their action Life Sci 76 2004 331 343
34. Y. Shimada, H. Goto, T. Itoh, I. Sakakibara, M. Kubo, and H. Sasaki Evaluation of the protective effects of alkaloids isolated from the hooks and stems of Uncaria sinensis on glutamate-induced neuronal death in cultured cerebellar granule cells from rats J Pharm Pharmacol 51 1999 715 722
35. Z. Kawakami, Y. Ikarashi, and Y. Kase Isoliquiritigenin is a novel NMDA receptor antagonist in kampo medicine yokukansan Cell Mol Neurobiol 31 2011 1203 1212
36. Y.F. Xian, Z.X. Lin, Q.Q. Mao, S.P. Ip, Z.R. Su, and X.P. Lai Protective effect of isorhynchophylline against beta-amyloid-induced neurotoxicity in PC12 cells Cell Mol Neurobiol 2011 10.1007/s10571-011-9763-5
37. J.H. Lu, J.Q. Tan, S.S. Durairajan, L.F. Liu, Z.H. Zhang, and L. Ma Isorhynchophylline, a natural alkaloid, promotes the degradation of alpha-synuclein in neuronal cells via inducing autophagy Autophagy 8 2012 98 108
38. D. Yuan, B. Ma, C. Wu, J. Yang, L. Zhang, and S. Liu Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia J Nat Prod 71 2008 1271 1274
39. D. Yuan, B. Ma, J.Y. Yang, Y.Y. Xie, L. Wang, and L.J. Zhang Anti-inflammatory effects of rhynchophylline and isorhynchophylline in mouse N9 microglial cells and the molecular mechanism Int Immunopharmacol 9 2009 1549 1554
40. Y. Song, J.P. Liu, F.G. Shi, Z. Lan, L.F. Li, and S.P. Ma Inhibitory effect of isorhynchophylline on lipopolysaccharide stimulated release of inflammatory mediators in primary rat astrocytes Pharmacol Clin Res 19 2011 311 314
41. X. Xie, M. Wu, Q. Wu, X. Huang, Q. Gong, and J. Shi Effect of isorhynchophylline on platelet aggregation and thrombosis Chin Pharm J 43 2008 280 283
42. X. Xie, M. Wu, Q. Wu, X. Huang, Q. Gong, and J. Shi Effect of isorhynchophylline on platelet aggregation and cytoplasmic free calcium level in rabbit platelets in vitro Chin J Pharmacol Toxicol 22 2008 116 119
43. X. Xie, M. Wu, Q. Wu, X. Huang, Q. Gong, and J. Shi Inhibitory effect of isorhynchophylline on platelet aggregation and thrombosis Chin Pharmacol Bull 23 2007 1636 1638
44. J.C. Sun, D.M. Qi, H.L. Zhou, and Y.L. Li The influence of Gouteng alkaloid on SHR aorta smooth muscle cell apoptosis and proliferation Chin Pharmacol Bull 27 2011 925 929
45. Y. Li Effects of rhynchophylline and isorhynchophylline on the apoptosis of vascular smooth muscle cell induced by angiotensin II in rats Chin J Arterioscler 16 2008 681 684
46. F. Zhang, A.S. Sun, L.M. Yu, Q. Wu, and Q.H. Gong Effects of isorhynchophylline on angiotensin II-induced proliferation in rat vascular smooth muscle cells J Pharm Pharmacol 60 2008 1673 1678
47. Y.L. Li Effect of rhynchophylline and isorhynchophylline on the proliferation of rat vascular smooth muscle cell induced by angiotensin II Chin Pharmacol Bull 24 2008 53 58
48. Y. Zhou, M. Tang, and S. Liu Reversal effect of isorhynchophylline on lung adenocarcinoma drug-resistant cell line A549/DDP Chin J New Drugs 18 2009 1338 1342
49. Z. Zhou, and Y. Zhou Effect of isorhynchophylline liposomes on cisplatin resistance of human lung adenocarcinoma cell line A549/DDP J Tradit Chin Med Univ Hunan 28 2008 29 31
50. Y. Zhou, Z. Zhou, and R. Zeng Reversal effect of isorhynchophylline on cisplatin resistance of line A549/DDP human lung adenocarcinoma cells Cent South Pharm 6 2008 267 270
51. X. Chen, J. Xu, X. Mu, Y. Hu, G. Hu, and H. Duan Effects of rhynchophylline and isorhynchophylline on nitric oxide and endothelin-1 secretion from RIMECs induced by Listeriolysin O in vitro Vet Microbiol 143 2010 262 269
52. W. Wang, C.M. Ma, and M. Hattori Metabolism of isorhynchophylline in rats detected by LC-MS J Pharm Pharm Sci 13 2010 27 37
53. J. Yu, X. Xie, Q. Wu, X. Huang, A. Sun, and J. Shi Mass spectroscopic identification and pharmacological effect of the metabolite of isorhynchophylline Chin Remedies Clin 5 2005 7 9
54. B. Huang, Q. Wu, G. Wen, Y. Lu, and J. Shi The distribution of isorhynchophylline in the tissues of the rats and the determination of its plasma half-life time Acta Acad Med Zunyi 24 2001 119 120
55. J. Yu, and J. Shi RP-HPLC method for determination of pharmacokinetics of isorhynchophylline and its metabolites in cats J Zhenjiang Med Coll 12 2002 8 9
56. B. Huang, Q. Wu, Y. Lu, G. Wen, and J. Shi RP-HPLC method for determination of isorhynchophylline in plasma and its pharmacokinetics in rabbits Yao Xue Xue Bao 33 1998 48 51
57. V. Sinou, J. Fiot, N. Taudon, J. Mosnier, M. Martelloni, and S.S. Bun High-performance liquid chromatographic method for the quantification of Mitragyna inermis alkaloids in order to perform pharmacokinetic studies J Sep Sci 33 2010 1863 1869
58. Q. Wang, and J.J. Li Effects of rhynchophylline on partial pharmacevtical action in cardiovascular system Ningxia Med J 20 1998 289 291
59. J. Shi, G. Liu, Q. Wu, and X. Huang Hypotensive effects of rhynchophylline in conscious rats and anesthetized dogs Acta Acad Med Zunyi 12 1989 13 17