Two New Altenusin/Thiazole Hybrids and a New Benzothiazole Derivative from the Marine Sponge-Derived Fungus Alternaria sp. SCSIOS02F49

Ya-ping, Chen; Chen, Ruyan; Xu, Jinhuai; Tian, Yongtao; Xu, Jiangping; Liu, Yonghong

doi:10.3390/molecules23112844

Cited by 8 publications

(8 citation statements)

References 17 publications

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“…Alternaria isolates were obtained exclusively from the paint. Previously, the fungi Alternaria were isolated from soft corals [49], sponges [50] and algae [51]. While 18S RNA of fungi belonging to the class Agaricomycetes was detected on an antifouling paint using Illumina amplicon sequencing [52], fungal isolates were obtained from antifouling paints for the first time in this study.…”

Section: Species Of Fungi Isolated From Different Substratamentioning

confidence: 84%

The Presence of Marine Filamentous Fungi on a Copper-Based Antifouling Paint

et al. 2021

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Marine biofouling is undesirable growth on submerged substances, which causes a major problem for maritime industries. Antifouling paints containing toxic compounds such as copper are used to prevent marine biofouling. However, bacteria and diatoms are usually found in biofilms developed on such paints. In this study, plastic panels painted with a copper-based self-polishing antifouling paint were exposed to biofouling for 6 months in the Marina Bandar Rowdha, Sea of Oman. Clean panels were used as a control substratum. Marine filamentous fungi from protected and unprotected substrate were isolated on a potato dextrose agar. Pure isolates were identified using sequences of the ITS region of rDNA. Six fungal isolates (Alternaria sp., Aspergillus niger, A. terreus, A. tubingensis, Cladosporium halotolerans, and C. omanense) were obtained from the antifouling paint. Four isolates (Aspergillus pseudodeflectus, C. omanense, and Parengyodontium album) were isolated from clean panels and nylon ropes. This is the first evidence of the presence of marine fungi on antifouling paints. In comparison with isolates from the unprotected substrate, fungi from the antifouling paint were highly resistant to copper, which suggests that filamentous fungi can grow on marine antifouling paints.

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Section: Species Of Fungi Isolated From Different Substratamentioning

confidence: 84%

The Presence of Marine Filamentous Fungi on a Copper-Based Antifouling Paint

et al. 2021

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“…Most alkaloids have heterocyclic structures, such as swainsonine ( 118), 2H-benzindazole derivative (119), indole derivatives (120-122), and thiazoles (123-125) (Chen et al, 2018;Tan et al, 2019;. Alterindazolin A ( 119) is a rare heterocyclic aromatic compound, containing indazole from Alternaria alternata Shm-1 .…”

Section: Nitrogen-containing Compoundsmentioning

confidence: 99%

“…Alterindazolin A ( 119) is a rare heterocyclic aromatic compound, containing indazole from Alternaria alternata Shm-1 . Similarly, altenusinoide A (123) and altenusinoide B ( 124) have an unusual altenusin-thiazolefused skeleton core (6/6/5) (Chen et al, 2018). Moreover, compound 125 was identified as the first benzothiazole secondary metabolite from the marine sponge-derived fungus Alternaria sp.…”

Section: Nitrogen-containing Compoundsmentioning

confidence: 99%

Secondary metabolites of Alternaria: A comprehensive review of chemical diversity and pharmacological properties

Zhao

Liu

et al. 2023

Front. Microbiol.

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Fungi are considered to be one of the wealthiest sources of bio-metabolites that can be employed for yielding novel biomedical agents. Alternaria, including parasitic, saprophytic, and endophytic species, is a kind of dark fungi that can produce a broad array of secondary metabolites (SMs) widely distributed in many ecosystems. These are categorized into polyketides, nitrogen-containing compounds, quinones, terpenes, and others based on the unique structural features of the metabolites. New natural products derived from Alternaria exhibit excellent bioactivities characterized by antibacterial, antitumor, antioxidative, phytotoxic, and enzyme inhibitory properties. Thus, the bio-metabolites of Alternaria species are significantly meaningful for pharmaceutical, industrial, biotechnological, and medicinal applications. To update the catalog of secondary metabolites synthesized by Alternaria fungi, 216 newly described metabolites isolated from Alternaria fungi were summarized with their diverse chemical structures, pharmacological activity, and possible biosynthetic pathway. In addition, possible insights, avenues, and challenges for future research and development of Alternaria are discussed.

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“…This resulted in the annotation of about 10% of the parent ions ( Figure 6). Some annotated ions included the indole alkaloid cytochalasin R [36], pyranone betulinan C [37], alkaloids, 3-acetyl-5-isopropyl-pyrrolidine-2,4-dione [38] and stachybotrin A [39], phenol derivative alternariphent A1 [40,41] and nortriterpenoid deacetyl helvolic acid [42]. Although two fungal isolates emerged in two different clades in the phylogenetic analysis ( Figure S1) belonging to the orders Capnodiales (Cladosporium sp.)…”

Section: Metabolomicsmentioning

confidence: 99%

Mining the Metabolome and the Agricultural and Pharmaceutical Potential of Sea Foam-Derived Fungi

et al. 2020

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Sea foam harbors a diverse range of fungal spores with biological and ecological relevance in marine environments. Fungi are known as the producers of secondary metabolites that are used in health and agricultural sectors, however the potentials of sea foam-derived fungi have remained unexplored. In this study, organic extracts of six foam-derived fungal isolates belonging to the genera Penicillium, Cladosporium, Emericellopsis and Plectosphaerella were investigated for their antimicrobial activity against plant and human pathogens and anticancer activity. In parallel, an untargeted metabolomics study using UPLC-QToF–MS/MS-based molecular networking (MN) was performed to unlock their chemical inventory. Penicillium strains were identified as the most prolific producers of compounds with an average of 165 parent ions per strain. In total, 49 known mycotoxins and functional metabolites were annotated to specific and ubiquitous parent ions, revealing considerable chemical diversity. This allowed the identification of putative new derivatives, such as a new analog of the antimicrobial tetrapeptide, fungisporin. Regarding bioactivity, the Penicillium sp. isolate 31.68F1B showed a strong and broad-spectrum activity against seven plant and human pathogens, with the phytopathogen Magnaporthe oryzae and the human pathogen Candida albicans being the most susceptible (IC50 values 2.2 and 6.3 µg/mL, respectively). This is the first study mining the metabolome of the sea foam-derived fungi by MS/MS-based molecular networking, and assessing their biological activities against phytopathogens.

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Two New Altenusin/Thiazole Hybrids and a New Benzothiazole Derivative from the Marine Sponge-Derived Fungus Alternaria sp. SCSIOS02F49

Cited by 8 publications

References 17 publications

The Presence of Marine Filamentous Fungi on a Copper-Based Antifouling Paint

The Presence of Marine Filamentous Fungi on a Copper-Based Antifouling Paint

Secondary metabolites of Alternaria: A comprehensive review of chemical diversity and pharmacological properties

Mining the Metabolome and the Agricultural and Pharmaceutical Potential of Sea Foam-Derived Fungi

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