Synthetic studies on quinoxaline antibiotics. II. Synthesis of triostin A

M Shin, K Inouye, H Otsuka

Index: Shin; Otsuka Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 8 p. 2203 - 2210

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Citation Number: 16

Abstract

Triostin A, a cyclic octadepsipeptide, was synthesized with Z–D-Ser [Boc–Ala–MeCys (Bzl)– MeVal]–OH and Z–D-Ser [H–Ala–MeCy (Bzl)–MeVal]–OTce as key intermediates. The synthetic antibiotic was compared with natural triostin A in terms of chromatographic behaviors, NMR spectra, and antimicrobial activity to establish their identity. The NMR data on S, S′-dibenzyldihydrotriostin A showed that this intermediate lacking the disulfide ...