Synthetic studies on quinoxaline antibiotics. II. Synthesis of triostin A.
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概要
- 論文の詳細を見る
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 <I>S</I>,<I>S</I>′-dibenzyldihydrotriostin A showed that this intermediate lacking the disulfide linkage also existed as two conformers in chloroform. This observation excludes the possibility that the conformer equilibrium known to occur with triostin A is a consequence of the reversed chirality of the disulfide bond.
- 公益社団法人 日本化学会の論文
著者
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Shin Masaru
Shionogi Research Laboratories Shionogi & Co. Ltd.
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Inouye Ken
Shionogi Research Laboratories, Shionogi & Co., Ltd.
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Otsuka Hideo
Shionogi Research Laboratories, Shionogi & Co., Ltd.
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SHIN Masaru
Shionogi Laboratories, Shionogi and Co., Ltd.
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