Chemical Constituents of the Endophytic Fungus Penicillium macrosclerotiorum from Sophora tonkinensis

Xu, Zhao-Long; Cao, Shi-Man; Qin, Yu-Yue; Mo, Tu-Xiang; Li, Ben-Chao; Qin, Xiaoya; Huang, Xishan; Li, Jun; Yang, Ronghua

doi:10.1007/s10600-021-03409-8

Cited by 4 publications

(7 citation statements)

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“…Other species, such as P. cinnamopurpureum ( Dinesh et al, 2022 ), P. chrysogenum ( Orfali et al, 2022 ), and P. citrinum ( Kumari et al, 2021 ), had also been reported as being prolific producers of antimicrobial compounds. However, no studies have reported the antibacterial activity of P. macrosclerotiorum , which was identified as a new species of the genus Penicillium in 2017 ( Wang et al, 2007 ; Xu et al, 2021 ). Our study reported for the first time the strong antimicrobial potential of EA crude extracts of P. macrosclerotiorum against Gram-negative and Gram-positive pathogenic bacteria compared with two commercial antibiotics.…”

Section: Discussionmentioning

confidence: 99%

Cultivable endophytic fungal community associated with the karst endemic plant Nervilia fordii and their antimicrobial activity

et al. 2022

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Endophytic fungi from medicinal plants with specific pharmacological functions attract much attention to provide the possibility of discovering valuable natural drugs with novel structures and biological activities. Nervilia fordii is a rare and endangered karst endemic plant that is used as medicine and food homology in Guangxi, China. These plants have been reported to have antimicrobial, antitumor, antiviral, and anti-inflammatory activities. However, few studies have focused on the diversity and antibacterial activity of endophytic fungi from N. fordii. In the present study, 184 endophytic fungi were isolated from the healthy tissues of N. fordii, and their molecular diversity and antimicrobial activities were analyzed for the first time. These fungi were categorized into 85 different morphotypes based on the morphological characteristics and the similarity between the target sequence and the reference sequence in the GenBank database. With the exception of 18 unidentified fungi, the fungal isolates belonged to at least 2 phyla, 4 classes, 15 orders, 45 known genera, and 45 different species, which showed high abundance, rich diversity, and obvious tissue specificity. All isolates were employed to screen for their antimicrobial activities via the agar diffusion method against Escherichia coli, Staphylococcus aureus, and Candida tropicalis. Among these endophytes, eight strains (9.41%) displayed inhibitory activity against E. coli, 11 strains (12.94%) against S. aureus, and two strains (2.35%) against C. tropicalis, to some extent. In particular, our study showed for the first time that the fungal agar plugs of Penicillium macrosclerotiorum 1151# exhibited promising antibacterial activity against E. coli and S. aureus. Moreover, the ethyl acetate (EA) extract of P. macrosclerotiorum 1151# had antibacterial effects against E. coli and S. aureus with a minimum inhibitory concentration (MIC) of 0.5 mg ml–1. Further research also confirmed that one of the antimicrobial compounds of P. macrosclerotiorum 1151# was methyl chloroacetate and exhibited excellent antibacterial activity against E. coli and S. aureus up to 1.71-fold and 1.13-fold compared with tetracycline (TET) (5 mg ml–1), respectively. Taken together, the present data suggest that various endophytic fungi of N. fordii could be exploited as sources of novel natural antimicrobial agents.

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Section: Discussionmentioning

confidence: 99%

Cultivable endophytic fungal community associated with the karst endemic plant Nervilia fordii and their antimicrobial activity

et al. 2022

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“…Monoacetylasterric acid ( 47 ) was a modified derivative from asterric acid ( 1 ) by acetylation at 3-OH isolated from endophytic fungus Penicillium macrosclerotiorum inhabiting Sophora tonkinensis. Its structure was characterized through HR-ESI-MS, NMR, and single crystal X-ray diffraction analysis …”

Section: Structures Of Naturally Occurring Asterric Acid Analoguesmentioning

confidence: 99%

“…The H/C chemical shift values of some asterric acid analogs were characterized by mistake, which were revised based on the empirical rule mentioned-above (Figure S1–S14). These analogs included asterric acid ( 1 ), ,,,,− methyl asterrate ( 3 ), ,,,, barceloneic acids B ( 4 ) and A ( 55 ), , 8′- O -methylasterric acid ( 10 ), dihydromaldoxin ( 14 ), pestheic acid ( 16 ), , methyl chloroasterrate ( 18 ), iizukine A ( 29 ), pseudogymnoascins A-C ( 42 - 44 ), pestaloficiol T ( 45 ), pseudophenone A ( 46 ), 3-nitroasterric acid ( 54 ), methyl barceloneate ( 56 ), , corynether A ( 57 ), and 5-hydroxymethylasterric acid ( 59 ) …”

Section: Nmr Spectral Features and Empirical Rule On Shielding Effectmentioning

confidence: 99%

“…Its structure was characterized through HR-ESI-MS, NMR, and single crystal Xray diffraction analysis. 42 Endophytic fungi inhabiting desert plants are an ecologically important but unique group with few chemical research. In order to find new and bioactive fungal secondary metabolites from this special group of fungi, Ding's group recently isolated four new asterric acid analogs betaethrins A (48) and D−F (49−51) together from a desert plant endophytic fungus Phoma betae A.B.…”

Section: T H I S C O N T E N T Imentioning

confidence: 99%

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Naturally Occurring Asterric Acid Analogs: Chemistry and Biology

Tan,

Chen,

Ding

2024

J. Agric. Food Chem.

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Asterric acid and its analogs belong to diphenyl ethers (DPEs) with multiple substitutions on A/B aromatic rings. This member of DPEs originates from the polyketide pathway and displays a wide range of biological effects. Though the structures of asterric acid analogs are not complex, there were only more than 50 asterric acid analogs found in nature from 1960 to 2023. In this review, the structures, bioactivities, and biosynthesis of asterric acid analogs are summarized. More importantly, the empirical rule about the shielding effect of B-ring on H-6 is suggested, and this provides a convenient and useful way to analyze the NMR spectral data of asterric acid analogs, based on which the chemical shift values of the A-ring in some asterric acid analogs are revised.

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“…The endophytic fungus Xylaria sp.GDG-102, Penicillium macrosclerotiorum , Penicillium vulpinum, Diaporthe sp.GDG-118, and Xylaria sp. GDGJ-368 [ 65 , 66 , 69 , 71 ] were isolated from S. tonkinensis , and some compounds produced by these endophytic fungi were interesting. More than 40 ( 277 – 316 ) compounds have been isolated from its endophytic fungi.…”

Section: Phytochemistrymentioning

confidence: 99%

Biological Activities and Secondary Metabolites from Sophora tonkinensis and Its Endophytic Fungi

Liang

Zhang

et al. 2022

Molecules

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The roots of Sophora tonkinensis Gagnep., a traditional Chinese medicine, is known as Shan Dou Gen in the Miao ethnopharmacy. A large number of previous studies have suggested the usage of S. tonkinensis in the folk treatment of lung, stomach, and throat diseases, and the roots of S. tonkinensis have been produced as Chinese patent medicines to treat related diseases. Existing phytochemical works reported more than 300 compounds from different parts and the endophytic fungi of S. tonkinensis. Some of the isolated extracts and monomer compounds from S. tonkinensis have been proved to exhibit diverse biological activities, including anti-tumor, anti-inflammatory, antibacterial, antiviral, and so on. The research progress on the phytochemistry and pharmacological activities of S. tonkinensis have been systematically summarized, which may be useful for its further research.

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Chemical Constituents of the Endophytic Fungus Penicillium macrosclerotiorum from Sophora tonkinensis

Cited by 4 publications

References 14 publications

Cultivable endophytic fungal community associated with the karst endemic plant Nervilia fordii and their antimicrobial activity

Cultivable endophytic fungal community associated with the karst endemic plant Nervilia fordii and their antimicrobial activity

Naturally Occurring Asterric Acid Analogs: Chemistry and Biology

Biological Activities and Secondary Metabolites from Sophora tonkinensis and Its Endophytic Fungi

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