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Volumn 2, Issue 11, 2011, Pages 633-639

Total synthesis of (+)-7-bromotrypargine and unnatural analogues: Biological evaluation uncovers activity at CNS targets of therapeutic relevance

Author keywords

[No Author keywords available]

Indexed keywords

7 BROMOTRYPARGINE; ALKALOID DERIVATIVE; BETA CARBOLINE DERIVATIVE; CYTOTOXIC AGENT; DOPAMINE TRANSPORTER; HISTAMINE H3 RECEPTOR ANTAGONIST; NORADRENALIN TRANSPORTER; SEROTONIN TRANSPORTER; UNCLASSIFIED DRUG;

EID: 81455131982     PISSN: None     EISSN: 19487193     Source Type: Journal    
DOI: 10.1021/cn200075n     Document Type: Article
Times cited : (16)

References (26)
  • 1
    • 81455145049 scopus 로고    scopus 로고
    • The evolving role of natural products in drug discovery
    • Koehn, F. E. and Carter, G. T. (2005) The evolving role of natural products in drug discovery Nat. Rev. Drug Discovery 8, 69-85
    • (2005) Nat. Rev. Drug Discovery , vol.8 , pp. 69-85
    • Koehn, F.E.1    Carter, G.T.2
  • 6
    • 56049125024 scopus 로고    scopus 로고
    • Total synthesis and biological evaluation of the marine bromopyrrole alkaloid dispyrin: Elucidation of discrete molecular targets with therapeutic potential
    • Kennedy, J. P., Brogan, J. T., and Lindsley, C. W. (2008) Total synthesis and biological evaluation of the marine bromopyrrole alkaloid dispyrin: elucidation of discrete molecular targets with therapeutic potential J. Nat. Prod. 71, 1783-1788
    • (2008) J. Nat. Prod. , vol.71 , pp. 1783-1788
    • Kennedy, J.P.1    Brogan, J.T.2    Lindsley, C.W.3
  • 7
    • 65749108134 scopus 로고    scopus 로고
    • 3 antagonists derived from the natural product guided synthesis of unnatural analogs of the marine bromopyrrole alkaloid dispyrin
    • 3 antagonists derived from the natural product guided synthesis of unnatural analogs of the marine bromopyrrole alkaloid dispyrin Bioorg. Med. Chem. Lett. 19, 3204-3208
    • (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 3204-3208
    • Kennedy, J.P.1    Conn, P.J.2    Lindsley, C.W.3
  • 9
    • 35748932644 scopus 로고    scopus 로고
    • Recent advances in drug discovery of histamine H3 antagonist
    • Hudkins, R. L. and Raddatz, R. (2008) Recent advances in drug discovery of histamine H3 antagonist Annu. Rep. Med. Chem. 42, 49-63
    • (2008) Annu. Rep. Med. Chem. , vol.42 , pp. 49-63
    • Hudkins, R.L.1    Raddatz, R.2
  • 11
    • 0020457950 scopus 로고
    • β-Carbolines: Synthesis and neurochemical and pharmacological actions on brain benzodiazepine receptors
    • DOI 10.1021/jm00351a015
    • Cain, M., Weber, R. W., Guzman, F., Cook, J. M., Barker, S. A., Rice, K. C., Crawley, J. N., Paul, S. M., and Skolnick, P. (1982) β-Carbolines: synthesis and neurochemical and pharmacological actions on brain benzodiazepine receptors J. Med. Chem. 25, 1081-1091 (Pubitemid 13233582)
    • (1982) Journal of Medicinal Chemistry , vol.25 , Issue.9 , pp. 1081-1091
    • Cain, M.1    Weber, R.W.2    Guzman, F.3
  • 13
    • 0038065646 scopus 로고    scopus 로고
    • A 'one pot' microwave-mediated synthesis of the basic canthine skeleton: Expedient access to unnatural β-carboline alkaloids
    • DOI 10.1016/S0040-4039(03)01019-0
    • Lindsley, C. W., Wisnoski, D. D., Leister, W. H., Wang, Y., and Zhao, Z. (2003) A 'one pot' microwave-mediated synthesis of the basic canthine skeleton: expedient access to unnatural β-carboline alkaloids Tetrahedron Lett. 44, 4495-4498 (Pubitemid 36588615)
    • (2003) Tetrahedron Letters , vol.44 , Issue.24 , pp. 4495-4498
    • Lindsley, C.W.1    Wisnoski, D.D.2    Wang, Y.3    Leister, W.H.4    Zhao, Z.5
  • 15
    • 0019940688 scopus 로고
    • Trypargine, a new tetrahydro-β-carboline of animal origin: Isolation and chemical characterization from the skin of the African rhacophorid frog, Kassina senegalensis
    • Akizawa, T., Yamazaki, K., Yasuhara, T., Nakajima, T., Roseghini, M., Erspamer, G. F., and Erspamer, V. (1982) Trypargine, a new tetrahydro-β- carboline of animal origin: isolation and chemical characterization from the skin of the African rhacophorid frog, Kassina senegalensis Biomed. Res. 3, 232-234 (Pubitemid 12058811)
    • (1982) Biomedical Research , vol.3 , Issue.2 , pp. 232-234
    • Akizawa, T.1    Yamazaki, K.2    Yasuhara, T.3
  • 16
    • 27444438167 scopus 로고    scopus 로고
    • Isolation and chemical characterization of PwTx-II: A novel alkaloid toxin from the venom of the spider Parawixia bistriata (Araneidae, Araneae)
    • DOI 10.1016/j.toxicon.2005.08.005, PII S0041010105002941
    • Cesar, L. M., Mendes, M. A., Tormena, C. F., Marques, M. R., de Souza, B. M., Saidemberg, D. M., Bittencourt, J. C., and Palma, M. S. (2005) Isolation and chemical characterization of PwTx-II: A novel alkaloid toxin from the venom of the spider Parawixia bistriata (Araneidae, Araneae) Toxicon 46, 786-796 (Pubitemid 41531606)
    • (2005) Toxicon , vol.46 , Issue.7 , pp. 786-796
    • Cesar, L.M.M.1    Mendes, M.A.2    Tormena, C.F.3    Marques, M.R.4    De Souza, B.M.5    Saidemberg, D.M.6    Bittencourt, J.C.7    Palma, M.S.8
  • 17
    • 72149105588 scopus 로고    scopus 로고
    • (+)-7-Bromotrypargine: An antimalarial β-carboline from the Australian marine sponge Ancorina sp
    • Davis, R. A., Duffy, S., Avery, V. M., Camp, D., Hooper, J. N. A., and Quinn, R. J. (2010) (+)-7-Bromotrypargine: an antimalarial β-carboline from the Australian marine sponge Ancorina sp Tetrahedron Lett. 51, 583-585
    • (2010) Tetrahedron Lett. , vol.51 , pp. 583-585
    • Davis, R.A.1    Duffy, S.2    Avery, V.M.3    Camp, D.4    Hooper, J.N.A.5    Quinn, R.J.6
  • 18
    • 62749185586 scopus 로고    scopus 로고
    • Weak BrÃ̧nsted Acid-Thiourea Co-catalysis: Enantioselective, Catalytic Protio-Pictet-Spengler Reactions
    • Klausen, R. S. and Jacobsen, E. N. (2009) Weak BrÃ̧nsted Acid-Thiourea Co-catalysis: Enantioselective, Catalytic Protio-Pictet-Spengler Reactions Org. Lett. 11, 887-890
    • (2009) Org. Lett. , vol.11 , pp. 887-890
    • Klausen, R.S.1    Jacobsen, E.N.2
  • 19
    • 78049498158 scopus 로고    scopus 로고
    • Direct Enantioselective BrÃ̧nsted Acid Catalyzed N -Acyliminium Cyclization Cascades of Tryptamines and Ketoacids
    • Holloway, C. A., Muratore, M. E., Storer, R. I., and Dixon, D. J. (2010) Direct Enantioselective BrÃ̧nsted Acid Catalyzed N -Acyliminium Cyclization Cascades of Tryptamines and Ketoacids Org. Lett. 12, 4720-4723
    • (2010) Org. Lett. , vol.12 , pp. 4720-4723
    • Holloway, C.A.1    Muratore, M.E.2    Storer, R.I.3    Dixon, D.J.4
  • 21
    • 33847090053 scopus 로고
    • Nitro olefination of indoles and some substituted benzenes with 1-dimethylamino-2-nitroethylene
    • Büchi, G. and Mak, C.-P. (1977) Nitro olefination of indoles and some substituted benzenes with 1-dimethylamino-2-nitroethylene J. Org. Chem. 42, 1784-1786
    • (1977) J. Org. Chem. , vol.42 , pp. 1784-1786
    • Büchi, G.1    Mak, C.-P.2
  • 22
    • 70449657328 scopus 로고    scopus 로고
    • Progress towards the total synthesis of Lucentamycin A: Total synthesis and biological evaluation of 8-epi-Lucentamycin A
    • Daniels, R. N., Melancon, B. J., Wang, E. A., Crews, B. S., Marnett, L. M., Sulikowski, G. A., and Lindsley, C. W. (2009) Progress towards the total synthesis of Lucentamycin A: Total synthesis and biological evaluation of 8-epi-Lucentamycin A J. Org. Chem. 74, 8852-8855
    • (2009) J. Org. Chem. , vol.74 , pp. 8852-8855
    • Daniels, R.N.1    Melancon, B.J.2    Wang, E.A.3    Crews, B.S.4    Marnett, L.M.5    Sulikowski, G.A.6    Lindsley, C.W.7
  • 23
    • 77955714294 scopus 로고    scopus 로고
    • Total synthesis and biological evaluation of tabjamine K and a library of unnatural analogs
    • Aldrich, L. N., Stoops, S. L., Crews, B. C., Marnett, L. J., and Lindsley, C. W. (2010) Total synthesis and biological evaluation of tabjamine K and a library of unnatural analogs Bioorg. Med. Chem. Lett. 20, 5207-5211
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 5207-5211
    • Aldrich, L.N.1    Stoops, S.L.2    Crews, B.C.3    Marnett, L.J.4    Lindsley, C.W.5
  • 25
    • 36849051843 scopus 로고    scopus 로고
    • Monoamine transporters and psychostimulant addiction
    • DOI 10.1016/j.bcp.2007.08.003, PII S0006295207005382, Addiction
    • Howell, L. L. and Kimmel, H. L. (2008) Monoamine transporters and psychostimulant addiction Biochem. Pharmacol. 75, 196-217 (Pubitemid 350235397)
    • (2008) Biochemical Pharmacology , vol.75 , Issue.1 , pp. 196-217
    • Howell, L.L.1    Kimmel, H.L.2
  • 26
    • 12344298439 scopus 로고    scopus 로고
    • Stimulants: Use and abuse in the treatment of attention deficit hyperactivity disorder
    • DOI 10.1016/j.coph.2004.10.001, PII S1471489204002012
    • Fone, K. and Nutt, D. J. (2005) Stimulants: use and abuse in the treatment of attention deficit hyperactivity disorder Curr. Opin. Pharmacol. 5, 87-93 (Pubitemid 40124540)
    • (2005) Current Opinion in Pharmacology , vol.5 , Issue.1 , pp. 87-93
    • Fone, K.C.F.1    Nutt, D.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.