Synthetic studies on quinoxaline antibiotics. III. Synthesis of nortriostin A, a triostin A analog lacking N-methyl groups on the cystine and valine residues.

M Shin, K Inouye, N Higuchi, Y Kyogoku

Index: Shin; Inouye; Higuchi; Kyogoki Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 8 p. 2211 - 2215

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Citation Number: 10

Abstract

Nortriostin A, which is an analog of a cyclic octadepsipeptide antibiotic triostin A and contains one cystine and two valine residues substituted for the N, N′-dimethylcystine and N-methylvaline residues of the antibiotic, was synthesized with Z–D-Ser [Boc–Ala–Cys (MeBzl)–Val]–OH and Z–D-Ser [H–Ala–Cys (MeBzl)–Val]–OTce as key intermediates. The synthetic analog showed no antimicrobial activity at a concentration of 100 μg/ml and was ...