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Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae

Phytochemical investigation and chromatographic separation of extracts from the actinobacteria strain Saccharomonospora piscinae that was isolated from dried fishpond sediment of Kouhu township, in the south of Taiwan, led to the isolation of three new compounds, saccharpiscinols A–C (1–3, respectiv...

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Autores principales: Su, Yung-Shun, Chen, Jih-Jung, Cheng, Ming-Jen, Chai, Chee-Yin, Kwan, Aij-Lie, Huang, Jheng-Cian, Kuo, Yueh-Hsiung
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8398073/
https://www.ncbi.nlm.nih.gov/pubmed/34443495
http://dx.doi.org/10.3390/molecules26164909
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author Su, Yung-Shun
Chen, Jih-Jung
Cheng, Ming-Jen
Chai, Chee-Yin
Kwan, Aij-Lie
Huang, Jheng-Cian
Kuo, Yueh-Hsiung
author_facet Su, Yung-Shun
Chen, Jih-Jung
Cheng, Ming-Jen
Chai, Chee-Yin
Kwan, Aij-Lie
Huang, Jheng-Cian
Kuo, Yueh-Hsiung
author_sort Su, Yung-Shun
collection PubMed
description Phytochemical investigation and chromatographic separation of extracts from the actinobacteria strain Saccharomonospora piscinae that was isolated from dried fishpond sediment of Kouhu township, in the south of Taiwan, led to the isolation of three new compounds, saccharpiscinols A–C (1–3, respectively), and three new natural products, namely (2S)-5,7,3′,4′-tetrahydroxy-6,8-dimethylflavanone (4), methyl-4-hydroxy-2-methoxy-6-methylbenzoate (5), and (±)-7-acetyl-4,8-dihydroxy-6-methyl-1-tetralone (6). Compounds 4–6 were reported before as synthesized products, herein, they are reported from nature for the first time. The structures of the new compounds were unambiguously elucidated on the basis of extensive spectroscopic data analysis (1D- and 2D-NMR, MS, and UV) and comparison with literature data. The effect of some isolates on the inhibition of NO production in lipopolysaccharide-activated RAW 264.7 murine macrophages was evaluated. Saccharpiscinol A showed inhibitory activities against LPS-induced NO production.
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spelling pubmed-83980732021-08-29 Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae Su, Yung-Shun Chen, Jih-Jung Cheng, Ming-Jen Chai, Chee-Yin Kwan, Aij-Lie Huang, Jheng-Cian Kuo, Yueh-Hsiung Molecules Article Phytochemical investigation and chromatographic separation of extracts from the actinobacteria strain Saccharomonospora piscinae that was isolated from dried fishpond sediment of Kouhu township, in the south of Taiwan, led to the isolation of three new compounds, saccharpiscinols A–C (1–3, respectively), and three new natural products, namely (2S)-5,7,3′,4′-tetrahydroxy-6,8-dimethylflavanone (4), methyl-4-hydroxy-2-methoxy-6-methylbenzoate (5), and (±)-7-acetyl-4,8-dihydroxy-6-methyl-1-tetralone (6). Compounds 4–6 were reported before as synthesized products, herein, they are reported from nature for the first time. The structures of the new compounds were unambiguously elucidated on the basis of extensive spectroscopic data analysis (1D- and 2D-NMR, MS, and UV) and comparison with literature data. The effect of some isolates on the inhibition of NO production in lipopolysaccharide-activated RAW 264.7 murine macrophages was evaluated. Saccharpiscinol A showed inhibitory activities against LPS-induced NO production. MDPI 2021-08-13 /pmc/articles/PMC8398073/ /pubmed/34443495 http://dx.doi.org/10.3390/molecules26164909 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Su, Yung-Shun
Chen, Jih-Jung
Cheng, Ming-Jen
Chai, Chee-Yin
Kwan, Aij-Lie
Huang, Jheng-Cian
Kuo, Yueh-Hsiung
Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae
title Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae
title_full Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae
title_fullStr Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae
title_full_unstemmed Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae
title_short Saccharpiscinols A–C: Flavans with Potential Anti-Inflammatory Activities from One Actinobacteria Saccharomonospora piscinae
title_sort saccharpiscinols a–c: flavans with potential anti-inflammatory activities from one actinobacteria saccharomonospora piscinae
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8398073/
https://www.ncbi.nlm.nih.gov/pubmed/34443495
http://dx.doi.org/10.3390/molecules26164909
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