Novel chaetospirolactone and orsellide F from an endophytic fungus <i>Chaetomium</i> sp.

Xu, Qin-Lan; Ye, Xiao; Shen, Ye; Zhang, Xuan; Deng, Xinzhao; Wang, Tingting; Li, Wei; Tan, Renxiang; Jiao, Rui‐Hua; Ge, Hui‐Ming

doi:10.1080/10286020.2017.1320548

Cited by 11 publications

(3 citation statements)

References 15 publications

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“…featuring spiro-lactone with a 1-oxaspiro[4.4]non-7-ene-2,6-dione skeleton. Compound 181 was tested in an acetylcholinesterase inhibitory assay but did not show activity [ 102 ]. A pair of enantiomeric polyketide lactone dimers, (+)– and (–)–ascomlactone A ( 182 ), were isolated from mangrove-derived Ascomycota sp.…”

Section: Resultsmentioning

confidence: 99%

Structurally Uncommon Secondary Metabolites Derived from Endophytic Fungi

Ortega

Torres-Mendoza

et al. 2021

JoF

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Among microorganisms, endophytic fungi are the least studied, but they have attracted attention due to their high biological diversity and ability to produce novel and bioactive secondary metabolites to protect their host plant against biotic and abiotic stress. These compounds belong to different structural classes, such as alkaloids, peptides, terpenoids, polyketides, and steroids, which could present significant biological activities that are useful for pharmacological or medical applications. Recent reviews on endophytic fungi have mainly focused on the production of novel bioactive compounds. Here, we focus on compounds produced by endophytic fungi, reported with uncommon bioactive structures, establishing the neighbor net and diversity of endophytic fungi. The review includes compounds published from January 2015 to December 2020 that were catalogued as unprecedented, rare, uncommon, or possessing novel structural skeletons from more than 39 different genera, with Aspergillus and Penicillium being the most mentioned. They were reported as displaying cytotoxic, antitumor, antimicrobial, antiviral, or anti-inflammatory activity. The solid culture, using rice as a carbon source, was the most common medium utilized in the fermentation process when this type of compound was isolated.

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Section: Resultsmentioning

confidence: 99%

Structurally Uncommon Secondary Metabolites Derived from Endophytic Fungi

Ortega

Torres-Mendoza

et al. 2021

JoF

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“…Moreover, a series of polyketides were obtained by knocking out the HDAC gene of C. olivaceum SD-80A. A2 exhibited moderate acetylcholinesterase inhibitory activity with a half maximal inhibitory concentration (IC 50 ) value of 7.34 μΜ (Xu et al 2018 ). A1 is an essential intermediate in pharmaceutical production.…”

Section: Discussionmentioning

confidence: 99%

Activation of secondary metabolite gene clusters in Chaetomium olivaceum via the deletion of a histone deacetylase

Zhao,

Cao,

Wang

et al. 2024

Appl Microbiol Biotechnol

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Histone acetylation modifications in filamentous fungi play a crucial role in epigenetic gene regulation and are closely linked to the transcription of secondary metabolite (SM) biosynthetic gene clusters (BGCs). Histone deacetylases (HDACs) play a pivotal role in determining the extent of histone acetylation modifications and act as triggers for the expression activity of target BGCs. The genus Chaetomium is widely recognized as a rich source of novel and bioactive SMs. Deletion of a class I HDAC gene of Chaetomium olivaceum SD-80A, g7489, induces a substantial pleiotropic effect on the expression of SM BGCs. The C. olivaceum SD-80A ∆g7489 strain exhibited significant changes in morphology, sporulation ability, and secondary metabolic profile, resulting in the emergence of new compound peaks. Notably, three polyketides (A1–A3) and one asterriquinone (A4) were isolated from this mutant strain. Furthermore, our study explored the BGCs of A1–A4, confirming the function of two polyketide synthases (PKSs). Collectively, our findings highlight the promising potential of molecular epigenetic approaches for the elucidation of novel active compounds and their biosynthetic elements in Chaetomium species. This finding holds great significance for the exploration and utilization of Chaetomium resources. Key points • Deletion of a class I histone deacetylase activated secondary metabolite gene clusters. • Three polyketides and one asterriquinone were isolated from HDAC deleted strain. • Two different PKSs were reported in C. olivaceum SD-80A.

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“…Azaphilones, armochaetoglobins and xanthenone from endophytic fungus Chaetomium sp. showed AChE inhibitory activity with IC 50 values of 7.34, 5.19 and 4.23 μmol l −1 , respectively (Xu et al, 2018). One of the botryane sesquiterpenes produced by the endophytic fungus Nemania bipapillata isolated from red alga Asparagopsis taxiformis — Falkenbergia stage showed both AChE and butyrylcholinesterase inhibitory activities (Medina et al, 2019).…”

Section: Discussionmentioning

confidence: 99%

Neuroprotective effects of quercetin produced by an endophytic fungus Nigrospora oryzae isolated from Tinospora cordifolia

Vig

Bhadra

Gupta

et al. 2021

J of Applied Microbiology

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Aims Alzheimer’s disease is considered one of the most prevalent neurodegenerative disorders and dementia is the core symptom of this disease. This study was aimed to test the bioactive compounds produced by endophytic fungus for the inhibition of acetylcholinesterase (AChE) activity and to identify the compound responsible for this activity. Methods and Results Endophytic fungi were isolated from the medicinal plant Tinospora cordifolia and screened for AChE inhibition and antioxidant activity. The extract of one of the isolates Nigrospora oryzae (GL15) showed maximum AChE inhibition as well as antioxidant activity. The compound responsible for AChE inhibition (fraction 3) was identified as quercetin based on UV, FTIR spectra, HPLC and ESI‐MS analyses. Furthermore, the identification of quercetin in the extract of fraction 3 was confirmed by 1H NMR analysis. This extract showed anti‐dementia‐like activity in scopolamine (SCO) model. The minimal effective dose of the extract of fraction 3 modulated the SCO‐provoked cognitive deficits such as impairments in spatial recognition memory and latency period in Y‐maze test and passive avoidance test, respectively. The SCO‐induced modulation in cholinergic pathway was ameliorated by the extract of N. oryzae in hippocampus, resulting in decrease in AChE activity and restoration of cytoarchitecture of hippocampus. Conclusions The bioactive compound quercetin produced by N. oryzae may cure the learning and memory shortfalls via AChE‐mediated mechanism in experimental mice. Significance and Impact of the Study The endophytic fungus N. oryzae serves as a potential source for the bioactive compound quercetin, which plays an important role in the management of Alzheimer’s disease.

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Novel chaetospirolactone and orsellide F from an endophytic fungus Chaetomium sp.

Cited by 11 publications

References 15 publications

Structurally Uncommon Secondary Metabolites Derived from Endophytic Fungi

Structurally Uncommon Secondary Metabolites Derived from Endophytic Fungi

Activation of secondary metabolite gene clusters in Chaetomium olivaceum via the deletion of a histone deacetylase

Neuroprotective effects of quercetin produced by an endophytic fungus Nigrospora oryzae isolated from Tinospora cordifolia

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