Nitric oxide inhibitory polyketides from Penicillium chrysogenum MT-12, an endophytic fungus isolated from Huperzia serrata

A previously undescribed polyketide (1) and 3 known analogs (2-4) were obtained from cultures of the potato endophytic fungus Aspergillus carneus. The structures were elucidated on the basis of extensive nuclear magnetic resonance spectroscopic data. The absolute conﬁguration of 1 was further determined by electronic circular dichroism and optical rotation calculations. Compounds 1-4 showed moderate antifungal activity against plant pathogens. Compounds 1, 2, and 4 inhibited nitric oxide production in lipopolysaccharide-stimulated RAW264.7 cells, with half-maximal inhibitory concentration values of 13.36, 30.16, and 51.47 µM, respectively. Compound 4 showed effective antioxidant activity.

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The Endophytic Fungus Phomopsis liquidambari Increases Nodulation and N2 Fixation in Arachis hypogaea by Enhancing Hydrogen Peroxide and Nitric Oxide Signalling

Microbial Ecology ◽

10.1007/s00248-017-0944-8 ◽

2017 ◽

Vol 74 (2) ◽

pp. 427-440 ◽

Cited By ~ 8

Author(s):

Xing-Guang Xie ◽

Wan-Qiu Fu ◽

Feng-Min Zhang ◽

Xiao-Min Shi ◽

Ying-Ting Zeng ◽

...

Keyword(s):

Nitric Oxide ◽

Hydrogen Peroxide ◽

Arachis Hypogaea ◽

N2 Fixation ◽

Endophytic Fungus

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Naphthoquinone Derivatives with Anti-Inflammatory Activity from Mangrove-Derived Endophytic Fungus Talaromyces sp. SK-S009

Molecules ◽

10.3390/molecules25030576 ◽

2020 ◽

Vol 25 (3) ◽

pp. 576 ◽

Cited By ~ 1

Author(s):

Hongju Liu ◽

Chong Yan ◽

Changqun Li ◽

Tingting You ◽

Zhigang She

Keyword(s):

Nitric Oxide ◽

Endophytic Fungus ◽

Raw 264.7 Cells ◽

Inflammatory Factors ◽

No Production ◽

Raw 264.7 ◽

Mrna Levels ◽

Tnf Α ◽

Ic50 Values ◽

Oxide Synthase

Twelve 1, 4-naphthoquinone derivatives, including two new (1 and 2) and 10 known (3–12), were obtained from endophytic fungus Talaromyces sp. SK-S009 isolated from the fruit of Kandelia obovata. 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 (IC50) values, except for compound 2, were lower than that of indomethacin (26.3 μM). Compound 9 inhibited the LPS-induced inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) mRNA expressions in RAW 264.7 macrophages. Additionally, compound 9 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.

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Deletion of the Histone Deacetylase HdaA in Endophytic Fungus Penicillium chrysogenum Fes1701 Induces the Complex Response of Multiple Bioactive Secondary Metabolite Production and Relevant Gene Cluster Expression

Molecules ◽

10.3390/molecules25163657 ◽

2020 ◽

Vol 25 (16) ◽

pp. 3657 ◽

Cited By ~ 1

Author(s):

Zhuang Ding ◽

Haibo Zhou ◽

Xiao Wang ◽

Huiming Huang ◽

Haotian Wang ◽

...

Keyword(s):

Histone Deacetylase ◽

Secondary Metabolite ◽

Endophytic Fungus ◽

Penicillium Chrysogenum ◽

Gene Clusters ◽

Transcriptional Analysis ◽

Secondary Metabolite Production ◽

Metabolite Production ◽

Epigenetic Regulator ◽

Relevant Gene

Epigenetic regulation plays a critical role in controlling fungal secondary metabolism. Here, we report the pleiotropic effects of the epigenetic regulator HdaA (histone deacetylase) on secondary metabolite production and the associated biosynthetic gene clusters (BGCs) expression in the plant endophytic fungus Penicillium chrysogenum Fes1701. Deletion of the hdaA gene in strain Fes1701 induced a significant change of the secondary metabolite profile with the emergence of the bioactive indole alkaloid meleagrin. Simultaneously, more meleagrin/roquefortine-related compounds and less chrysogine were synthesized in the ΔhdaA strain. Transcriptional analysis of relevant gene clusters in ΔhdaA and wild strains indicated that disruption of hdaA had different effects on the expression levels of two BGCs: the meleagrin/roquefortine BGC was upregulated, while the chrysogine BGC was downregulated. Interestingly, transcriptional analysis demonstrated that different functional genes in the same BGC had different responses to the disruption of hdaA. Thereinto, the roqO gene, which encodes a key catalyzing enzyme in meleagrin biosynthesis, showed the highest upregulation in the ΔhdaA strain (84.8-fold). To our knowledge, this is the first report of the upregulation of HdaA inactivation on meleagrin/roquefortine alkaloid production in the endophytic fungus P. chrysogenum. Our results suggest that genetic manipulation based on the epigenetic regulator HdaA is an important strategy for regulating the productions of secondary metabolites and expanding bioactive natural product resources in endophytic fungi.

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