Nanaomycin K, a new epithelial–mesenchymal transition inhibitor produced by the actinomycete “Streptomyces rosa subsp. notoensis” OS-3966

Hirotaka Matsuo; Jun Nakanishi; Yoshihiko Noguchi; Koichi Kitagawa; Katsumi Shigemura; Toshiaki Sunazuka; Yōko Takahashi; Satoshi Ōmura; Takuji Nakashima

doi:10.1016/j.jbiosc.2019.09.007

Nanaomycin K, a new epithelial–mesenchymal transition inhibitor produced by the actinomycete “Streptomyces rosa subsp. notoensis” OS-3966

Hirotaka Matsuo
, Jun Nakanishi
, Yoshihiko Noguchi
, Koichi Kitagawa
, Katsumi Shigemura
, Toshiaki Sunazuka
, Yōko Takahashi
, Satoshi Ōmura
, Takuji Nakashima

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

A new nanaomycin analog, nanaomycin K, was isolated from a cultured broth of actinomycete strain “Streptomyces rosa subsp. notoensis” OS-3966. Nuclear magnetic resonance (NMR) analyses revealed that the planar structure of nanaomycin K had an ergothioneine moiety. To determine the absolute configuration, nanaomycin K was semisynthesized using standards of nanaomycin E and L-ergothioneine. The natural and semisynthetic nanaomycin K were identified as the same compounds based on retention time, mass spectrometry, ¹H NMR, and optical rotation data. Nanaomycin K showed cytotoxicity against Madin–Darby canine kidney (MDCK) cells undergoing transforming growth factor (TGF) β1-induced epithelial–mesenchymal transition.

Original language	English
Pages (from-to)	291-295
Number of pages	5
Journal	Journal of Bioscience and Bioengineering
Volume	129
Issue number	3
DOIs	https://doi.org/10.1016/j.jbiosc.2019.09.007
State	Published - Mar 2020
Externally published	Yes

Keywords

Actinomycete
Epithelial–mesenchymal transition
Ergothioneine
Nanaomycin K
Transforming growth factor β1

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10.1016/j.jbiosc.2019.09.007

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Matsuo, H., Nakanishi, J., Noguchi, Y., Kitagawa, K., Shigemura, K., Sunazuka, T., Takahashi, Y., Ōmura, S., & Nakashima, T. (2020). Nanaomycin K, a new epithelial–mesenchymal transition inhibitor produced by the actinomycete “Streptomyces rosa subsp. notoensis” OS-3966. Journal of Bioscience and Bioengineering, 129(3), 291-295. https://doi.org/10.1016/j.jbiosc.2019.09.007

@article{71485f99c5804ecda74d23d98f7a2192,

title = "Nanaomycin K, a new epithelial–mesenchymal transition inhibitor produced by the actinomycete “Streptomyces rosa subsp. notoensis” OS-3966",

abstract = "A new nanaomycin analog, nanaomycin K, was isolated from a cultured broth of actinomycete strain “Streptomyces rosa subsp. notoensis” OS-3966. Nuclear magnetic resonance (NMR) analyses revealed that the planar structure of nanaomycin K had an ergothioneine moiety. To determine the absolute configuration, nanaomycin K was semisynthesized using standards of nanaomycin E and L-ergothioneine. The natural and semisynthetic nanaomycin K were identified as the same compounds based on retention time, mass spectrometry, 1H NMR, and optical rotation data. Nanaomycin K showed cytotoxicity against Madin–Darby canine kidney (MDCK) cells undergoing transforming growth factor (TGF) β1-induced epithelial–mesenchymal transition.",

keywords = "Actinomycete, Epithelial–mesenchymal transition, Ergothioneine, Nanaomycin K, Transforming growth factor β1",

author = "Hirotaka Matsuo and Jun Nakanishi and Yoshihiko Noguchi and Koichi Kitagawa and Katsumi Shigemura and Toshiaki Sunazuka and Yōko Takahashi and Satoshi Ōmura and Takuji Nakashima",

note = "Publisher Copyright: {\textcopyright} 2019 The Society for Biotechnology, Japan",

year = "2020",

month = mar,

doi = "10.1016/j.jbiosc.2019.09.007",

language = "英語",

volume = "129",

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Matsuo, H, Nakanishi, J, Noguchi, Y, Kitagawa, K, Shigemura, K, Sunazuka, T, Takahashi, Y, Ōmura, S & Nakashima, T 2020, 'Nanaomycin K, a new epithelial–mesenchymal transition inhibitor produced by the actinomycete “Streptomyces rosa subsp. notoensis” OS-3966', Journal of Bioscience and Bioengineering, vol. 129, no. 3, pp. 291-295. https://doi.org/10.1016/j.jbiosc.2019.09.007

TY - JOUR

T1 - Nanaomycin K, a new epithelial–mesenchymal transition inhibitor produced by the actinomycete “Streptomyces rosa subsp. notoensis” OS-3966

AU - Matsuo, Hirotaka

AU - Nakanishi, Jun

AU - Noguchi, Yoshihiko

AU - Kitagawa, Koichi

AU - Shigemura, Katsumi

AU - Sunazuka, Toshiaki

AU - Takahashi, Yōko

AU - Ōmura, Satoshi

AU - Nakashima, Takuji

PY - 2020/3

Y1 - 2020/3

N2 - A new nanaomycin analog, nanaomycin K, was isolated from a cultured broth of actinomycete strain “Streptomyces rosa subsp. notoensis” OS-3966. Nuclear magnetic resonance (NMR) analyses revealed that the planar structure of nanaomycin K had an ergothioneine moiety. To determine the absolute configuration, nanaomycin K was semisynthesized using standards of nanaomycin E and L-ergothioneine. The natural and semisynthetic nanaomycin K were identified as the same compounds based on retention time, mass spectrometry, 1H NMR, and optical rotation data. Nanaomycin K showed cytotoxicity against Madin–Darby canine kidney (MDCK) cells undergoing transforming growth factor (TGF) β1-induced epithelial–mesenchymal transition.

AB - A new nanaomycin analog, nanaomycin K, was isolated from a cultured broth of actinomycete strain “Streptomyces rosa subsp. notoensis” OS-3966. Nuclear magnetic resonance (NMR) analyses revealed that the planar structure of nanaomycin K had an ergothioneine moiety. To determine the absolute configuration, nanaomycin K was semisynthesized using standards of nanaomycin E and L-ergothioneine. The natural and semisynthetic nanaomycin K were identified as the same compounds based on retention time, mass spectrometry, 1H NMR, and optical rotation data. Nanaomycin K showed cytotoxicity against Madin–Darby canine kidney (MDCK) cells undergoing transforming growth factor (TGF) β1-induced epithelial–mesenchymal transition.

KW - Actinomycete

KW - Epithelial–mesenchymal transition

KW - Ergothioneine

KW - Nanaomycin K

KW - Transforming growth factor β1

UR - https://www.scopus.com/pages/publications/85072710121

U2 - 10.1016/j.jbiosc.2019.09.007

DO - 10.1016/j.jbiosc.2019.09.007

M3 - 記事

C2 - 31582334

AN - SCOPUS:85072710121

SN - 1389-1723

VL - 129

SP - 291

EP - 295

JO - Journal of Bioscience and Bioengineering

JF - Journal of Bioscience and Bioengineering

IS - 3

ER -

Nanaomycin K, a new epithelial–mesenchymal transition inhibitor produced by the actinomycete “Streptomyces rosa subsp. notoensis” OS-3966

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