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Biosynthesis of tylophorine and tylophorinine

1981; Elsevier BV; Volume: 37; Issue: 2 Linguagem: Inglês

10.1016/s0040-4020(01)92028-9

1464-5416

Dewan S. Bhakuni, Virendra K. Mangla,

Plant Pathogenic Bacteria Studies

Administration of 3,4-dihydroxyphenyl[2-14C] alanine to young Tylophora asthmatica plants revealed that ring B and carbon atoms C9 and C7 of tylophorine and tylophorinine are derived from dopa. Tracer experiments with 6,7-diphenylhexahydroindolizines (1–7) and (26) demonstrated that compound 1 is efficiently and specifically incorporated into tylophorine (13) and tylophorinine (16). Compounds (3), (4) and (26) were not metabolized by the plants to form (13) and (16) whereas (5) and (6) were utilized to yield (13) and (16). Compound (2) was very poorly converted into (13) and (16) and thus is not on the major biosynthetic pathway of (13) and (16).