Anti-inflammatory Metabolites from Chaetomium nigricolor

Min Jee Kim; Dong Cheol Kim; Jaeyoung Kwon; Seung Mok Ryu; Haeun Kwon; Yuanqiang Guo; Seung Beom Hong; Youn Chul Kim; Hyuncheol Oh; Dongho Lee

doi:10.1021/acs.jnatprod.9b00560

Anti-inflammatory Metabolites from Chaetomium nigricolor

Min Jee Kim, Dong Cheol Kim, Jaeyoung Kwon, Seung Mok Ryu, Haeun Kwon, Yuanqiang Guo, Seung Beom Hong, Youn Chul Kim, Hyuncheol Oh, Dongho Lee

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

20 Citations (Scopus)

Abstract

Twelve metabolites were obtained from the culture media of Chaetomium nigricolor, including a new furan derivative, methyl succinyl Sumiki's acid (1), and two new atropisomers of the previously reported bis-naphtho-γ-pyrones, (aS)-asperpyrone A and (aS)-fonsecinone A (2 and 3). The structures were elucidated by spectroscopic, chemical, and chiroptical techniques. Compounds 2 and 3 inhibited nitric oxide production in lipopolysaccharide-stimulated RAW 264.7 macrophages. Compound 2 was found to inhibit nuclear factor-kappa B and c-Jun N-terminal kinase activation, in turn suppressing pro-inflammatory mediators and cytokines including nitric oxide, prostaglandin E₂, interleukin (IL)-1β, tumor necrosis factor-α, IL-6, and IL-12.

Original language	English
Pages (from-to)	881-887
Number of pages	7
Journal	Journal of Natural Products
Volume	83
Issue number	4
DOIs	https://doi.org/10.1021/acs.jnatprod.9b00560
Publication status	Published - 2020 Apr 24

Bibliographical note

Funding Information:
This research was financially supported by Korea University, Korea Polar Research Institute (PE19100), and the National Research Foundation of Korea (NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626), Rural Development Administration (PJ01354902), and the KIST Program (2E30650 and 2Z06220).

Funding Information:
This research was financially supported by Korea University Korea Polar Research Institute (PE19100), and the National Research Foundation of Korea (NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626) Rural Development Administration (PJ01354902), and the KIST Program (2E30650 and 2Z06220).

Publisher Copyright:
Copyright © 2020 American Chemical Society and American Society of Pharmacognosy.

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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title = "Anti-inflammatory Metabolites from Chaetomium nigricolor",

abstract = "Twelve metabolites were obtained from the culture media of Chaetomium nigricolor, including a new furan derivative, methyl succinyl Sumiki's acid (1), and two new atropisomers of the previously reported bis-naphtho-γ-pyrones, (aS)-asperpyrone A and (aS)-fonsecinone A (2 and 3). The structures were elucidated by spectroscopic, chemical, and chiroptical techniques. Compounds 2 and 3 inhibited nitric oxide production in lipopolysaccharide-stimulated RAW 264.7 macrophages. Compound 2 was found to inhibit nuclear factor-kappa B and c-Jun N-terminal kinase activation, in turn suppressing pro-inflammatory mediators and cytokines including nitric oxide, prostaglandin E2, interleukin (IL)-1β, tumor necrosis factor-α, IL-6, and IL-12.",

author = "Kim, {Min Jee} and Kim, {Dong Cheol} and Jaeyoung Kwon and Ryu, {Seung Mok} and Haeun Kwon and Yuanqiang Guo and Hong, {Seung Beom} and Kim, {Youn Chul} and Hyuncheol Oh and Dongho Lee",

note = "Funding Information: This research was financially supported by Korea University, Korea Polar Research Institute (PE19100), and the National Research Foundation of Korea (NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626), Rural Development Administration (PJ01354902), and the KIST Program (2E30650 and 2Z06220). Funding Information: This research was financially supported by Korea University Korea Polar Research Institute (PE19100), and the National Research Foundation of Korea (NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626) Rural Development Administration (PJ01354902), and the KIST Program (2E30650 and 2Z06220). Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society and American Society of Pharmacognosy.",

year = "2020",

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doi = "10.1021/acs.jnatprod.9b00560",

language = "English",

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AU - Kim, Min Jee

AU - Kim, Dong Cheol

AU - Kwon, Jaeyoung

AU - Ryu, Seung Mok

AU - Kwon, Haeun

AU - Guo, Yuanqiang

AU - Hong, Seung Beom

AU - Kim, Youn Chul

AU - Oh, Hyuncheol

AU - Lee, Dongho

N1 - Funding Information: This research was financially supported by Korea University, Korea Polar Research Institute (PE19100), and the National Research Foundation of Korea (NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626), Rural Development Administration (PJ01354902), and the KIST Program (2E30650 and 2Z06220). Funding Information: This research was financially supported by Korea University Korea Polar Research Institute (PE19100), and the National Research Foundation of Korea (NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626) Rural Development Administration (PJ01354902), and the KIST Program (2E30650 and 2Z06220). Publisher Copyright: Copyright © 2020 American Chemical Society and American Society of Pharmacognosy.

PY - 2020/4/24

Y1 - 2020/4/24

N2 - Twelve metabolites were obtained from the culture media of Chaetomium nigricolor, including a new furan derivative, methyl succinyl Sumiki's acid (1), and two new atropisomers of the previously reported bis-naphtho-γ-pyrones, (aS)-asperpyrone A and (aS)-fonsecinone A (2 and 3). The structures were elucidated by spectroscopic, chemical, and chiroptical techniques. Compounds 2 and 3 inhibited nitric oxide production in lipopolysaccharide-stimulated RAW 264.7 macrophages. Compound 2 was found to inhibit nuclear factor-kappa B and c-Jun N-terminal kinase activation, in turn suppressing pro-inflammatory mediators and cytokines including nitric oxide, prostaglandin E2, interleukin (IL)-1β, tumor necrosis factor-α, IL-6, and IL-12.

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Anti-inflammatory Metabolites from Chaetomium nigricolor

Abstract

Bibliographical note

ASJC Scopus subject areas

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