Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009
Twelve 1, 4-naphthoquinone derivatives, including two new (<b>1</b> and <b>2</b>) and 10 known (<b>3</b>−<b>12</b>), were obtained from endophytic fungus <i>Talaromyces</i> sp. SK-S009 isolated from the fruit of <i>Kandelia...
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2020-01-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/25/3/576 |
_version_ | 1818480092712534016 |
---|---|
author | Hongju Liu Chong Yan Changqun Li Tingting You Zhigang She |
author_facet | Hongju Liu Chong Yan Changqun Li Tingting You Zhigang She |
author_sort | Hongju Liu |
collection | DOAJ |
description | Twelve 1, 4-naphthoquinone derivatives, including two new (<b>1</b> and <b>2</b>) and 10 known (<b>3</b>−<b>12</b>), were obtained from endophytic fungus <i>Talaromyces</i> sp. SK-S009 isolated from the fruit of <i>Kandelia obovata</i>. All structures were identified through extensive analysis of the nuclear magnetic resonance (NMR), mass spectrometry (MS) and circular dichroism (CD), as well as by comparison with literature data. These compounds significantly inhibited the lipopolysaccharide (LPS)-induced nitric oxide (NO) production in the murine macrophage cell line (RAW 264.7 cells). The half maximal inhibitory concentration (IC<sub>50</sub>) values, except for compound 2, were lower than that of indomethacin (26.3 μM). Compound <b>9</b> inhibited the LPS-induced inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) mRNA expressions in RAW 264.7 macrophages. Additionally, compound <b>9</b> reduced the mRNA levels of pro-inflammatory factors interleukin (IL)1β, IL-6, and tumor necrosis factor (TNF)-α. The results of this study demonstrated that these 1, 4-naphthoquinone derivatives can inhibit LPS-induced inflammation. |
first_indexed | 2024-12-10T11:18:39Z |
format | Article |
id | doaj.art-2d3f97e5e6624ed18124044e47b186d8 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-10T11:18:39Z |
publishDate | 2020-01-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-2d3f97e5e6624ed18124044e47b186d82022-12-22T01:51:04ZengMDPI AGMolecules1420-30492020-01-0125357610.3390/molecules25030576molecules25030576Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009Hongju Liu0Chong Yan1Changqun Li2Tingting You3Zhigang She4School of Pharmacy, Guangdong Medical University, 523808 Dongguan, ChinaSchool of Pharmacy, Guangdong Medical University, 523808 Dongguan, ChinaSchool of Pharmacy, Guangdong Medical University, 523808 Dongguan, ChinaSchool of Pharmacy, Guangdong Medical University, 523808 Dongguan, ChinaSchool of Chemistry, Sun Yat-Sen University, 510275 Guangzhou, ChinaTwelve 1, 4-naphthoquinone derivatives, including two new (<b>1</b> and <b>2</b>) and 10 known (<b>3</b>−<b>12</b>), were obtained from endophytic fungus <i>Talaromyces</i> sp. SK-S009 isolated from the fruit of <i>Kandelia obovata</i>. All structures were identified through extensive analysis of the nuclear magnetic resonance (NMR), mass spectrometry (MS) and circular dichroism (CD), as well as by comparison with literature data. These compounds significantly inhibited the lipopolysaccharide (LPS)-induced nitric oxide (NO) production in the murine macrophage cell line (RAW 264.7 cells). The half maximal inhibitory concentration (IC<sub>50</sub>) values, except for compound 2, were lower than that of indomethacin (26.3 μM). Compound <b>9</b> inhibited the LPS-induced inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) mRNA expressions in RAW 264.7 macrophages. Additionally, compound <b>9</b> reduced the mRNA levels of pro-inflammatory factors interleukin (IL)1β, IL-6, and tumor necrosis factor (TNF)-α. The results of this study demonstrated that these 1, 4-naphthoquinone derivatives can inhibit LPS-induced inflammation.https://www.mdpi.com/1420-3049/25/3/5761,4-naphthoquinones<i>talaromyces</i> sp.marine fungusanti-inflammatory |
spellingShingle | Hongju Liu Chong Yan Changqun Li Tingting You Zhigang She Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009 Molecules 1,4-naphthoquinones <i>talaromyces</i> sp. marine fungus anti-inflammatory |
title | Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009 |
title_full | Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009 |
title_fullStr | Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009 |
title_full_unstemmed | Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009 |
title_short | Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus <i>Talaromyces</i> sp. SK-S009 |
title_sort | naphthoquinone derivatives with anti inflammatory activity from mangrove derived endophytic fungus i talaromyces i sp sk s009 |
topic | 1,4-naphthoquinones <i>talaromyces</i> sp. marine fungus anti-inflammatory |
url | https://www.mdpi.com/1420-3049/25/3/576 |
work_keys_str_mv | AT hongjuliu naphthoquinonederivativeswithantiinflammatoryactivityfrommangrovederivedendophyticfungusitalaromycesispsks009 AT chongyan naphthoquinonederivativeswithantiinflammatoryactivityfrommangrovederivedendophyticfungusitalaromycesispsks009 AT changqunli naphthoquinonederivativeswithantiinflammatoryactivityfrommangrovederivedendophyticfungusitalaromycesispsks009 AT tingtingyou naphthoquinonederivativeswithantiinflammatoryactivityfrommangrovederivedendophyticfungusitalaromycesispsks009 AT zhigangshe naphthoquinonederivativeswithantiinflammatoryactivityfrommangrovederivedendophyticfungusitalaromycesispsks009 |