Eurotiumins A–E, Five New Alkaloids from the Marine-Derived Fungus Eurotium sp. SCSIO F452

Zhong, Weimao; Wang, Junfeng; Shi, Xuefeng; Wei, Xiaoyi; Chen, Yuchan; Zeng, Qi; Xiang, Yao; Chen, Xia-Yu; Tian, Xinpeng; Xiao, Zhihui; Zhang, Weimin; Wang, Fa‐Zuo; Zhang, Si

doi:10.3390/md16040136

Cited by 42 publications

(46 citation statements)

References 30 publications

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“…The fungus Eurotium sp. SCSIO F452 was cultured and extracted as previously described (Zhong W.-M. et al, 2018).…”

Section: Methodsmentioning

confidence: 99%

“…Motivated by the fascinating secondary metabolites produced by the fungi Eurotium spp., we have launched a chemical investigation on a marine-derived fungus isolated from a South China Sea sediment sample, Eurotium sp. SCSIO F452, and found a series of prenylated DKPs, prenyl benzaldehyde derivatives, especially three pairs of spirocyclic diketopiperazine-anthraquinone enantiomers variecolortins A–C (Wang et al, 2013; Zhong W. et al, 2018; Zhong W.-M. et al, 2018). In order to enrich and improve the chemical diversity of this fungus, we carried out a further chemical study on the Eurotium sp.…”

Section: Introductionmentioning

confidence: 99%

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Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452

et al. 2019

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Three pairs of new spirocyclic alkaloid enantiomers eurotinoids A–C ( 1 – 3 ), as well as a known biogenetically related racemate dihydrocryptoechinulin D ( 4 ) were isolated from a marine-derived fungus Eurotium sp. SCSIO F452. Their structures were determined by spectroscopic analyses and electronic circular dichroism (ECD) calculations. Compounds 1 and 2 represent the first two “ meta ” products from a non-stereoselective [4 + 2] Diels-Alder cycloaddition presumably between an enone group of a diketopiperazine alkaloid and a diene group of a benzaldehyde derivative via a new head-to-tail coupling mode biosynthetically, while 3 and 4 were “ ortho ” products. Their enantiomers exhibited different antioxidative and cytotoxic activities. The modes of action were investigated by a preliminary molecular docking study.

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“…The fungus Eurotium sp. SCSIO F452 was cultured and extracted as previously described (Zhong W.-M. et al, 2018).…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452

et al. 2019

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“…Diketopiperazines are widespread marine fungal products with different biological activities, including free radical scavenging and neuroprotection [ 11 , 12 ]. Gliotoxin from Pseudallescheria sp., neoechinulin E, and cryptoechinulin D, exhibited DPPH scavenger activity with IC 50 values of 5.2, 46.0, and 23.6 µM, respectively [ 13 , 14 ].…”

Section: Introductionmentioning

confidence: 99%

Neuroprotective Activity of Some Marine Fungal Metabolites in the 6-Hydroxydopamin- and Paraquat-Induced Parkinson’s Disease Models

et al. 2018

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A new melatonin analogue 6-hydroxy-N-acetyl-β-oxotryptamine (1) was isolated from the marine-derived fungus Penicillium sp. KMM 4672. It is the second case of melatonin-related compounds isolation from microfilamentous fungi. The neuroprotective activities of this metabolite, as well as 3-methylorsellinic acid (2) and 8-methoxy-3,5-dimethylisochroman-6-ol (3) from Penicillium sp. KMM 4672, candidusin A (4) and 4″-dehydroxycandidusin A (5) from Aspergillus sp. KMM 4676, and diketopiperazine mactanamide (6) from Aspergillus flocculosus, were investigated in the 6-hydroxydopamine (6-OHDA)- and paraquat (PQ)-induced Parkinson’s disease (PD) cell models. All of them protected Neuro2a cells against the damaging influence of 6-OHDA to varying degrees. This effect may be realized via a reactive oxygen species (ROS) scavenging pathway. The new melatonin analogue more effectively protected Neuro2A cells against the 6-OHDA-induced neuronal death, in comparison with melatonin, as well as against the PQ-induced neurotoxicity. Dehydroxylation at C-3″ and C-4″ significantly increased free radical scavenging and neuroprotective activity of candidusin-related p-terphenyl polyketides in both the 6-OHDA- and PQ-induced PD models.

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“…SCSIO F452. They showed significant radical scavenging activities in a DPPH assay [76]. Marine fungi also produce indole-derived alkaloids.…”

Section: Alkaloidsmentioning

confidence: 99%

Bioactive Compounds Isolated from Marine-Derived Microbes in China: 2009–2018

Sun

et al. 2019

Marine Drugs

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This review outlines the research that was carried out regarding the isolation of bioactive compounds from marine-derived bacteria and fungi by China-based research groups from 2009–2018, with 897 publications being surveyed. Endophytic organisms featured heavily, with endophytes from mangroves, marine invertebrates, and marine algae making up more than 60% of the microbial strains investigated. There was also a strong focus on fungi as a source of active compounds, with 80% of publications focusing on this area. The rapid increase in the number of publications in the field is perhaps most notable, which have increased more than sevenfold over the past decade, and suggests that China-based researchers will play a major role in marine microbial natural products drug discovery in years to come.

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Eurotiumins A–E, Five New Alkaloids from the Marine-Derived Fungus Eurotium sp. SCSIO F452

Cited by 42 publications

References 30 publications

Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452

Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452

Neuroprotective Activity of Some Marine Fungal Metabolites in the 6-Hydroxydopamin- and Paraquat-Induced Parkinson’s Disease Models

Bioactive Compounds Isolated from Marine-Derived Microbes in China: 2009–2018

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