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Volumn 66, Issue 10, 2003, Pages 1345-1350

Bioassay-Guided Isolation of Epiquinamide, a Novel Quinolizidine Alkaloid and Nicotinic Agonist from an Ecuadoran Poison Frog, Epipedobates tricolor

Author keywords

[No Author keywords available]

Indexed keywords

1 ACETAMIDOQUINOLIZIDINE; EPIQUINAMIDE; METHANOL; NATURAL PRODUCT; NICOTINIC AGENT; NICOTINIC RECEPTOR; QUINOLIZIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0142156733     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np030306u     Document Type: Article
Times cited : (73)

References (44)
  • 7
    • 0012539819 scopus 로고
    • Boulenger, G. A. Ann. Magn. Nat. Hist. 1899, 7, 454-457. Originally named Prostherapis tricolor, revised to Phyllobates tricolor (Barbour, T.; Noble, G. K. Bull. Mus. Comp. Zool. Harvard 1920, 63, 396-427; Silverstone, P. A. Nat. Hist. Mus. Los Angeles Co. Sci. Bull. 1976, 27, 1-53), currently Epipedobates tricolor (Myers, C. W. Papeis Avulsos Zool. S. Paulo 1987, 36, 301-306).
    • (1899) Ann. Magn. Nat. Hist. , vol.7 , pp. 454-457
    • Boulenger, G.A.1
  • 8
    • 0142158233 scopus 로고
    • Boulenger, G. A. Ann. Magn. Nat. Hist. 1899, 7, 454-457. Originally named Prostherapis tricolor, revised to Phyllobates tricolor (Barbour, T.; Noble, G. K. Bull. Mus. Comp. Zool. Harvard 1920, 63, 396-427; Silverstone, P. A. Nat. Hist. Mus. Los Angeles Co. Sci. Bull. 1976, 27, 1-53), currently Epipedobates tricolor (Myers, C. W. Papeis Avulsos Zool. S. Paulo 1987, 36, 301-306).
    • (1920) Bull. Mus. Comp. Zool. Harvard , vol.63 , pp. 396-427
    • Barbour, T.1    Noble, G.K.2
  • 9
    • 0001827731 scopus 로고
    • Boulenger, G. A. Ann. Magn. Nat. Hist. 1899, 7, 454-457. Originally named Prostherapis tricolor, revised to Phyllobates tricolor (Barbour, T.; Noble, G. K. Bull. Mus. Comp. Zool. Harvard 1920, 63, 396-427; Silverstone, P. A. Nat. Hist. Mus. Los Angeles Co. Sci. Bull. 1976, 27, 1-53), currently Epipedobates tricolor (Myers, C. W. Papeis Avulsos Zool. S. Paulo 1987, 36, 301-306).
    • (1976) Nat. Hist. Mus. Los Angeles Co. Sci. Bull. , vol.27 , pp. 1-53
    • Silverstone, P.A.1
  • 10
    • 0001341849 scopus 로고
    • Boulenger, G. A. Ann. Magn. Nat. Hist. 1899, 7, 454-457. Originally named Prostherapis tricolor, revised to Phyllobates tricolor (Barbour, T.; Noble, G. K. Bull. Mus. Comp. Zool. Harvard 1920, 63, 396-427; Silverstone, P. A. Nat. Hist. Mus. Los Angeles Co. Sci. Bull. 1976, 27, 1-53), currently Epipedobates tricolor (Myers, C. W. Papeis Avulsos Zool. S. Paulo 1987, 36, 301-306).
    • (1987) Papeis Avulsos Zool. S. Paulo , vol.36 , pp. 301-306
    • Myers, C.W.1
  • 23
    • 0000049117 scopus 로고
    • This site is about 3 km east of the site where previous specimens of E. tricolor yielded epibatidine and other alkaloids. See ref 8 as well as the following: Daly, J. W.; Tokuyama, T.; Fujuwara, T.; Highet, R. J.; Karle, I. L. J. Am. Chem. Soc. 1980, 102, 830-836. Jain, P.; Spande, T. F.; Garraffo, H. M.; Daly, J. W. Heterocycles 1999, 50, 903-912.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 830-836
    • Daly, J.W.1    Tokuyama, T.2    Fujuwara, T.3    Highet, R.J.4    Karle, I.L.5
  • 24
    • 0033117374 scopus 로고    scopus 로고
    • This site is about 3 km east of the site where previous specimens of E. tricolor yielded epibatidine and other alkaloids. See ref 8 as well as the following: Daly, J. W.; Tokuyama, T.; Fujuwara, T.; Highet, R. J.; Karle, I. L. J. Am. Chem. Soc. 1980, 102, 830-836. Jain, P.; Spande, T. F.; Garraffo, H. M.; Daly, J. W. Heterocycles 1999, 50, 903-912.
    • (1999) Heterocycles , vol.50 , pp. 903-912
    • Jain, P.1    Spande, T.F.2    Garraffo, H.M.3    Daly, J.W.4
  • 31
    • 0142251423 scopus 로고    scopus 로고
    • note
    • 3-CI mass spectra of acetamides of 3-aminoquinuclidine and cyclohexylamine (prepared from the amines by treatment with neat acetic anhydride).
  • 33
    • 0003558302 scopus 로고
    • John Wiley and Sons: New York; Chapter 12
    • Such methyl radical losses have been previously observed in quinolizidines. See: Porter, Q. N. Mass Spectrometry of Heterocyclic Compounds; John Wiley and Sons: New York, 1985; Chapter 12, pp 472-532. See also: Hussan, M.; Robertson, J. S.; Watson, T. R. Aust. J. Chem. 1970, 23, 773-780.
    • (1985) Mass Spectrometry of Heterocyclic Compounds , pp. 472-532
    • Porter, Q.N.1
  • 34
    • 84970541721 scopus 로고
    • Such methyl radical losses have been previously observed in quinolizidines. See: Porter, Q. N. Mass Spectrometry of Heterocyclic Compounds; John Wiley and Sons: New York, 1985; Chapter 12, pp 472-532. See also: Hussan, M.; Robertson, J. S.; Watson, T. R. Aust. J. Chem. 1970, 23, 773-780.
    • (1970) Aust. J. Chem. , vol.23 , pp. 773-780
    • Hussan, M.1    Robertson, J.S.2    Watson, T.R.3
  • 35
    • 0003942864 scopus 로고
    • John Wiley and Sons: New York; Chapter 5, and references therein
    • For a discussion of relative stereochemical nomenclature, see: Eliel, E. L.; Wilen, S. H. Stereochemistry of Organic Compounds; John Wiley and Sons: New York, 1994; Chapter 5, pp 117-124, and references therein.
    • (1994) Stereochemistry of Organic Compounds , pp. 117-124
    • Eliel, E.L.1    Wilen, S.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.