Abstract
A convenient degradation of readily available polyoxin D under Edman conditions gave carboxyuracil polyoxin C 3 in high yield. Decarboxylation to uracil polyoxin C 5 (UPOC) and ring contraction to imidazolone compound 8 , gav important nikkomycin Z and X intermediates respectively. Syntheses of new polyoxin/nikkomycin analogs 12 – 27 , some with excellent chitin synthetase inhibition and Candida albicans whole cell activity are described. The importance of β-methyl substituted amino acid side chains for whole cell activity is highlighted.
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