Abstract
Three new butenolide derivatives, namely aspernolides N–P (1–3), together with six known analogues (4–9), were isolated from the ethyl acetate (EtOAc) extract of the deep sea-derived fungus Aspergillus terreus YPGA10. The structures of compounds 1–3 were determined on the basis of comprehensive analyses of the nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data, and the absolute configurations of 1 and 2 were determined by comparisons of experimental electronic circular dichroism (ECD) with calculated ECD spectra. Compound 1 represents the rare example of Aspergillus-derived butenolide derivatives featured by a monosubstituted benzene ring. Compounds 6–9 exhibited remarkable inhibitory effects against α-glucosidase with IC50 values of 3.87, 1.37, 6.98, and 8.06 μM, respectively, being much more active than the positive control acarbose (190.2 μM).
Highlights
IntroductionButyrolactone derivatives from the fungal genera Aspergillus are a group of natural products usually consisting of three moieties: An α,β-unsaturated-γ-lactone moiety and two phenyl moieties
Butyrolactone derivatives from the fungal genera Aspergillus are a group of natural products usually consisting of three moieties: An α,β-unsaturated-γ-lactone moiety and two phenyl moieties.These are mainly produced by the species Aspergillus terreus
The only difference was owing to the presence of a monosubstituted benzene ring in instead of the difference was owing to the presence of a monosubstituted benzene ring in 1 instead of the 1,41,4-disubstituted benzene ring in The
Summary
Butyrolactone derivatives from the fungal genera Aspergillus are a group of natural products usually consisting of three moieties: An α,β-unsaturated-γ-lactone moiety and two phenyl moieties. These are mainly produced by the species Aspergillus terreus. As part of our ongoing efforts to discover bioactive molecules from deep-sea derived fungi [13,14,15,16,17], an EtOAc extract of a fungal strain Aspergillus terreus YPGA10 displayed the 1 H NMR resonances similar to those of butyrolactone. All compounds were tested for their inhibitory activities against α-glucosidase. Compounds were tested for theirelucidation, inhibitory activities against α-glucosidase.
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