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Über die Biosynthese des Antibioticums Verrucarin E. Verrucarine und Roridine, 19. Mitteilung [1]
Author(s) -
Pfäffli P.,
Tamm Ch.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520717
Subject(s) - chemistry , proline , stereochemistry , levulinic acid , carbon atom , medicinal chemistry , amino acid , organic chemistry , biochemistry , catalysis , ring (chemistry)
The incorporation of nine 14 C‐labelled, assumed biosynthetic precursors of verrucarin E ( 1 ) formed by Myrothecium verrucaria have been measured. The antibiotic and 3‐acetyl‐4‐methyl‐pyrrole ( 3 ) derived from it were oxidized, and the radioactivity of four of the seven C‐atoms determined. It has been found that the carbon skeleton of verrucarin E does not originate from proline, glutamic acid and its biogentic equivalents nor from 5‐amino‐levulinic acid, but is built up from four acetate units with loss of one carboxyl C‐atom. These results are rationalized by proposing a biogenetic pathway for verrucarin E.