Pyrrolo[1,4]benzodiazepine antibiotics. Biosynthesis of the antitumor antibiotic sibiromycin by Streptosporangium sibiricum

Abstract
The biosynthesis of the antitumor antibiotic sibiromycin by S. sibiricum requires the construction of 4 units: the amino sugar from glucose; the anthranilate ring from DL-tryptophan, probably via kynurenine; the aromatic methyl group from methionine; and the propylidene proline from L-tyrosine with the loss of 2 aromatic C and addition of a C-1 from methionine. Retention of 3H from DL-[5-3H]tryptophan in sibiromycin suggests an NIH shift during hydroxylation of an intermediate.

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