DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>

In recent years, wild morel mushroom species have begun to be widely cultivated in China due to their high edible and medicinal values. To parse the medicinal ingredients, we employed the technique of liquid-submerged fermentation to investigate the secondary metabolites of <i>Morehella import...

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Main Authors: Feifei Wang, Jie Tan, Ruixiang Jiang, Feifei Li, Renqing Zheng, Linjun Yu, Lianzhong Luo, Yongbiao Zheng
Format: Article
Language:English
Published: MDPI AG 2023-06-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/12/4760
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author Feifei Wang
Jie Tan
Ruixiang Jiang
Feifei Li
Renqing Zheng
Linjun Yu
Lianzhong Luo
Yongbiao Zheng
author_facet Feifei Wang
Jie Tan
Ruixiang Jiang
Feifei Li
Renqing Zheng
Linjun Yu
Lianzhong Luo
Yongbiao Zheng
author_sort Feifei Wang
collection DOAJ
description In recent years, wild morel mushroom species have begun to be widely cultivated in China due to their high edible and medicinal values. To parse the medicinal ingredients, we employed the technique of liquid-submerged fermentation to investigate the secondary metabolites of <i>Morehella importuna</i>. Two new natural isobenzofuranone derivatives (<b>1</b>–<b>2</b>) and one new orsellinaldehyde derivative (<b>3</b>), together with seven known compounds, including one <i>o</i>-orsellinaldehyde (<b>4</b>), phenylacetic acid (<b>5</b>), benzoic acid (<b>6</b>), 4-hydroxy-phenylacetic acid (<b>7</b>), 3,5-dihydroxybenzoic acid (<b>8</b>), <i>N</i>,<i>N</i>′-pentane-1,5-diyldiacetamide (<b>9</b>), and 1H-pyrrole-2-carboxylic acid (<b>10</b>), were obtained from the fermented broth of <i>M. importuna</i>. Their structures were determined according to the data of NMR, HR Q-TOF MS, IR, UV, optical activity, and single-crystal X-ray crystallography. TLC-bioautography displayed that these compounds possess significant antioxidant activity with the half DPPH free radical scavenging concentration of 1.79 (<b>1</b>), 4.10 (<b>2</b>), 4.28 (<b>4</b>), 2.45 (<b>5</b>), 4.40 (<b>7</b>), 1.73 (<b>8</b>), and 6.00 (<b>10</b>) mM. The experimental results would shed light on the medicinal value of <i>M. importuna</i> for its abundant antioxidants.
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spelling doaj.art-f7359848193e47e7933fa21ad03cc6c92023-11-18T11:49:57ZengMDPI AGMolecules1420-30492023-06-012812476010.3390/molecules28124760DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>Feifei Wang0Jie Tan1Ruixiang Jiang2Feifei Li3Renqing Zheng4Linjun Yu5Lianzhong Luo6Yongbiao Zheng7Engineering Research Centre of Industrial Microbiology, Ministry of Education, College of Life Sciences, Fujian Normal University, Fuzhou 350117, ChinaEngineering Research Centre of Industrial Microbiology, Ministry of Education, College of Life Sciences, Fujian Normal University, Fuzhou 350117, ChinaEngineering Research Centre of Industrial Microbiology, Ministry of Education, College of Life Sciences, Fujian Normal University, Fuzhou 350117, ChinaEngineering Research Centre of Industrial Microbiology, Ministry of Education, College of Life Sciences, Fujian Normal University, Fuzhou 350117, ChinaEngineering Research Centre of Industrial Microbiology, Ministry of Education, College of Life Sciences, Fujian Normal University, Fuzhou 350117, ChinaEngineering Research Centre of Industrial Microbiology, Ministry of Education, College of Life Sciences, Fujian Normal University, Fuzhou 350117, ChinaEngineering Research Center of Marine Biopharmaceutical Resource, Xiamen Medical College, Xiamen 361023, ChinaEngineering Research Centre of Industrial Microbiology, Ministry of Education, College of Life Sciences, Fujian Normal University, Fuzhou 350117, ChinaIn recent years, wild morel mushroom species have begun to be widely cultivated in China due to their high edible and medicinal values. To parse the medicinal ingredients, we employed the technique of liquid-submerged fermentation to investigate the secondary metabolites of <i>Morehella importuna</i>. Two new natural isobenzofuranone derivatives (<b>1</b>–<b>2</b>) and one new orsellinaldehyde derivative (<b>3</b>), together with seven known compounds, including one <i>o</i>-orsellinaldehyde (<b>4</b>), phenylacetic acid (<b>5</b>), benzoic acid (<b>6</b>), 4-hydroxy-phenylacetic acid (<b>7</b>), 3,5-dihydroxybenzoic acid (<b>8</b>), <i>N</i>,<i>N</i>′-pentane-1,5-diyldiacetamide (<b>9</b>), and 1H-pyrrole-2-carboxylic acid (<b>10</b>), were obtained from the fermented broth of <i>M. importuna</i>. Their structures were determined according to the data of NMR, HR Q-TOF MS, IR, UV, optical activity, and single-crystal X-ray crystallography. TLC-bioautography displayed that these compounds possess significant antioxidant activity with the half DPPH free radical scavenging concentration of 1.79 (<b>1</b>), 4.10 (<b>2</b>), 4.28 (<b>4</b>), 2.45 (<b>5</b>), 4.40 (<b>7</b>), 1.73 (<b>8</b>), and 6.00 (<b>10</b>) mM. The experimental results would shed light on the medicinal value of <i>M. importuna</i> for its abundant antioxidants.https://www.mdpi.com/1420-3049/28/12/4760<i>Morehella importuna</i>isobenzofuranoneorsellinaldehydeantioxidantmicrobial fermentation
spellingShingle Feifei Wang
Jie Tan
Ruixiang Jiang
Feifei Li
Renqing Zheng
Linjun Yu
Lianzhong Luo
Yongbiao Zheng
DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>
Molecules
<i>Morehella importuna</i>
isobenzofuranone
orsellinaldehyde
antioxidant
microbial fermentation
title DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>
title_full DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>
title_fullStr DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>
title_full_unstemmed DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>
title_short DPPH Radical Scavenging Activity of New Phenolics from the Fermentation Broth of Mushroom <i>Morehella importuna</i>
title_sort dpph radical scavenging activity of new phenolics from the fermentation broth of mushroom i morehella importuna i
topic <i>Morehella importuna</i>
isobenzofuranone
orsellinaldehyde
antioxidant
microbial fermentation
url https://www.mdpi.com/1420-3049/28/12/4760
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