Abstract
Two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone K (3), together with two known biosynthetically related polyketides (4–5), were isolated from the deep-sea-derived fungus Phialocephala sp. FL30r by using the OSMAC (one strain-many compounds) method. The structures of 1–3, including absolute configurations, were deduced based on MS, NMR, and time-dependent density functional theory (TD-DFT) calculations of specific ECD (electronic circular dichroism) spectra. Compounds 1 and 2 possessed a novel hexahydropyrimido[2,1-a] isoindole moiety, and compound 3 exhibited weak radical scavenging activity against DPPH (2,2-diphenyl-1-picrylhydrazyl) with an IC50 value of 27.9 μM.
Highlights
Filamentous fungi are known as prolific microbial factories for the production of a wide range of metabolites having extensive biological activity [1]
Further chemical assessment of the organic extract led to the isolation of two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone
(15.0extract g) of fermentation fractionated by fractionated silica gel column chromatography, agitation
Summary
Filamentous fungi are known as prolific microbial factories for the production of a wide range of metabolites having extensive biological activity [1]. To induce the expression of silent biogenetic clusters and increase the chemical diversity of the secondary metabolome, the approach “one strain-many compounds (OSMAC)” has been widely and successfully practiced by altering media constituents and manipulating culture conditions [3,4,5]. Based upon the biosynthetic capability of this strain, the OSMAC approach was employed to further enhance the structural diversity of secondary metabolites. We report the details of the isolation, structure elucidation, and biological activities μM. We report the details of the isolation, structure elucidation, and biological activities of compounds 1–5
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