N‑Glucosides of Fairy Chemicals, 2‑Azahypoxanthine and 2‑Aza-8-oxohypoxanthine, in Rice

Plant growth stimulators, 2-azahypoxanthine (AHX) and 2-aza-8-oxohypoxanthine (AOH), were isolated from the fairy-ring-forming fungus, Lepista sordida, and AHX-treated rice, respectively. Further metabolites of AHX were detected in AHX-treated rice by HPLC, and the metabolites 1–4 were isolated from...

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Bibliographic Details
Published in:Organic letters 2018-01, Vol.20 (1), p.312-314
Main Authors: Choi, Jae-Hoon, Wu, Jing, Sawada, Azusa, Takeda, Syougo, Takemura, Hirohide, Yogosawa, Kaoru, Hirai, Hirofumi, Kondo, Mitsuru, Sugimoto, Kunihisa, Asakawa, Tomohiro, Inai, Makoto, Kan, Toshiyuki, Kawagishi, Hirokazu
Format: Article
Language:English
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Summary:Plant growth stimulators, 2-azahypoxanthine (AHX) and 2-aza-8-oxohypoxanthine (AOH), were isolated from the fairy-ring-forming fungus, Lepista sordida, and AHX-treated rice, respectively. Further metabolites of AHX were detected in AHX-treated rice by HPLC, and the metabolites 1–4 were isolated from the rice. The structures of 1–4 were determined by spectroscopic analysis and synthesis. Compounds 1–4 exhibited no significant activity against rice, indicating that rice regulates the activity of AHX and AOH by converting them into their glucosides.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03736