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Volumn 3, Issue 4, 2008, Pages 643-653

Monoaminergic, ion channel and enzyme inhibitory activities of natural aporphines, their analogues and derivatives

Author keywords

Aporphine alkaloids; Dopamine; Enzymes; Ion channels; Norepinephrine; Semi synthetic derivatives; Serotonin

Indexed keywords

ANONAINE; APOREINE; APORPHINE DERIVATIVE; BOLDINE; BULBOCAPNINE; GLAUCINE; NANTENINE; NORUSHINSUNINE; PUKATEINE; UNCLASSIFIED DRUG;

EID: 70349399159     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x0800300422     Document Type: Review
Times cited : (9)

References (87)
  • 2
    • 3142541162 scopus 로고
    • The crystal structures, molecular structures, and absolute configurations of the hydrobromides of the aporphine alkaloids leukoxine and isoboldine
    • Brown GM, Hall LH. (1977) The crystal structures, molecular structures, and absolute configurations of the hydrobromides of the aporphine alkaloids leukoxine and isoboldine. Acta Crystallographica, B33, 2051-2057.
    • (1977) Acta Crystallographica , vol.B33 , pp. 2051-2057
    • Brown, G.M.1    Hall, L.H.2
  • 3
    • 0030171373 scopus 로고    scopus 로고
    • Structure of (S)-1,10.dimethoxy-2,9-dihydroxyaporphinium chloride (boldine hydrochloride)
    • Asencio M, Cassels BK, Manríquez V, Boys D. (1996) Structure of (S)-1,10.dimethoxy-2,9-dihydroxyaporphinium chloride (boldine hydrochloride). Acta Crystallographica, C52, 1581-1583.
    • (1996) Acta Crystallographica , vol.C52 , pp. 1581-1583
    • Asencio, M.1    Cassels, B.K.2    Manríquez, V.3    Boys, D.4
  • 5
    • 0000723142 scopus 로고
    • Researches into the chemical constitution of narcotine and of its products of decomposition
    • Mathiessen A, Wright CRA. (1869) Researches into the chemical constitution of narcotine and of its products of decomposition. Proceedings of the Royal Society, B17, 455-462.
    • (1869) Proceedings of the Royal Society , vol.B17 , pp. 455-462
    • Mathiessen, A.1    Wright, C.R.A.2
  • 6
    • 33846905526 scopus 로고    scopus 로고
    • Recent progress in development of dopamine receptor subtype-selective agents: Potential therapeutics for neurological and psychiatric disorders
    • Zhang A, Neumeyer JL, Baldessarini RJ. (2007) Recent progress in development of dopamine receptor subtype-selective agents: potential therapeutics for neurological and psychiatric disorders. Chemical Reviews, 107, 274-302.
    • (2007) Chemical Reviews , vol.107 , pp. 274-302
    • Zhang, A.1    Neumeyer, J.L.2    Baldessarini, R.J.3
  • 8
    • 0014018849 scopus 로고
    • Site of action of dopamine and apomorphine on compulsive gnawing behaviour in rats
    • Ernst EM, Smelik K. (1966) Site of action of dopamine and apomorphine on compulsive gnawing behaviour in rats. Experientia, 22, 837-838.
    • (1966) Experientia , vol.22 , pp. 837-838
    • Ernst, E.M.1    Smelik, K.2
  • 10
    • 0005852308 scopus 로고
    • Synthesis and structure-activity relationships of aporphines as dopamine receptor agonists and antagonists
    • Phillipson JD, Roberts MR, Zenk MH (Eds). Springer-Verlag, Berlin, Germany
    • Neumeyer JL. (1985) Synthesis and structure-activity relationships of aporphines as dopamine receptor agonists and antagonists. In The Chemistry and Biology of Isoquinoline Alkaloids. Phillipson JD, Roberts MR, Zenk MH (Eds). Springer-Verlag, Berlin, Germany, 146-170.
    • (1985) The Chemistry and Biology of Isoquinoline Alkaloids , pp. 146-170
    • Neumeyer, J.L.1
  • 11
    • 77749340120 scopus 로고
    • Catatonia in animals: Experimental studies on the effect of bulbocapnine and other drugs
    • Henry GW. (1932) Catatonia in animals: experimental studies on the effect of bulbocapnine and other drugs. American Journal of Psychiatry, 88, 757-793.
    • (1932) American Journal of Psychiatry , vol.88 , pp. 757-793
    • Henry, G.W.1
  • 12
    • 0015043331 scopus 로고
    • Antagonism of noradrenaline and dopamine inhibition of brain-stem neurones by bulbocapnine
    • González-Vegas JA, Wolstencroft JH. (1971) Antagonism of noradrenaline and dopamine inhibition of brain-stem neurones by bulbocapnine. Journal of Physiology, 214, 16P-17P.
    • (1971) Journal of Physiology , vol.214
    • González-Vegas, J.A.1    Wolstencroft, J.H.2
  • 13
    • 0024206387 scopus 로고
    • Neuroleptic-like, anticonvulsant and antinociceptive effects of apomorphine alkaloids: Bulbocapnine, corytuberine, boldine and glaucine
    • Zetler G. (1988) Neuroleptic-like, anticonvulsant and antinociceptive effects of apomorphine alkaloids: bulbocapnine, corytuberine, boldine and glaucine. Archives Internationales de Pharmacodynamie et de Thérapie, 296, 255-281.
    • (1988) Archives Internationales de Pharmacodynamie et de Thérapie , vol.296 , pp. 255-281
    • Zetler, G.1
  • 16
    • 0037317088 scopus 로고    scopus 로고
    • Effects of some antioxidative aporphine derivatives on striatal dopaminergic transmission and on MPTP-induced striatal dopamine depletion in B6CBA mice
    • Loghin F, Chagraoui A, Asencio M, Comoy E, Speisky H, Cassels BK, Protais P. (2003) Effects of some antioxidative aporphine derivatives on striatal dopaminergic transmission and on MPTP-induced striatal dopamine depletion in B6CBA mice. European Journal of Pharmaceutical Sciences, 18, 133-140.
    • (2003) European Journal of Pharmaceutical Sciences , vol.18 , pp. 133-140
    • Loghin, F.1    Chagraoui, A.2    Asencio, M.3    Comoy, E.4    Speisky, H.5    Cassels, B.K.6    Protais, P.7
  • 19
    • 0015522567 scopus 로고
    • Antagonism by bulbocapnine of adrenergic inhibition in parasympathetic ganglia in the urinary bladder
    • Saum WR, Groat WC. (1972) Antagonism by bulbocapnine of adrenergic inhibition in parasympathetic ganglia in the urinary bladder. Brain Research, 37, 340-344.
    • (1972) Brain Research , vol.37 , pp. 340-344
    • Saum, W.R.1    Groat, W.C.2
  • 20
    • 0016751886 scopus 로고
    • Bulbocapnine's ability to antagonize the adrenergic inhibitory action of dopamine and analogs
    • Ilhan M, Long JP, Cannon JG. (1975) Bulbocapnine's ability to antagonize the adrenergic inhibitory action of dopamine and analogs. European Journal of Pharmacology, 33, 13-18.
    • (1975) European Journal of Pharmacology , vol.33 , pp. 13-18
    • Ilhan, M.1    Long, J.P.2    Cannon, J.G.3
  • 21
    • 0030754958 scopus 로고    scopus 로고
    • Inhibition of tyrosine hydroxylase by bulbocapnine
    • Zhang YH, Shin JS, Lee SS, Lee MK. (1997) Inhibition of tyrosine hydroxylase by bulbocapnine. Planta Medica, 63, 362-363.
    • (1997) Planta Medica , vol.63 , pp. 362-363
    • Zhang, Y.H.1    Shin, J.S.2    Lee, S.S.3    Lee, M.K.4
  • 22
    • 0032549802 scopus 로고    scopus 로고
    • Inhibitory effects of bulbocapnine on dopamine biosynthesis in PC12 cells
    • DOI 10.1016/S0304-3940(98)00148-7, PII S0304394098001487
    • Shin JS, Kim KT, Lee MK. (1998) Inhibitory effects of bulbocapnine on dopamine biosynthesis in PC12 cells. Neuroscience Letters, 244, 161-164. (Pubitemid 28226316)
    • (1998) Neuroscience Letters , vol.244 , Issue.3 , pp. 161-164
    • Shin, J.S.1    Kim, K.T.2    Lee Koo, M.3
  • 25
    • 0034050923 scopus 로고    scopus 로고
    • Biological disposition of boldine: In vitro and in vivo studies
    • DOI 10.1002/1099-1573(200006)14:4<254::AID-PTR582>3.0.CO;2-M
    • Jiménez I, Speisky H. (2000) Biological disposition of boldine: in vitro and in vivo studies. Phytotherapy Research, 14, 254-260. (Pubitemid 30410053)
    • (2000) Phytotherapy Research , vol.14 , Issue.4 , pp. 254-260
    • Jimenez, I.1    Speisky, H.2
  • 27
    • 0013156493 scopus 로고
    • Über 2 Alkaloide aus der Rinde von Symplocos celastrinea Mart
    • Tschesche R, Welzel P, Moll R, Legler G. (1964) Über 2 Alkaloide aus der Rinde von Symplocos celastrinea Mart. Tetrahedron, 20, 1435-1438.
    • (1964) Tetrahedron , vol.20 , pp. 1435-1438
    • Tschesche, R.1    Welzel, P.2    Moll, R.3    Legler, G.4
  • 29
    • 0037702267 scopus 로고    scopus 로고
    • Oxazine- and oxazole-fused derivatives of the alkaloid boldine and their complete structural and spectral assignment by HMQC and HMBC experiments
    • Sobarzo-Sánchez EM, Cassels BK, Saitz-Barría C, Jullian C. (2001) Oxazine- and oxazole-fused derivatives of the alkaloid boldine and their complete structural and spectral assignment by HMQC and HMBC experiments. Magnetic Resonance in Chemistry, 39, 361-366.
    • (2001) Magnetic Resonance in Chemistry , vol.39 , pp. 361-366
    • Sobarzo-Sánchez, E.M.1    Cassels, B.K.2    Saitz-Barría, C.3    Jullian, C.4
  • 31
    • 0018561498 scopus 로고
    • Pharmacological studies of a group of semi-synthetic structural analogues of glaucine
    • Petkov V, Todorov S, Georgiev V, Petkova B, Donev N. (1979) Pharmacological studies of a group of semi-synthetic structural analogues of glaucine. Acta Physiologica et Pharmacologica Bulgarica, 5, 3-12. (Pubitemid 10067515)
    • (1979) Acta Physiologica et Pharmacologica Bulgarica , vol.5 , Issue.4 , pp. 3-12
    • Petkov, V.1    Todorov, S.2    Georgiev, V.3
  • 33
    • 0028940553 scopus 로고
    • Study of the in vivo and in vitro cardiovascular effects of (+)-glaucine and N-carbethoxysecoglaucine in rats
    • Orallo F, Fernández Alzueta A, Campos-Toimil M, Calleja JM. (1995) Study of the in vivo and in vitro cardiovascular effects of (+)-glaucine and N-carbethoxysecoglaucine in rats. British Journal of Pharmacology, 114, 1419-1427.
    • (1995) British Journal of Pharmacology , vol.114 , pp. 1419-1427
    • Orallo, F.1    Fernández Alzueta, A.2    Campos-Toimil, M.3    Calleja, J.M.4
  • 34
    • 0025032597 scopus 로고
    • A study of the adrenergic activity of the alkaloids boldine and glaucine
    • De las Heras B, Ríos JL, Martínez-Mir I, Rubio E. (1990) A study of the adrenergic activity of the alkaloids boldine and glaucine. Die Pharmazie, 454, 443-444.
    • (1990) Die Pharmazie , vol.454 , pp. 443-444
    • De Las Heras, B.1    Ríos, J.L.2    Martínez-Mir, I.3    Rubio, E.4
  • 36
    • 0026607223 scopus 로고
    • Multiple actions of glaucine on cyclic nucleotide phosphodiesterases, alpha 1-adrenoceptor and benzothiazepine binding site at the calcium channel
    • Ivorra MD, Lugnier C, Schott C, Catret M, Noguera MA, Anselmi E, D'Ocon O. (1992) Multiple actions of glaucine on cyclic nucleotide phosphodiesterases, alpha 1-adrenoceptor and benzothiazepine binding site at the calcium channel. British Journal of Pharmacology, 106, 387-394.
    • (1992) British Journal of Pharmacology , vol.106 , pp. 387-394
    • Ivorra, M.D.1    Lugnier, C.2    Schott, C.3    Catret, M.4    Noguera, M.A.5    Anselmi, E.6    D'Ocon, O.7
  • 41
    • 0009367074 scopus 로고    scopus 로고
    • Comparative study of the vasodilator effects of (+)-boldine, an alkaloid isolated from Peumus boldus, in rat small mesenteric arteries and rat aorta
    • Fabeiro P, Álvarez E, Orallo F. (1999) Comparative study of the vasodilator effects of (+)-boldine, an alkaloid isolated from Peumus boldus, in rat small mesenteric arteries and rat aorta. Methods and Findings in Experimental and Clinical Pharmacology, 21 (Supplement A), 73.
    • (1999) Methods and Findings in Experimental and Clinical Pharmacology , vol.21 , Issue.SUPPL. A , pp. 73
    • Fabeiro, P.1    Álvarez, E.2    Orallo, F.3
  • 49
    • 0026771563 scopus 로고
    • Haemodynamic effects of dicentrine, a novel alpha 1-adrenoceptor antagonist: Comparison with prazosin in spontaneously hypertensive and normotensive Wistar-Kyoto rats
    • Yu SM, Hsu SY, Ko FN, Chen CC, Huang YL, Huang TF, Teng CM. (1992) Haemodynamic effects of dicentrine, a novel alpha 1-adrenoceptor antagonist: comparison with prazosin in spontaneously hypertensive and normotensive Wistar-Kyoto rats. British Journal of Pharmacology, 106, 797-801.
    • (1992) British Journal of Pharmacology , vol.106 , pp. 797-801
    • Yu, S.M.1    Hsu, S.Y.2    Ko, F.N.3    Chen, C.C.4    Huang, Y.L.5    Huang, T.F.6    Teng, C.M.7
  • 51
    • 0034534901 scopus 로고    scopus 로고
    • Dicentrine is preferentially antagonistic to rat aortic than splenic alpha 1-adrenoceptor stimulation
    • Mustafa MR, Achike FI. (2000) Dicentrine is preferentially antagonistic to rat aortic than splenic alpha 1-adrenoceptor stimulation. Acta Pharmacologica Sinica, 21, 1165-1168.
    • (2000) Acta Pharmacologica Sinica , vol.21 , pp. 1165-1168
    • Mustafa, M.R.1    Achike, F.I.2
  • 52
    • 0035675803 scopus 로고    scopus 로고
    • Preliminary study of the vasorelaxant effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in rat aorta
    • Orallo F, Alzueta AF. (2001) Preliminary study of the vasorelaxant effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in rat aorta. Planta Medica, 67, 800-806.
    • (2001) Planta Medica , vol.67 , pp. 800-806
    • Orallo, F.1    Alzueta, A.F.2
  • 54
    • 0037302136 scopus 로고    scopus 로고
    • Pharmacological effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in several rat isolated tissues
    • Orallo F. (2003) Pharmacological effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in several rat isolated tissues. Planta Medica, 69, 135-142.
    • (2003) Planta Medica , vol.69 , pp. 135-142
    • Orallo, F.1
  • 55
    • 1642417713 scopus 로고    scopus 로고
    • (+)-Nantenine isolated from Nandina domestica Thunb. inhibits adrenergic pressor responses in pithed rats
    • Tsuchida H, Ohizumi Y. (2003) (+)-Nantenine isolated from Nandina domestica Thunb. inhibits adrenergic pressor responses in pithed rats. European Journal of Pharmacology, 477, 53-58.
    • (2003) European Journal of Pharmacology , vol.477 , pp. 53-58
    • Tsuchida, H.1    Ohizumi, Y.2
  • 56
    • 1542374180 scopus 로고    scopus 로고
    • Acute cardiovascular effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in anaesthetised normotensive rats
    • Orallo F. (2004) Acute cardiovascular effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in anaesthetised normotensive rats. Planta Medica, 70, 117-126.
    • (2004) Planta Medica , vol.70 , pp. 117-126
    • Orallo, F.1
  • 57
    • 0029017730 scopus 로고
    • Pharmacological evaluation of N-metylactinodaphnine, a new vascular α-adrenoceptor antagonist, isolated from Illigera luzonensis
    • Guh J-H, Ko F-N, Yu S-M, Wu Y-C, Teng C-M. (1995) Pharmacological evaluation of N-metylactinodaphnine, a new vascular α-adrenoceptor antagonist, isolated from Illigera luzonensis. European Journal of Pharmacology, 279, 33-41.
    • (1995) European Journal of Pharmacology , vol.279 , pp. 33-41
    • Guh, J.-H.1    Ko, F.-N.2    Yu, S.-M.3    Wu, Y.-C.4    Teng, C.-M.5
  • 60
    • 0029079442 scopus 로고
    • Vasodilator effects of liriodenine and norushinsunine, two aporphine alkaloids isolated from Annona cherimolia, in rat aorta
    • Chuliá S, Noguera MA, Ivorra MD, Cortes D, D'Ocón MP. (1995) Vasodilator effects of liriodenine and norushinsunine, two aporphine alkaloids isolated from Annona cherimolia, in rat aorta. Pharmacology, 50, 380-387.
    • (1995) Pharmacology , vol.50 , pp. 380-387
    • Chuliá, S.1    Noguera, M.A.2    Ivorra, M.D.3    Cortes, D.4    D'Ocón, M.P.5
  • 64
    • 0037134243 scopus 로고    scopus 로고
    • Suppressive effect of nantenine, isolated from Nandina domestica Thunberg, on the 5-hydroxy-L-tryptophan plus clorgyline-induced head-twitch response in mice
    • Indra B, Tadano T, Nakagawasai O, Arai Y, Yasuhara H, Ohizumi Y, Kisara K. (2002) Suppressive effect of nantenine, isolated from Nandina domestica Thunberg, on the 5-hydroxy-L-tryptophan plus clorgyline-induced head-twitch response in mice. Life Sciences, 70, 2647-2656.
    • (2002) Life Sciences , vol.70 , pp. 2647-2656
    • Indra, B.1    Tadano, T.2    Nakagawasai, O.3    Arai, Y.4    Yasuhara, H.5    Ohizumi, Y.6    Kisara, K.7
  • 65
    • 1642618013 scopus 로고    scopus 로고
    • Nantenine and papaverine differentially modify synaptosomal membrane enzymes
    • Ribeiro RA, Rodríguez de Lores Arnaiz G. (2000) Nantenine and papaverine differentially modify synaptosomal membrane enzymes. Phytomedicine, 7, 313-323.
    • (2000) Phytomedicine , vol.7 , pp. 313-323
    • Ribeiro, R.A.1    Rodríguez De Lores Arnaiz, G.2
  • 67
    • 0041336988 scopus 로고    scopus 로고
    • Nantenine alkaloid presents anticonvulsant effect on two classical animal models
    • Ribeiro RA, Leite JR. (2003) Nantenine alkaloid presents anticonvulsant effect on two classical animal models. Phytomedicine, 10, 563-568.
    • (2003) Phytomedicine , vol.10 , pp. 563-568
    • Ribeiro, R.A.1    Leite, J.R.2
  • 71
    • 23444434953 scopus 로고    scopus 로고
    • Effect of dicentrine on contraction of rat stomach muscle strips
    • Li HL, Zhang RP, Ye HT, Wang H. (2000) Effect of dicentrine on contraction of rat stomach muscle strips. Zhongguo Zhong Yao Za Zhi, 25, 426-428.
    • (2000) Zhongguo Zhong Yao Za Zhi , vol.25 , pp. 426-428
    • Li, H.L.1    Zhang, R.P.2    Ye, H.T.3    Wang, H.4
  • 76
    • 0016432328 scopus 로고
    • Stereochemical preferences for curaremimetic neuromuscular junction blockade. I. Enantiomeric monoquaternary amines as probes
    • Erhardt PA, Soine TO. (1975) Stereochemical preferences for curaremimetic neuromuscular junction blockade. I. Enantiomeric monoquaternary amines as probes. Journal of Pharmaceutical Sciences, 64, 53-62.
    • (1975) Journal of Pharmaceutical Sciences , vol.64 , pp. 53-62
    • Erhardt, P.A.1    Soine, T.O.2
  • 80
    • 27144443099 scopus 로고    scopus 로고
    • Playing dirty
    • Frantz S. (2005) Playing dirty. Nature, 437, 942-943.
    • (2005) Nature , vol.437 , pp. 942-943
    • Frantz, S.1
  • 81
    • 33750462391 scopus 로고    scopus 로고
    • Multifunctional drugs with different CNS targets for neuropsychiatric disorders
    • van der Schyf CJ, Geldenhuys WJ, Youdim MB. (2006) Multifunctional drugs with different CNS targets for neuropsychiatric disorders. Journal of Neurochemistry, 99, 1033-1048.
    • (2006) Journal of Neurochemistry , vol.99 , pp. 1033-1048
    • Van Der Schyf, C.J.1    Geldenhuys, W.J.2    Youdim, M.B.3
  • 82
    • 4644271084 scopus 로고    scopus 로고
    • Magic shotguns versus magic bullets: Selectively non-selective drugs for mood disorders and schizophrenia
    • Roth BL, Sheffler DJ, Kroeze WK. (2004) Magic shotguns versus magic bullets: selectively non-selective drugs for mood disorders and schizophrenia. Nature Reviews in Drug Discovery, 3, 353-359.
    • (2004) Nature Reviews in Drug Discovery , vol.3 , pp. 353-359
    • Roth, B.L.1    Sheffler, D.J.2    Kroeze, W.K.3


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