Abstract
Three new benzofuranoids, asperfuranoids A–C (1–3), two new phenylpropanoid derivatives (6 and 7), and nine known analogues (4, 5, and 8–14) were isolated from the liquid substrate fermentation cultures of the mangrove endopytic fungus Aspergillus sp. ZJ-68. The structures of the new compounds were determined by extensive spectroscopic data interpretation. The absolute configurations of 1–3 were assigned via the combination of Mosher’s method, and experimental and calculated electronic circular dichroism (ECD) data. Compounds 4 and 5 were a pair of enantiomers and their absolute configurations were established for the first time on the basis of their ECD spectra aided with ECD calculations. All isolated compounds (1–14) were evaluated for their enzyme inhibitory activity against α-glucosidase and antibacterial activities against four pathogenic bacteria (Staphylococcus aureus, Escherichia coli, Bacillus subtilis, and Pseudomonas aeruginosa). Among them, compound 6 exhibited potent inhibitory activity against α-glucosidase in a standard in vitro assay, with an IC50 value of 12.4 μM, while compounds 8 and 11 showed activities against S. aureus, E. coli, and B. subtilis, with MIC values in the range of 4.15 to 12.5 μg/mL.
Highlights
The mangrove forest, growing in tropical and subtropical intertidal estuarine zones, is a diverse group of salt-tolerant plants and represents a rich resource of fungal endophytes [1,2]
Aspergillus species are well known for their prolific production of chemically versatile bioactive secondary metabolites [7], such as the potent cholesterol-lowering agent lovastatin obtained from the culture extracts of Aspergillus terreus [8]
We report for the first time the absolute configurations the first time the absolute configurations of their central chirality elements
Summary
The mangrove forest, growing in tropical and subtropical intertidal estuarine zones, is a diverse group of salt-tolerant plants and represents a rich resource of fungal endophytes [1,2]. As a consequence of this unusual lifestyle, endophytic fungi are widely considered to be a pivotal and prolific reservoir of structurally unique and biologically active secondary metabolites with promising medicinal, agricultural, or industrial applications [4]. Aspergillus species are well known for their prolific production of chemically versatile bioactive secondary metabolites [7], such as the potent cholesterol-lowering agent lovastatin obtained from the culture extracts of Aspergillus terreus [8]. Our research group has focused on mangrove endophytic fungi from the
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