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Volumn 118, Issue 7, 1996, Pages 1799-1800

A classical paradigm of alkaloid biogenesis revisited: Acetonedicarboxylic acid as a biosynthetic precursor of lycopodine

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; LYCOPODINE; UNCLASSIFIED DRUG;

EID: 0029923915     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja953735q     Document Type: Article
Times cited : (73)

References (35)
  • 6
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    • note
    • x (2 equiv) were used as base.
  • 10
    • 13344273508 scopus 로고    scopus 로고
    • note
    • 13C NMR spectrum in pyridine rests on COSY. HMQC. and HMBC experiments.
  • 11
    • 13344272714 scopus 로고    scopus 로고
    • note
    • 4]acetonedicarboxylate in preparation for feeding.
  • 15
    • 13344256796 scopus 로고    scopus 로고
    • note
    • 13C enrichment within the two halves would result under the conditions of the feeding experiment. if the steady-state concentration of pelletierine (4) within the plant were small compared to that of 4-(2-piperidyl)acetoacetic acid (3).
  • 16
    • 13344252796 scopus 로고    scopus 로고
    • note
    • 3 such as 1.
  • 20
    • 0010598180 scopus 로고
    • Marcel Dekker. New York
    • Dalton, D. R The Alkaloids: Marcel Dekker. New York, 1979; pp 107-108.
    • (1979) The Alkaloids , pp. 107-108
    • Dalton, D.R.1
  • 21
    • 77957072064 scopus 로고
    • Brossi, A., Ed.; Academic Press New, York
    • MacLean, D. B. In The Alkaloids: Brossi, A., Ed.; Academic Press New, York, 1985; Vol. 26, pp 241-298.
    • (1985) The Alkaloids , vol.26 , pp. 241-298
    • MacLean, D.B.1
  • 24
    • 13344256036 scopus 로고    scopus 로고
    • note
    • 21 According to Sir Robert himself, this is not so; On his last visit to McMaster University, in 1968, he told one of us that his biogenetic proposal was inspired by his tropinone synthesis, rather than the reverse.
  • 26
    • 13344290198 scopus 로고    scopus 로고
    • note
    • 27,28 Whether this is due to the fact that the compound has not been looked for. or that it suffers decarboxylation to acetoacetic acid and further to acetone under the conditions normally used in the extraction of biological material, remains to be determined.
  • 29
    • 13344291189 scopus 로고    scopus 로고
    • note
    • 2]acetate into the tropa alkaloids.
  • 31
    • 13344267844 scopus 로고
    • Conferencias, Memorias y Comunicaciones de Quintica Biologica Pura y Applicada
    • Madrid, Spain, Groupe IV
    • Schopf, C. Conferencias, Memorias y Comunicaciones de Quintica Biologica Pura y Applicada: IX Congreso Internacional de Quimica Pura y Aplicada. Madrid, Spain, 1934: Vol. V, Groupe IV, pp 189-198.
    • (1934) IX Congreso Internacional de Quimica Pura y Aplicada , vol.5 , pp. 189-198
    • Schopf, C.1
  • 33


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.