(±)-Usphenethylones A-C, three pairs of heterodimeric polyketide enantiomers from Aspergillus ustus 3.3904.
Xiaogang PengShuang ZhouJun-Jun LiuYing GaoJinling ChangHan-Li RuanPublished in: Organic & biomolecular chemistry (2022)
Three pairs of new heterodimeric polyketide enantiomers, (±)-usphenethylones A-C (1-3), were isolated from the culture extract of Aspergillus ustus 3.3904. Compounds 1-3 present two heterodimerization patterns by a phenylethyl unit connected to an α-pyrone moiety, of which usphenethylones A-B (1-2) feature a 2,6,18-trioxa-tetracyclo-[8.8.0.0 3,8 .0 11,16 ]octadecane core and usphenethylone C (3) possesses a 2-phenyl-3,4-dihydro-pyrano[4,3- b ]pyran-5-one scaffold. The structures of (±)-1-3 were elucidated based on spectroscopic data analyses, and their absolute configurations were determined by single-crystal X-ray diffraction analysis and ECD calculation. Plausible biosynthetic pathways for 1-3 were proposed. Compounds (+)-3 and (-)-3 exhibited moderate inhibitory effects against ConA-induced T cell and LPS-induced B cell proliferation.
Keyphrases
- lps induced
- cell proliferation
- inflammatory response
- high resolution
- machine learning
- high glucose
- molecular docking
- diabetic rats
- oxidative stress
- capillary electrophoresis
- electronic health record
- cell wall
- high intensity
- deep learning
- electron microscopy
- drug induced
- magnetic resonance imaging
- big data
- anti inflammatory
- endothelial cells
- tissue engineering
- artificial intelligence
- crystal structure
- solid state
- stress induced