Ktedonoketone and 2’-oxosattabacin, benzenoid metabolites from a thermophilic bacterium Thermosporothrix hazakensis in the phylum Chloroflexi

Yasuhiro Igarashi, Kazuki Yamamoto, Chiaki Ueno, Nodoka Yamada, Katsuya Saito, Kazuki Takahashi, Masaru Enomoto, Shigefumi Kuwahara, Tsutomu Oikawa, Etsu Tashiro, Masaya Imoto, Ye Xiaohanyao, Tao Zhou, Enjuro Harunari, Naoya Oku

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Abstract

A thermophilic bacterium Thermosporothrix hazakensis NBRC 105916 which belongs to the class Ktedonobacteria was investigated to explore its biosynthetic potential of secondary metabolites. UV-guided fractionation led to the identification of a new benzenoid metabolite designated ktedonoketone (6) and an α-diketone metabolite 2’-oxosattabacin (7) along with five known compounds. Compound 7 was previously described as a synthetic compound, but this is the first finding as a natural product. Compound 7 induced adipocyte differentiation at 10–20 μM and autophagy at 1–10 μM. Compound 6 showed weak inducing activity of adipocyte differentiation. The biosynthetic origin of hazakacin (3), an acyloin-type compound, was elucidated by 13C-labeled precursor-feeding experiments.

Original languageEnglish
JournalJournal of Antibiotics
DOIs
Publication statusPublished - 2019 Jan 1

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Chloroflexi
Adipocytes
Bacteria
Autophagy
Biological Products

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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Ktedonoketone and 2’-oxosattabacin, benzenoid metabolites from a thermophilic bacterium Thermosporothrix hazakensis in the phylum Chloroflexi. / Igarashi, Yasuhiro; Yamamoto, Kazuki; Ueno, Chiaki; Yamada, Nodoka; Saito, Katsuya; Takahashi, Kazuki; Enomoto, Masaru; Kuwahara, Shigefumi; Oikawa, Tsutomu; Tashiro, Etsu; Imoto, Masaya; Xiaohanyao, Ye; Zhou, Tao; Harunari, Enjuro; Oku, Naoya.

In: Journal of Antibiotics, 01.01.2019.

Research output: Contribution to journalArticle

Igarashi, Y, Yamamoto, K, Ueno, C, Yamada, N, Saito, K, Takahashi, K, Enomoto, M, Kuwahara, S, Oikawa, T, Tashiro, E, Imoto, M, Xiaohanyao, Y, Zhou, T, Harunari, E & Oku, N 2019, 'Ktedonoketone and 2’-oxosattabacin, benzenoid metabolites from a thermophilic bacterium Thermosporothrix hazakensis in the phylum Chloroflexi', Journal of Antibiotics. https://doi.org/10.1038/s41429-019-0195-7
Igarashi, Yasuhiro ; Yamamoto, Kazuki ; Ueno, Chiaki ; Yamada, Nodoka ; Saito, Katsuya ; Takahashi, Kazuki ; Enomoto, Masaru ; Kuwahara, Shigefumi ; Oikawa, Tsutomu ; Tashiro, Etsu ; Imoto, Masaya ; Xiaohanyao, Ye ; Zhou, Tao ; Harunari, Enjuro ; Oku, Naoya. / Ktedonoketone and 2’-oxosattabacin, benzenoid metabolites from a thermophilic bacterium Thermosporothrix hazakensis in the phylum Chloroflexi. In: Journal of Antibiotics. 2019.
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AU - Enomoto, Masaru

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