Biosynthesis1-Methylpyrrolidine (cas 120-94-5)-2-acetic acid is not a precursor of tropane alkaloids☆

Add time:08/28/2019    Source:sciencedirect.com

1-Methylpyrrolidine-2-acetic acid and related compounds were studied as precursors in the biosynthesis of the tropane alkaloids in Erythroxylum coca and Datura innoxia. (R,S)-[1′,2-13C2,2-14C,15N]-1-Methylpyrolidien-2-accetic acid, (R,S)-[1′,2′-13C2,1′-14C]-1-methylpyrrolidine-2-acetic acid, (R,S) ethyl [1′,2′-13C2,1′-14C]-1- methylpyrrolidine-2-acetate, and (R,S)-[2′-14C]-1-methylpyrrolidine-2-acetic acid N-acetylcysteamine thioester were synthesized and fed to intact plants by leaf-painting or hydroponic-feeding. Specific incorporation of these compounds into (−)-hyoscyamine, (−)-scopolamine, (−)-cocaine and the biosynthetically related cuscohygrine were very low. These results indicate that 1-methylpyrrolidine-2-acetic acid is not an efficient precursor of tropane alkaloids.

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