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Volumn 43, Issue 3, 2004, Pages 303-310

Main alkaloids from the Brazilian dendrobatidae frog Epipedobates flavopictus: Pumiliotoxin 251D, histrionicotoxin and decahydroquinolines

Author keywords

Alkaloids; Decahydroquinoline; Dendrobatidae; Epipedobates flavopictus; Histrionicotoxin; Pumiliotoxin

Indexed keywords

ALKALOID; DECAHYDROQUINOLINE 219A; DECAHYDROQUINOLINE 243A; DECAHYDROQUINOLINE DERIVATIVE; HISTRIONICOTOXIN; PUMILIOTOXIN; PUMILIOTOXIN 251D; TISSUE EXTRACT; UNCLASSIFIED DRUG;

EID: 1642403612     PISSN: 00410101     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.toxicon.2004.01.001     Document Type: Article
Times cited : (31)

References (33)
  • 1
  • 2
    • 0028230727 scopus 로고
    • Epibatidine, a potent analgetic and nicotinic agonist
    • Badio B., Daly J.W. Epibatidine, a potent analgetic and nicotinic agonist. Mol. Pharmacol. 45:(4):1994;563-569.
    • (1994) Mol. Pharmacol. , vol.45 , Issue.4 , pp. 563-569
    • Badio, B.1    Daly, J.W.2
  • 3
    • 0029662616 scopus 로고    scopus 로고
    • The evolution of myrmecophagy and it's correlates in poison frogs (family Dendrobatidae)
    • Caldwell J.P. The evolution of myrmecophagy and it's correlates in poison frogs (family Dendrobatidae). J. Zool. Soc. Lond. 240:1996;75-101.
    • (1996) J. Zool. Soc. Lond. , vol.240 , pp. 75-101
    • Caldwell, J.P.1
  • 4
    • 0030689711 scopus 로고    scopus 로고
    • The natural history of amphibian skin secretions, their normal functioning and potential medical applications
    • Clarke B.T. The natural history of amphibian skin secretions, their normal functioning and potential medical applications. Biol. Rev. 72:1997;365-379.
    • (1997) Biol. Rev. , vol.72 , pp. 365-379
    • Clarke, B.T.1
  • 5
    • 0031931850 scopus 로고    scopus 로고
    • Thirty years of discovering arthropod alkaloids in amphibian skin
    • Daly J.W. Thirty years of discovering arthropod alkaloids in amphibian skin. J. Nat. Prod. 61:1998;162-172.
    • (1998) J. Nat. Prod. , vol.61 , pp. 162-172
    • Daly, J.W.1
  • 6
    • 0014210805 scopus 로고
    • Toxicity of Panamanian poison frogs (Dendrobates):some biological and chemical aspects
    • Daly J.W., Myers C.W. Toxicity of Panamanian poison frogs (Dendrobates):some biological and chemical aspects. Science. 156:1967;970.
    • (1967) Science , vol.156 , pp. 970
    • Daly, J.W.1    Myers, C.W.2
  • 7
    • 0003031690 scopus 로고
    • Chemistry, pharmacology and biology of alkaloids from amphibians
    • S.W. Pelletier. New York: Wiley
    • Daly J.W., Spande T.F. Pelletier S.W. Chemistry, pharmacology and biology of alkaloids from amphibians. Alkaloids: Chemical and Biological Perspectives. vol. 4:1986;1 Wiley, New York.
    • (1986) Alkaloids: Chemical and Biological Perspectives , vol.4 , pp. 1
    • Daly, J.W.1    Spande, T.F.2
  • 9
    • 0015101797 scopus 로고
    • Histrionicotoxins: Roentgen-ray analysis of the novel allenic and acetylenic spiroalkaloids isolated from a Colombian frog, Dendrobates histrionicus
    • Daly J.W., Karle I., Myers C.W., Tokuyama T., Waters J.A., Witkop B. Histrionicotoxins: Roentgen-ray analysis of the novel allenic and acetylenic spiroalkaloids isolated from a Colombian frog, Dendrobates histrionicus. Proc. Natl Acad. Sci. USA. 68:1971;1870.
    • (1971) Proc. Natl Acad. Sci. USA , vol.68 , pp. 1870
    • Daly, J.W.1    Karle, I.2    Myers, C.W.3    Tokuyama, T.4    Waters, J.A.5    Witkop, B.6
  • 10
    • 0017834405 scopus 로고
    • Classification of skin alkaloids from neotropical poison-dart frogs (Dendrobatidae)
    • Daly J.W., Brown G.B., Mensah-Dwumah M., Myers C.W. Classification of skin alkaloids from neotropical poison-dart frogs (Dendrobatidae). Toxicon. 16:1978;163-188.
    • (1978) Toxicon , vol.16 , pp. 163-188
    • Daly, J.W.1    Brown, G.B.2    Mensah-Dwumah, M.3    Myers, C.W.4
  • 11
    • 0000049117 scopus 로고
    • A new class of indolizidine alkaloids from the poison frog Dendrobates tricolor. X-ray analysis of 8-hydroxy-8-methyl-6-92-methyl(hexylidene)-1- azabicyclo[4,3,0]nonane
    • Daly J.W., Tokuyama T., Fujiwara T., Highet R.J., Karle L.L. A new class of indolizidine alkaloids from the poison frog Dendrobates tricolor. X-ray analysis of 8-hydroxy-8-methyl-6-92-methyl(hexylidene)-1-azabicyclo[4,3,0] nonane. J. Am. Chem. Soc. 102:1980;830-836.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 830-836
    • Daly, J.W.1    Tokuyama, T.2    Fujiwara, T.3    Highet, R.J.4    Karle, L.L.5
  • 12
    • 0023612372 scopus 로고
    • Further classification of skin alkaloids from neotropical poison frogs (Dendrobatidae), with a general survey of toxic/noxious substances in the amphibia
    • Daly J.W., Myers C.W., Whittaker N. Further classification of skin alkaloids from neotropical poison frogs (Dendrobatidae), with a general survey of toxic/noxious substances in the amphibia. Toxicon. 25:(10):1987;1023-1095.
    • (1987) Toxicon , vol.25 , Issue.10 , pp. 1023-1095
    • Daly, J.W.1    Myers, C.W.2    Whittaker, N.3
  • 13
    • 0025314423 scopus 로고
    • Alkaloids from Australian frogs (Myobatrachidae): Pseudophrynamines and pumiliotoxins
    • Daly J.W., Garraffo H.M., Pannell L.K., Spande T.F. Alkaloids from Australian frogs (Myobatrachidae): pseudophrynamines and pumiliotoxins. J. Nat. Prod. 53:1990;407-421.
    • (1990) J. Nat. Prod. , vol.53 , pp. 407-421
    • Daly, J.W.1    Garraffo, H.M.2    Pannell, L.K.3    Spande, T.F.4
  • 14
    • 0026636382 scopus 로고
    • Variability in alkaloid profiles in neotropical poison frogs (Dendrobatidae): Genetic versus environmental determinants
    • Daly J.W., Secunda S.I., Garraffo H.M., Spande T.F., Wisnieski A., Nishihira C., Cover J.F. Variability in alkaloid profiles in neotropical poison frogs (Dendrobatidae): genetic versus environmental determinants. Toxicon. 30:(8):1992;887-898.
    • (1992) Toxicon , vol.30 , Issue.8 , pp. 887-898
    • Daly, J.W.1    Secunda, S.I.2    Garraffo, H.M.3    Spande, T.F.4    Wisnieski, A.5    Nishihira, C.6    Cover, J.F.7
  • 18
    • 0037195129 scopus 로고    scopus 로고
    • Bioactive alkaloids of frog skin: Combinatorial bioprospecting reveals that pumiliotoxins have an arthropod source
    • Daly J.W., Kaneko T., Wilham J., Garraffo H.M., Spande T.F., Espinosa A., Donnelly M.A. Bioactive alkaloids of frog skin: combinatorial bioprospecting reveals that pumiliotoxins have an arthropod source. Proc. Natl Acad. Sci. USA. 99:(22):2002;13996-14001.
    • (2002) Proc. Natl Acad. Sci. USA , vol.99 , Issue.22 , pp. 13996-14001
    • Daly, J.W.1    Kaneko, T.2    Wilham, J.3    Garraffo, H.M.4    Spande, T.F.5    Espinosa, A.6    Donnelly, M.A.7
  • 19
    • 0141813794 scopus 로고    scopus 로고
    • Evidence for an enantioselective pumiliotoxin 7-hydroxylase in dendrobatid poison frogs of the genus Dendrobates
    • Daly J.W., Garraffo H.M., Spande T.F., Clark V.C., Ma J., Ziffer H., Cover J.F. Jr. Evidence for an enantioselective pumiliotoxin 7-hydroxylase in dendrobatid poison frogs of the genus Dendrobates. Proc. Natl Acad. Sci. USA. 100:(19):2003;11092-11097.
    • (2003) Proc. Natl Acad. Sci. USA , vol.100 , Issue.19 , pp. 11092-11097
    • Daly, J.W.1    Garraffo, H.M.2    Spande, T.F.3    Clark, V.C.4    Ma, J.5    Ziffer, H.6    Cover Jr., J.F.7
  • 20
    • 0742298664 scopus 로고
    • Probit Analysis
    • Cambridge, UK: Cambridge University Press. 368pp
    • Finney D.J. Probit Analysis. third ed. 1971;Cambridge University Press, Cambridge, UK. 368pp.
    • (1971) Third Ed.
    • Finney, D.J.1
  • 23
    • 0027409184 scopus 로고
    • Alkaloids from bufonid toads (Melanophryniscus): Decahydroquinolines, pumiliotoxins and homopumiliotoxins, indolizidines, pyrrolizidines, and quinolizidines
    • Garraffo H.M., Spande T.F., Daly J.W., Baldessari A., Gros E.G. Alkaloids from bufonid toads (Melanophryniscus): decahydroquinolines, pumiliotoxins and homopumiliotoxins, indolizidines, pyrrolizidines, and quinolizidines. J. Nat. Prod. 56:1993;357-373.
    • (1993) J. Nat. Prod. , vol.56 , pp. 357-373
    • Garraffo, H.M.1    Spande, T.F.2    Daly, J.W.3    Baldessari, A.4    Gros, E.G.5
  • 24
    • 0041879672 scopus 로고
    • Pumiliotoxin B binds to a site on the voltage-dependent sodium channel that is allosterically coupled to other binding sites
    • Gusovsky F., Rossignol D.P., McNeal E.T., Daly J.W. Pumiliotoxin B binds to a site on the voltage-dependent sodium channel that is allosterically coupled to other binding sites. Proc. Natl Acad. Sci. USA. 85:1988;1272-1276.
    • (1988) Proc. Natl Acad. Sci. USA , vol.85 , pp. 1272-1276
    • Gusovsky, F.1    Rossignol, D.P.2    McNeal, E.T.3    Daly, J.W.4
  • 25
    • 0028552989 scopus 로고
    • Four species of Brazilian poison frogs related to Epipedobates pictus (Dendrobatidae): Taxonomy and natural history observations
    • Haddad C.F.B., Martins M. Four species of Brazilian poison frogs related to Epipedobates pictus (Dendrobatidae): taxonomy and natural history observations. Herpetologica. 50:(3):1994;282-295.
    • (1994) Herpetologica , vol.50 , Issue.3 , pp. 282-295
    • Haddad, C.F.B.1    Martins, M.2
  • 26
    • 0017806724 scopus 로고
    • Pharmacological activity of alkaloids from poison-dart frogs (Dendrobatidae)
    • Mensah-Dwumah M., Daly J.W. Pharmacological activity of alkaloids from poison-dart frogs (Dendrobatidae). Toxicon. 16:1968;189-194.
    • (1968) Toxicon , vol.16 , pp. 189-194
    • Mensah-Dwumah, M.1    Daly, J.W.2
  • 27
    • 0000254224 scopus 로고
    • Preliminary evaluation of skin toxins and vocalizations in taxonomic and evolutionary studies of poison-dart frogs (Dendrobatidae)
    • Myers C.W., Daly J.W. Preliminary evaluation of skin toxins and vocalizations in taxonomic and evolutionary studies of poison-dart frogs (Dendrobatidae). Bull. Am. Mus. Nat. Hist. 157:1976;173-262.
    • (1976) Bull. Am. Mus. Nat. Hist. , vol.157 , pp. 173-262
    • Myers, C.W.1    Daly, J.W.2
  • 28
    • 0001012851 scopus 로고
    • A dangerously toxic new frog (Phyllobates) used by Emberá Indians of western Colombia, with discussion of blowgun fabrication and dart poisoning
    • Myers C.W., Daly J.W., Malkin B. A dangerously toxic new frog (Phyllobates) used by Emberá Indians of western Colombia, with discussion of blowgun fabrication and dart poisoning. Bull. Am. Mus. Nat. Hist. 161:1978;307-366.
    • (1978) Bull. Am. Mus. Nat. Hist. , vol.161 , pp. 307-366
    • Myers, C.W.1    Daly, J.W.2    Malkin, B.3
  • 29
    • 0002751590 scopus 로고
    • The nature and definition of an alkaloid
    • S.W. Pelletier. New York: Wiley
    • Pelletier S.W. Pelletier S.W. The nature and definition of an alkaloid. Alkaloids: Chemical and Biological Perspectives. vol. 1:1983;1 Wiley, New York.
    • (1983) Alkaloids: Chemical and Biological Perspectives , vol.1 , pp. 1
    • Pelletier, S.W.1
  • 31
    • 0026551490 scopus 로고
    • Epibatidine: A novel (chloropyridyl)-azabicycloheptane with potent analgesic activity from an Ecuadorian poison frog
    • Spande T.F., Garraffo H.M., Edwards M.W., Yeh H.J.C., Pannell L., Daly J.W. Epibatidine: a novel (chloropyridyl)-azabicycloheptane with potent analgesic activity from an Ecuadorian poison frog. J. Am. Chem. Soc. 114:1992;3475-3478.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 3475-3478
    • Spande, T.F.1    Garraffo, H.M.2    Edwards, M.W.3    Yeh, H.J.C.4    Pannell, L.5    Daly, J.W.6
  • 32
    • 0015785155 scopus 로고
    • A convenient bioassay for detecting nanomolar concentrations of tetrodotoxin
    • Strong P.N., Smith J.T., Keana J.F.W. A convenient bioassay for detecting nanomolar concentrations of tetrodotoxin. Toxicon. 11:1973;433-438.
    • (1973) Toxicon , vol.11 , pp. 433-438
    • Strong, P.N.1    Smith, J.T.2    Keana, J.F.W.3
  • 33
    • 0035932979 scopus 로고    scopus 로고
    • The evolution of coloration and toxicity in the poison frog family (Dendrobatidae)
    • Summers K., Clough M.E. The evolution of coloration and toxicity in the poison frog family (Dendrobatidae). Proc. Natl Acad. Sci. USA. 98:(11):2001;6227-6232.
    • (2001) Proc. Natl Acad. Sci. USA , vol.98 , Issue.11 , pp. 6227-6232
    • Summers, K.1    Clough, M.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.