Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells

A new compound containing a triene, a tetrahydropyran ring and glycine ester functionalities, restricticin B (<b>1</b>), together with four known compounds (<b>2</b>–<b>5</b>) were obtained from the EtOAc extract of the marine-derived fungus <i>Penicillium j...

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Main Authors: Byeoung-Kyu Choi, Song-Hee Jo, Dong-Kug Choi, Phan Thi Hoai Trinh, Hwa-Sun Lee, Cao Van Anh, Tran Thi Thanh Van, Hee Jae Shin
Format: Article
Language:English
Published: MDPI AG 2020-09-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/18/9/465
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spelling doaj-cbcc33f1f37a44219746074df7ceefd52020-11-25T01:55:22ZengMDPI AGMarine Drugs1660-33972020-09-011846546510.3390/md18090465Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia CellsByeoung-Kyu Choi0Song-Hee Jo1Dong-Kug Choi2Phan Thi Hoai Trinh3Hwa-Sun Lee4Cao Van Anh5Tran Thi Thanh Van6Hee Jae Shin7Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyang-ro, Yeongdo-gu, Busan 49111, KoreaDepartment of Applied Life Science, Graduate school of Konkuk University, Chungju 27478, KoreaDepartment of Applied Life Science, Graduate school of Konkuk University, Chungju 27478, KoreaDepartment of Marine Biotechnology, Nhatrang Institute of Technology Research and Application, Vietnam Academy of Science and Technology, 02 Hung Vuong, Nha Trang 650000, VietnamMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyang-ro, Yeongdo-gu, Busan 49111, KoreaMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyang-ro, Yeongdo-gu, Busan 49111, KoreaDepartment of Marine Biotechnology, Nhatrang Institute of Technology Research and Application, Vietnam Academy of Science and Technology, 02 Hung Vuong, Nha Trang 650000, VietnamMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyang-ro, Yeongdo-gu, Busan 49111, KoreaA new compound containing a triene, a tetrahydropyran ring and glycine ester functionalities, restricticin B (<b>1</b>), together with four known compounds (<b>2</b>–<b>5</b>) were obtained from the EtOAc extract of the marine-derived fungus <i>Penicillium janthinellum</i>. The planar structure of <b>1</b> was determined by detailed analyses of MS, 1D and 2D NMR data. The relative and absolute configurations of <b>1</b> were established via the analyses of NOESY spectroscopy data, the comparison of optical rotation values with those of reported restricticin derivatives and electronic circular dichroism (ECD). All the compounds were screened for their anti-neuroinflammatory effects in lipopolysaccharide (LPS)-induced BV-2 microglia cells. Restricticin B (<b>1</b>) and <i>N</i>-acetyl restricticin (<b>2</b>) exhibited anti-neuroinflammatory effects by suppressing the production of pro-inflammatory mediators in activated microglial cells.https://www.mdpi.com/1660-3397/18/9/465restricticinmarine-derived fungus<i>Penicillium janthinellum</i>BV-2 microglia cellsanti-neuroinflammatory
collection DOAJ
language English
format Article
sources DOAJ
author Byeoung-Kyu Choi
Song-Hee Jo
Dong-Kug Choi
Phan Thi Hoai Trinh
Hwa-Sun Lee
Cao Van Anh
Tran Thi Thanh Van
Hee Jae Shin
spellingShingle Byeoung-Kyu Choi
Song-Hee Jo
Dong-Kug Choi
Phan Thi Hoai Trinh
Hwa-Sun Lee
Cao Van Anh
Tran Thi Thanh Van
Hee Jae Shin
Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells
Marine Drugs
restricticin
marine-derived fungus
<i>Penicillium janthinellum</i>
BV-2 microglia cells
anti-neuroinflammatory
author_facet Byeoung-Kyu Choi
Song-Hee Jo
Dong-Kug Choi
Phan Thi Hoai Trinh
Hwa-Sun Lee
Cao Van Anh
Tran Thi Thanh Van
Hee Jae Shin
author_sort Byeoung-Kyu Choi
title Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells
title_short Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells
title_full Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells
title_fullStr Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells
title_full_unstemmed Anti-Neuroinflammatory Agent, Restricticin B, from the Marine-Derived Fungus <i>Penicillium janthinellum</i> and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells
title_sort anti-neuroinflammatory agent, restricticin b, from the marine-derived fungus <i>penicillium janthinellum</i> and its inhibitory activity on the no production in bv-2 microglia cells
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2020-09-01
description A new compound containing a triene, a tetrahydropyran ring and glycine ester functionalities, restricticin B (<b>1</b>), together with four known compounds (<b>2</b>–<b>5</b>) were obtained from the EtOAc extract of the marine-derived fungus <i>Penicillium janthinellum</i>. The planar structure of <b>1</b> was determined by detailed analyses of MS, 1D and 2D NMR data. The relative and absolute configurations of <b>1</b> were established via the analyses of NOESY spectroscopy data, the comparison of optical rotation values with those of reported restricticin derivatives and electronic circular dichroism (ECD). All the compounds were screened for their anti-neuroinflammatory effects in lipopolysaccharide (LPS)-induced BV-2 microglia cells. Restricticin B (<b>1</b>) and <i>N</i>-acetyl restricticin (<b>2</b>) exhibited anti-neuroinflammatory effects by suppressing the production of pro-inflammatory mediators in activated microglial cells.
topic restricticin
marine-derived fungus
<i>Penicillium janthinellum</i>
BV-2 microglia cells
anti-neuroinflammatory
url https://www.mdpi.com/1660-3397/18/9/465
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