Eurothiocin A and B, Sulfur-Containing Benzofurans from a Soft Coral-Derived Fungus Eurotium rubrum SH-823

Abstract

Two new sulfur-containing benzofuran derivatives, eurothiocin A and B (1 and 2), along with five known compounds, zinniol (3), butyrolactone I (4), aspernolide D (5), vermistatin (6), and methoxyvermistatin (7), were isolated from the cultures of Eurotium rubrum SH-823, a fungus obtained from a Sarcophyton sp. soft coral collected from the South China Sea. The new compounds (1 and 2) share a methyl thiolester moiety, which is quite rare among natural secondary metabolites. The structures of these metabolites were assigned on the basis of detailed spectroscopic analysis. The absolute configurations of 1 and 2 were determined by comparison of the experimental and calculated electronic circular dichroism (ECD) data. Compounds 1 and 2 exhibited more potent inhibitory effects against α-glucosidase activity than the clinical α-glucosidase inhibitor acarbose. Further mechanistic analysis showed that both of them exhibited competitive inhibition characteristics.

New depsidones and isoindolinones from the mangrove endophytic fungus Meyerozyma guilliermondii (HZ-Y2) isolated from the South China Sea

“…Biological assays. The assays for α-glucosidase [ 19 ] and MptpB inhibition inhibitory activities [ 13 ] were carried out as described previously.…”

Potential Pharmacological Resources: Natural Bioactive Compounds from Marine-Derived Fungi

“…Both of them exhibited more potent inhibitory effects against α-glucosidase activity than acarbose, which was the clinical α-glucosidase inhibitor. Further mechanistic analysis demonstrated that both of them exhibited competitive inhibition characteristics ( Figure 7 ) [ 18 ].…”

Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition

“…Similar results were obtained for docking studies that involved eurothiocin A and its Se derivative (Se-eurothiocin A) which, according to the structures of their S and Se centres, are similar to the Met and Mse residues. Specifically, it was shown that the sulfur-containing benzofuran derivative (eurothiocin A), exhibits more potent -glucosidase inhibitory effects than the clinical inhibitor acarbose (Liu et al, 2014). Eurothiocin A and Se-eurothiocin A are docked at the structure of -glucosidase.…”