Chemical Structures and Cell Death Inducing Activities of the Metabolites of Aspergillus terreus

Abstract

A new steroid, terreus steroid (1), and eight known compounds (2-9) have been isolated from the airborne-derived fungus Aspergillus terreus. The structure of terreus steroid (1) was elucidated based on the chemical/physicochemical evidence. The cell death-inducing activities of the isolated compounds with or without Adriamycin (ADR) were observed using time-lapse cell imaging. Among the isolated compounds, terreus steroid (1) and territrem B (3) significantly reduced the number of mitotic entry cells at 60 μM. In addition, terreus steroid (1), territrem C (2), territrem B (3), epi-aszonalenin A (5), and methyl 3,4,5-trimethoxy-2-(2-(nicotinamido)benzamido)benzoate (6) significantly increased the number of dead cells on Adriamycin-treated HeLa cells.

Ergone Derivatives from the Deep-Sea-Derived Fungus Aspergillus terreus YPGA10 and 25,28-Dihydroxyergone-Induced Apoptosis in Human Colon Cancer SW620 Cells

“…To the best of our knowledge, about 20 ergone derivatives have been reported from filamentous fungi (Figure S1). − Extensive chromatographic separations of this fraction were performed to search for ergone derivatives with cytotoxicity to the SW620 cell line, resulting in the identification of ten new ( 1 – 10 ) and five known ergone derivatives ( 11 – 15 ). The structures are characterized by a 25-hydroxy-ergone (25-hydroxyergosta-4,6,8(14),22-tetraen-3-one) nucleus with varying degrees of oxidation at C-12, C-15, C-26, or C-28 to generate alcohols, some of which were further acetylated or methylated.…”