Bisabolane Sesquiterpenes with Anti-Inflammatory Activities from the Endophytic Fungus Penicillium citrinum DF47.
Xue ChengJuan WangShuhuan HuangJianlin HeBihong HongMiao YuSiwen NiuPublished in: Chemistry & biodiversity (2022)
Seven new bisabolane-type sesquiterpenes (1-7), namely penicibisabolanes A-G, together with eight known analogs (8-15) were obtained from the AcOEt extract of the millet fermentation broth of the endophytic fungus Penicillium citrinum DF47, which was isolated from the fresh root of Codonopsis pilosula (Franch.) Nannf. The gross structures of new metabolites were determined on the basis of the spectroscopic data (HR-ESI-MS, 1D and 2D NMR spectra), while their absolute configurations were resolved by comparison of the experimental and calculated ECD spectra, in association with specific rotation data. Compound 1 is a rare seco-trinor-bisabolane sesquiterpene found in nature, while 3 is the first example of phenolic bisabolanes bearing a methoxy group at C-1. All the isolates were evaluated their inhibitory effects against NO production in lipopolysaccharides (LPS) stimulated RAW264.7 cells. Among them, compounds 7 and 13 showed moderately anti-inflammatory effects with the inhibitory rate more than 50 % at the concentration of 20 μM.
Keyphrases
- anti inflammatory
- ms ms
- electronic health record
- molecular docking
- induced apoptosis
- high resolution
- big data
- magnetic resonance
- mass spectrometry
- multiple sclerosis
- density functional theory
- cell cycle arrest
- oxidative stress
- inflammatory response
- machine learning
- deep learning
- cell proliferation
- saccharomyces cerevisiae
- children with cerebral palsy
- molecular dynamics
- lactic acid