Isolation of Notoamide S and Enantiomeric 6-epi-Stephacidin A from the Fungus Aspergillus amoenus: Biogenetic Implications

Hikaru Kato, Takashi Nakahara, Kayo Sugimoto, Kanae Matsuo, Ippei Kagiyama, Jens Christian Frisvad, David H. Sherman, Robert M. Williams, Sachiko Tsukamoto

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    Notoamide S has been hypothesized to be a key biosynthetic intermediate for characteristic metabolites stephacidin A, notoamide B, and versicolamide B in Aspergillus sp. but has not yet been isolated. The isolation of notoamide S and an enantiomeric mixture of 6-epi-stephacidin A enriched with the (-)-isomer from Aspergillus amoenus is reported. The presence of (+)-versicolamide B suggests that the fungus possesses only the oxidase, which converts (+)-6-epi-stephacidin A into (+)-Versicolamide B, but not for (-)-6-epi-Stephacidin A.
    Original languageEnglish
    JournalORGANIC LETTERS
    Volume17
    Issue number3
    Pages (from-to)700-703
    Number of pages4
    ISSN1523-7060
    DOIs
    Publication statusPublished - 2015

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