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Volumn 48, Issue 2, 1996, Pages 210-213

Preliminary synthetic studies of methyllycaconitine, a potent nicotinic acetylcholine receptor antagonist: Rapid syntheses of AE-Bicyclic analogues

Author keywords

[No Author keywords available]

Indexed keywords

DRUG CARRIER; METHYLACONITINE; NICOTINIC RECEPTOR; NICOTINIC RECEPTOR BLOCKING AGENT; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

EID: 0029890256     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.2042-7158.1996.tb07125.x     Document Type: Conference Paper
Times cited : (23)

References (19)
  • 1
    • 0027970564 scopus 로고
    • Synthesis of the A/E/F tricyclic section of the norditerpenoid alkaloid methyllycaconitine. a potent inhibitor of neurotransmission
    • Baillie, L.C., Bearder, J. R., Whiting, D. A. (1994) Synthesis of the A/E/F tricyclic section of the norditerpenoid alkaloid methyllycaconitine. a potent inhibitor of neurotransmission, J. Chem. Soc., Chem. Commua. 2487-2488
    • (1994) J. Chem. Soc., Chem. Commua. , pp. 2487-2488
    • Baillie, L.C.1    Bearder, J.R.2    Whiting, D.A.3
  • 2
    • 0000019264 scopus 로고
    • The toxicology and pharmacology of diterpenoid alkaloids
    • Pelletier S. W. (ed.) J. Wiley and Sons, New York
    • Benn, M. H., Jacyno J. M. (1983) The toxicology and pharmacology of diterpenoid alkaloids. In: Pelletier S. W. (ed.) Alkaloids: Chemical and Biological Perspectives. Volume I, J. Wiley and Sons, New York pp 153-210
    • (1983) Alkaloids: Chemical and Biological Perspectives , vol.1 , pp. 153-210
    • Benn, M.H.1    Jacyno, J.M.2
  • 3
    • 33947461565 scopus 로고
    • Use of 2,6-disubstituted cyclohexanones and tropinone in the Mannich reaction
    • Blicke, F. F. McCarty, J. F. (1959) Use of 2,6-disubstituted cyclohexanones and tropinone in the Mannich reaction. J. Org. Chem. 24: 1379-1380
    • (1959) J. Org. Chem. , vol.24 , pp. 1379-1380
    • Blicke, F.F.1    McCarty, J.F.2
  • 4
    • 0027971745 scopus 로고
    • Rapid and efficient isolation of the nicotinic receptor antagonist methyllycaconitine from Delphinium: Assignment of the methylsuccinimide absolute stereochemistry as S
    • Coates, P. A., Blagbrough, I. S., Hardick, D. J., Rowan, M. G., Wonnacott, S., Potter, B. V. L. (1994) Rapid and efficient isolation of the nicotinic receptor antagonist methyllycaconitine from Delphinium: assignment of the methylsuccinimide absolute stereochemistry as S. Tetrahedron Letters 35: 8701-8704
    • (1994) Tetrahedron Letters , vol.35 , pp. 8701-8704
    • Coates, P.A.1    Blagbrough, I.S.2    Hardick, D.J.3    Rowan, M.G.4    Wonnacott, S.5    Potter, B.V.L.6
  • 5
    • 0025265124 scopus 로고
    • Asymmetric total synthesis of atisine via intramolecular double Michael reaction
    • Ihara, M., Suzuki, M., Fukumoto, K., Kabuto, C. (1990) Asymmetric total synthesis of atisine via intramolecular double Michael reaction. J. Am. Chem. Soc. 112: 1164-1171
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 1164-1171
    • Ihara, M.1    Suzuki, M.2    Fukumoto, K.3    Kabuto, C.4
  • 6
    • 0001655050 scopus 로고
    • Methyllycaconitine, a naturally occurring insecticide with a high affinity for the insect cholinergic receptor
    • Jennings, K. R., Brown, D. G., Wright Jr, D. P. (1986) Methyllycaconitine, a naturally occurring insecticide with a high affinity for the insect cholinergic receptor. Experientia 42: 611-613
    • (1986) Experientia , vol.42 , pp. 611-613
    • Jennings, K.R.1    Brown, D.G.2    Wright Jr., D.P.3
  • 7
    • 15844367964 scopus 로고
    • Plant toxins
    • Keeler, R. F. (1975) Plant toxins. Lloydia 38: 56-61
    • (1975) Lloydia , vol.38 , pp. 56-61
    • Keeler, R.F.1
  • 8
    • 0027394568 scopus 로고
    • Bridgehead radicals in organic chemistry. An efficient construction of the ABDE ring system of the lycoctonine alkaloids
    • Kraus, G. A., Andersh, B., Su, Q. Shi, J. (1993) Bridgehead radicals in organic chemistry. An efficient construction of the ABDE ring system of the lycoctonine alkaloids. Tetrahedron Letters 34: 1741-1744
    • (1993) Tetrahedron Letters , vol.34 , pp. 1741-1744
    • Kraus, G.A.1    Andersh, B.2    Su, Q.3    Shi, J.4
  • 9
    • 0002603630 scopus 로고
    • An alkaloid from Delphinium brownii Rydb
    • Manske, R. H. F. (1938) An alkaloid from Delphinium brownii Rydb. Can. J. Res. 16B: 57-60
    • (1938) Can. J. Res. , vol.16 B , pp. 57-60
    • Manske, R.H.F.1
  • 10
    • 0344587390 scopus 로고
    • Studies in the succinic acid series. Part II. Anilides and anilic acids, and the effect of steric hindrance on the formation of the amides
    • Morrell, G. F.(1914). Studies in the succinic acid series. Part II. Anilides and anilic acids, and the effect of steric hindrance on the formation of the amides. J. Chem. Soc. 2698-2707
    • (1914) J. Chem. Soc. , pp. 2698-2707
    • Morrell, G.F.1
  • 14
    • 0008199417 scopus 로고
    • An efficient and highly regioselective intramolecular Mannich-type reaction: A construction of AEF ring system of aconitine-type diterpene alkaloids
    • Shishido, K., Hiroya, K., Fukumoto, F., Kametani, T. (1986) An efficient and highly regioselective intramolecular Mannich-type reaction: a construction of AEF ring system of aconitine-type diterpene alkaloids. Tetrahedron Letters 27: 1167-1170
    • (1986) Tetrahedron Letters , vol.27 , pp. 1167-1170
    • Shishido, K.1    Hiroya, K.2    Fukumoto, F.3    Kametani, T.4
  • 15
    • 0000509145 scopus 로고
    • Isatoic anhydride. Reactions with various nucleophiles
    • Staiger, R. P., Miller, E. B. (1959) Isatoic anhydride. Reactions with various nucleophiles. J. Org. Chem. 24: 1214-1219
    • (1959) J. Org. Chem. , vol.24 , pp. 1214-1219
    • Staiger, R.P.1    Miller, E.B.2
  • 16
    • 0002714675 scopus 로고
    • Rapid Chromatographic technique for preparative separations with moderate resolution
    • Still, W. C., Kahn, M., Mitra, A. (1978) Rapid Chromatographic technique for preparative separations with moderate resolution. J. Org. Chem. 43: 2923-2925
    • (1978) J. Org. Chem. , vol.43 , pp. 2923-2925
    • Still, W.C.1    Kahn, M.2    Mitra, A.3
  • 17
    • 0026529871 scopus 로고
    • Total synthesis of C19-diterpene alkaloids: Construction of a functionalized ABCD-ring system
    • Van der Baan, J. L., Barnick, J. W. F. K., van Beek, G., Bickelhaupt, F., Spek, A. L. (1992) Total synthesis of C19-diterpene alkaloids: construction of a functionalized ABCD-ring system. Tetrahedron 48: 2773-2784
    • (1992) Tetrahedron , vol.48 , pp. 2773-2784
    • Van der Baan, J.L.1    Barnick, J.W.F.K.2    Van Beek, G.3    Bickelhaupt, F.4    Spek, A.L.5
  • 18
    • 15844362228 scopus 로고
    • A new stereo-specific total synthesis of chasmanine and 13-desoxydelphonine
    • Wiesner, K., Tsai, T. Y. R., Nambiar, K. P. (1978) A new stereo-specific total synthesis of chasmanine and 13-desoxydelphonine. Can. J. Chem. 56: 1451-1454
    • (1978) Can. J. Chem. , vol.56 , pp. 1451-1454
    • Wiesner, K.1    Tsai, T.Y.R.2    Nambiar, K.P.3
  • 19
    • 0025160022 scopus 로고
    • Methyllycaconitine: A selective probe for neuronal a-bungarotoxin binding sites
    • Ward, J. M., Cockcroft, V. B., Lunt, G. G., Smillie, F. S., Wonnacott, S. (1990) Methyllycaconitine: a selective probe for neuronal a-bungarotoxin binding sites. FEBS Letters 270: 45-48
    • (1990) FEBS Letters , vol.270 , pp. 45-48
    • Ward, J.M.1    Cockcroft, V.B.2    Lunt, G.G.3    Smillie, F.S.4    Wonnacott, S.5


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