Bioactive secondary metabolites from the marine-associated fungus Aspergillus terreus

Liu, Mengting; Sun, Wenping; Wang, Jianping; He, Yan; Zhang, Jinwen; Li, Fengli; Qi, Changxing; Zhu, Hucheng; Xue, Yongbo; Hu, Zhengxi; Zhang, Yonghui

doi:10.1016/j.bioorg.2018.06.029

Cited by 47 publications

(54 citation statements)

References 33 publications

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“…The prenylated tryptophan derivative, luteoride E (1), has an unusual (E)-oxime group that is rarely found in natural products. Apart from other reported biological activities, only luteoride E (1) showed moderate inhibitory activity against drug resistant pathogens [109].…”

Section: Invertebrate-associated Fungi (Sponges Ascidians Crab)mentioning

confidence: 88%

Antibiotics Development and the Potentials of Marine-Derived Compounds to Stem the Tide of Multidrug-Resistant Pathogenic Bacteria, Fungi, and Protozoa

et al. 2020

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As the search for new antibiotics continues, the resistance to known antimicrobial compounds continues to increase. Many researchers around the world, in response to antibiotics resistance, have continued to search for new antimicrobial compounds in different ecological niches such as the marine environment. Marine habitats are one of the known and promising sources for bioactive compounds with antimicrobial potentials against currently drug-resistant strains of pathogenic microorganisms. For more than a decade, numerous antimicrobial compounds have been discovered from marine environments, with many more antimicrobials still being discovered every year. So far, only very few compounds are in preclinical and clinical trials. Research in marine natural products has resulted in the isolation and identification of numerous diverse and novel chemical compounds with potency against even drug-resistant pathogens. Some of these compounds, which mainly came from marine bacteria and fungi, have been classified into alkaloids, lactones, phenols, quinones, tannins, terpenes, glycosides, halogenated, polyketides, xanthones, macrocycles, peptides, and fatty acids. All these are geared towards discovering and isolating unique compounds with therapeutic potential, especially against multidrug-resistant pathogenic microorganisms. In this review, we tried to summarize published articles from 2015 to 2019 on antimicrobial compounds isolated from marine sources, including some of their chemical structures and tests performed against drug-resistant pathogens.

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Section: Invertebrate-associated Fungi (Sponges Ascidians Crab)mentioning

confidence: 88%

Antibiotics Development and the Potentials of Marine-Derived Compounds to Stem the Tide of Multidrug-Resistant Pathogenic Bacteria, Fungi, and Protozoa

et al. 2020

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“…SCSIO 41501, and then characterized as a new linear peptide with three amino acid residues, d-Tyr, d-Val, and l-Trp [23]. Compound 2 was obtained from the coral-associated fungus A. terreus, whose structure featured an unusual (E)-oxime group, which is rare in natural products [24]. The structure of compound 3 was defined and characterized as a previously unreported bis-indolyl benzenoid and it was isolated from cultures of the marine sponge-derived fungus A. candidus KUFA0062 [25].…”

Section: Indole Alkaloidsmentioning

confidence: 99%

“…To the best of our knowledge, an overwhelming majority of these fungal strains were isolated from marine invertebrates, including corals, sponges, crabs, shrimps, ascidians, and some isopods. For instance, a total of 24 heterocyclic alkaloids (1, 2, 20, 68-72, 83, 105, 106, 108, 112, 113, 116-124, and 128) were identified from the endophytic fungal strains of marine gorgonian species, including Melitodes squamata [23], Sarcophyton subviride [24], Pseudopterogorgia sp. LZD-14 [33], Muricella flexuosa [49], Echinogorgia aurantiaca [59], Carijoa sp.…”

Section: Production Environmentmentioning

confidence: 99%

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Recent Discovery of Heterocyclic Alkaloids from Marine-Derived Aspergillus Species

Yuan

et al. 2020

Marine Drugs

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Nitrogen heterocycles have drawn considerable attention due to of their significant biological activities. The marine fungi residing in extreme environments are among the richest sources of these basic nitrogen-containing secondary metabolites. As one of the most well-known universal groups of filamentous fungi, marine-derived Aspergillus species produce a large number of structurally unique heterocyclic alkaloids. This review attempts to provide a comprehensive summary of the structural diversity and biological activities of heterocyclic alkaloids that are produced by marine-derived Aspergillus species. Herein, a total of 130 such structures that were reported from the beginning of 2014 through the end of 2018 are included, and 75 references are cited in this review, which will benefit future drug development and innovation.

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“…In our continuous search for chemically novel and bioactive secondary metabolites from marine fungi (Hu et al, 2014 ; Liu et al, 2018a , b ; Yang et al, 2018 ), we focused our attention on a coral-associated fungus Aspergillus terreus . A systematic chemical investigation on the ethyl acetate extracts of rice medium of this fungal strain facilitated the isolation and identification of nine novel butenolide derivatives, including four pairs of enantiomers, named (±)-asperteretones A–D (1a/1b–4a/4b) , and a racemate, named asperteretone E (5) .…”

Section: Introductionmentioning

confidence: 99%

α-Glucosidase Inhibitors From the Coral-Associated Fungus Aspergillus terreus

Liu

Sun

et al. 2018

Front. Chem.

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Nine novel butenolide derivatives, including four pairs of enantiomers, named (±)-asperteretones A–D (1a/1b–4a/4b), and a racemate, named asperteretone E (5), were isolated and identified from the coral-associated fungus Aspergillus terreus. All the structures were established based on extensive spectroscopic analyses, including HRESIMS and NMR data. The chiral chromatography analyses allowed the separation of (±)-asperteretones A–D, whose absolute configurations were further confirmed by experimental and calculated electronic circular dichroism (ECD) analysis. Structurally, compounds 2–5 represented the first examples of prenylated γ-butenolides bearing 2-phenyl-3-benzyl-4H-furan-1-one motifs, and their crucial biogenetically related metabolite, compound 1, was uniquely defined by an unexpected cleavage of oxygen bridge between C-1 and C-4. Importantly, (±)-asperteretal D and (4S)-4-decarboxylflavipesolide C were revised to (±)-asperteretones B (2a/2b) and D (4), respectively. Additionally, compounds 1a/1b–4a/4b and 5 were evaluated for the α-glucosidase inhibitory activity, and all these compounds exhibited potent inhibitory potency against α-glucosidase, with IC50 values ranging from 15.7 ± 1.1 to 53.1 ± 1.4 μM, which was much lower than that of the positive control acarbose (IC50 = 154.7 ± 8.1 μM), endowing them as promising leading molecules for the discovery of new α-glucosidase inhibitors for type-2 diabetes mellitus treatment.

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Bioactive secondary metabolites from the marine-associated fungus Aspergillus terreus

Cited by 47 publications

References 33 publications

Antibiotics Development and the Potentials of Marine-Derived Compounds to Stem the Tide of Multidrug-Resistant Pathogenic Bacteria, Fungi, and Protozoa

Antibiotics Development and the Potentials of Marine-Derived Compounds to Stem the Tide of Multidrug-Resistant Pathogenic Bacteria, Fungi, and Protozoa

Recent Discovery of Heterocyclic Alkaloids from Marine-Derived Aspergillus Species

α-Glucosidase Inhibitors From the Coral-Associated Fungus Aspergillus terreus

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