Novel Bioactive Penicipyrroether A and Pyrrospirone J from the Marine-Derived Penicillium sp. ZZ380.
Tengfei SongMingmin TangHengju GeMengxuan ChenXiaoyuan LianZhizhen ZhangPublished in: Marine drugs (2019)
The marine-sourced fungus Penicillium sp. ZZ380 was previously reported to have the ability to produce a series of new pyrrospirone alkaloids. Further investigation on this strain resulted in the isolation and identification of novel penicipyrroether A and pyrrospirone J. Each of them represents the first example of its structural type, with a unique 6/5/6/5 polycyclic fusion that is different from the 6/5/6/6 fused ring system for the reported pyrrospirones. Their structures were elucidated by extensive nuclear magnetic resonance (NMR) and high resolution electrospray ionization mass spectroscopy (HRESIMS) spectroscopic analyses, electronic circular dichroism (ECD) and 13C NMR calculations and X-ray single crystal diffraction. Penicipyrroether A showed potent antiproliferative activity against human glioma U87MG and U251 cells with half maximal inhibitory concentration (IC50) values of 1.64-5.50 μM and antibacterial inhibitory activity with minimum inhibitory concentration (MIC) values of 1.7 μg/mL against methicillin-resistant Staphylococcus aureus and 3.0 μg/mL against Escherichia coli.
Keyphrases
- high resolution
- methicillin resistant staphylococcus aureus
- magnetic resonance
- escherichia coli
- induced apoptosis
- staphylococcus aureus
- endothelial cells
- solid state
- mass spectrometry
- cell cycle arrest
- molecular docking
- molecular dynamics simulations
- induced pluripotent stem cells
- high speed
- anti inflammatory
- density functional theory
- tandem mass spectrometry
- resistance training
- signaling pathway
- pluripotent stem cells
- silver nanoparticles
- oxidative stress
- body composition
- contrast enhanced
- magnetic resonance imaging
- bioinformatics analysis
- dual energy
- monte carlo
- wound healing