Bioactive secondary metabolites from the marine-associated fungus Aspergillus terreus.

Abstract:

: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.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Liu M,Sun W,Wang J,He Y,Zhang J,Li F,Qi C,Zhu H,Xue Y,Hu Z,Zhang Y

doi

10.1016/j.bioorg.2018.06.029

subject

Has Abstract

pub_date

2018-10-01 00:00:00

pages

525-530

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(18)30508-X

journal_volume

80

pub_type

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