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Bioactive secondary metabolites from the marine-associated fungus Aspergillus terreus
Ist Teil von
Bioorganic chemistry, 2018-10, Vol.80, p.525-530
Ort / Verlag
United States: Elsevier Inc
Erscheinungsjahr
2018
Link zum Volltext
Quelle
Elsevier ScienceDirect Journals Complete
Beschreibungen/Notizen
[Display omitted]
•Three new compounds (1–3) were isolated and identified from Aspergillus terreus.•1 Featured an unusual (E)-oxime group, which occurred rarely in natural products.•2 Showed potent α-glucosidase inhibitory activity (IC50 = 104.8 ± 9.5 μM).•Molecular docking was used to understand the mechanism of action of 2.•1–3 were screened for antibacterial activities, and none of them was active.•1–3, 5–7, and 10 showed good anti-inflammatory activity against NO production.
Three new compounds, including a prenylated tryptophan derivative, luteoride E (1), a butenolide derivative, versicolactone G (2), and a linear aliphatic alcohol, (3E,7E)-4,8-dimethyl-undecane-3,7-diene-1,11-diol (3), together with nine known compounds (4–12), were isolated and identified from a coral-associated fungus Aspergillus terreus. Their structures were elucidated by HRESIMS, one- and two-dimensional NMR analysis, and the absolute configuration of 2 was determined by comparison of its electronic circular dichroism (ECD) spectrum with the literature. Structurally, compound 1 featured an unusual (E)-oxime group, which occurred rarely in natural products. Compounds 1–3 were evaluated for the α-glucosidase inhibitory activity, and compound 2 showed potent inhibitory potency with IC50 value of 104.8 ± 9.5 μM, which was lower than the positive control acarbose (IC50 = 154.7 ± 8.1 µM). Additionally, all the isolated compounds were evaluated for the anti-inflammatory activity against NO production, and compounds 1–3, 5–7, and 10 showed significant inhibitory potency with IC50 values ranging from 5.48 to 29.34 μM.