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Issue 5, 1975
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The biosynthesis of Lobelia alkaloids. Part III. Intermediates in the biosynthesis of lobeline; biosynthesis of 8,10-diethyl-lobelidione

Abstract

Cinnamic acid and 3-hydroxy-3-phenylpropanoic acid are incorporated into lobeline{2-[6-(β-hydroxyphenethyl)-1-methyl-2-piperidyl]acetophenone} in Lobelia inflata. Lysine, pentane-1,5-diamine (cadaverine), and 3,4,5,6-tetrahydropyridine are also incorporated into lobeline; their relative incorporations show that pentane-1,5-diamine is not an intermediate in the biosynthesis of this alkaloid from lysine. 8,10-Diethyl-lobelidione [1,1′-(1-methylpiperidine-2,6-diyl)di(butan-2-one)] is shown, by tracer experiments, to be derived from lysine and acetate in L. inflata plants.

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Article type: Paper
DOI: 10.1039/P19750000415
J. Chem. Soc., Perkin Trans. 1, 1975, 415-419

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    The biosynthesis of Lobelia alkaloids. Part III. Intermediates in the biosynthesis of lobeline; biosynthesis of 8,10-diethyl-lobelidione

    D. G. O'Donovan, D. J. Long, E. Forde and P. Geary, J. Chem. Soc., Perkin Trans. 1, 1975, 415
    DOI: 10.1039/P19750000415

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