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Volumn 72, Issue 2, 2009, Pages 243-247

Epiquinamide: A Poison That Wasn't from a Frog That Was

Author keywords

[No Author keywords available]

Indexed keywords

EPIBATIDINE; EPIQUINAMIDE; LUPININE; NICOTINIC AGENT; NICOTINIC RECEPTOR BETA2; QUINOLIZIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 62649136562     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np8005452     Document Type: Article
Times cited : (41)

References (32)
  • 1
    • 62649132350 scopus 로고    scopus 로고
    • Presented at the 48th Annual Meeting of the American Society of Pharmacognosy, Portland, ME, July 14-18, 2007; Abstract O4.
    • Presented at the 48th Annual Meeting of the American Society of Pharmacognosy, Portland, ME, July 14-18, 2007; Abstract O4.
  • 5
    • 0035852933 scopus 로고    scopus 로고
    • Elgoyhen, A. B.; Vetter, D. E.; Katz, E.; V. Rothlin*, C. V.; Heinemann, S. F.; Boulter, J. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 3501-3506.
    • Elgoyhen, A. B.; Vetter, D. E.; Katz, E.; V. Rothlin*, C. V.; Heinemann, S. F.; Boulter, J. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 3501-3506.
  • 13
    • 4344644543 scopus 로고    scopus 로고
    • The frogs from this collection have since been reclassified as Epipedobates anthonyi on the basis of geography: Graham, C. H.; Ron, S. R.; Santos, J. C.; Schneider, C. J.; Moritz, C. Evolution 2004, 58, 1781-1793.
    • The frogs from this collection have since been reclassified as Epipedobates anthonyi on the basis of geography: Graham, C. H.; Ron, S. R.; Santos, J. C.; Schneider, C. J.; Moritz, C. Evolution 2004, 58, 1781-1793.
  • 14
    • 13444309357 scopus 로고    scopus 로고
    • This is an important distinction given the dietary alkaloid source for these frogs, which is presumably geographically dependent: Darst, C. R, Menendez-Guerrero, P. A, Coloma, L. A, Cannatella, D. C. Am. Nat. 2005, 165, 56-69
    • This is an important distinction given the dietary alkaloid source for these frogs, which is presumably geographically dependent: Darst, C. R.; Menendez-Guerrero, P. A.; Coloma, L. A.; Cannatella, D. C. Am. Nat. 2005, 165, 56-69.
  • 26
    • 84977687982 scopus 로고    scopus 로고
    • Less polar solvents were observed to produce a precipitate without appreciable further reaction. Though uncharacterized, we suspect it to be the initial quaternary salt from reaction of intact tripiperidine with the iodide. This is consistent with prior observation that protic solvents promote equilibrium between trimer and monomer. See: Schopf, C.; Komnak, A.; Braun, F.; Jacobi, E.; Borgmuth, M. L.; Bullnehimer, M. Liebigs Ann. Chem. 1948, 559, 1-42. While slower, we found the intermediate chloronitrobutane to be equally competent in the annulation reaction.
    • Less polar solvents were observed to produce a precipitate without appreciable further reaction. Though uncharacterized, we suspect it to be the initial quaternary salt from reaction of intact tripiperidine with the iodide. This is consistent with prior observation that protic solvents promote equilibrium between trimer and monomer. See: Schopf, C.; Komnak, A.; Braun, F.; Jacobi, E.; Borgmuth, M. L.; Bullnehimer, M. Liebigs Ann. Chem. 1948, 559, 1-42. While slower, we found the intermediate chloronitrobutane to be equally competent in the annulation reaction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.