Asperflotone, an 8(14→15)- abeo-Ergostane from the Sponge-Derived Fungus Aspergillus flocculosus 16D-1.
Bin-Bin GuWei WuFu-Rong JiaoWei-Hua JiaoLei LiFan SunShu-Ping WangFan YangHou-Wen LinPublished in: The Journal of organic chemistry (2018)
A novel 8(14→15)- abeo-ergostane-type steroid, asperflotone (1), and an ergostane steroid, asperfloroid (2), were isolated from the solid culture of Aspergillus flocculosus 16D-1. Their structures and absolute configurations were determined by high-resolution electrospray ionization mass spectrometry, 1D/2D NMR, X-ray crystallography, and quantum chemical calculations. Compound 1 is an unprecedented ergosteroid featuring a rearranged bicyclo[4.2.1]non-2-ene ring system that could result from α-ketol rearrangement during biosynthesis. Compounds 1 and 2 showed inhibitory activity toward IL-6 production in the induced THP-1 cells.
Keyphrases
- high resolution
- mass spectrometry
- cell wall
- molecular dynamics
- induced apoptosis
- cell cycle arrest
- high glucose
- density functional theory
- liquid chromatography
- high speed
- diabetic rats
- molecular dynamics simulations
- tandem mass spectrometry
- endoplasmic reticulum stress
- gas chromatography
- signaling pathway
- magnetic resonance
- drug induced
- magnetic resonance imaging
- oxidative stress
- computed tomography
- cell proliferation