Syringenes M - Q, Eremophilane Sesquiterpenoid Dimers from the Peeled Stems of Syringa pinnatifolia.
Anni LiXiaojing MaRuifei ZhangShungang JiaoWeifeng LiXiaoli GaoJixuan XuPengfei TuXingyun ChaiPublished in: Chemistry & biodiversity (2022)
As a part of systematic studies on Syringa pinnatifolia, a continued phytochemical investigation guided by 1 H-NMR and LC/MS data on the ethanol extract afforded five new dimeric eremophilane sesquiterpenoids, namely syringenes M-Q (1-5). These structures were elucidated by extensive analysis of spectroscopic data, including infrared (IR), high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), nuclear magnetic resonance (NMR), quantum-mechanics-based computational analysis of NMR chemical shifts, and single-crystal X-ray diffraction. Compounds 4 and 5 showed inhibitory activities against NO production induced by lipopolysaccharide in RAW264.7 macrophage cells, with IC 50 values of 5.1 and 9.3 μM, compared to positive control indomethacin (IC 50 33.6 μM). These dimeric eremophilane sesquiterpenoids may be potential markers for discriminating this species from the genus Syringa and the Oleaceae family.
Keyphrases
- high resolution
- mass spectrometry
- magnetic resonance
- ms ms
- liquid chromatography
- electronic health record
- induced apoptosis
- gas chromatography
- big data
- solid state
- high performance liquid chromatography
- tandem mass spectrometry
- cell cycle arrest
- inflammatory response
- molecular dynamics
- multiple sclerosis
- oxidative stress
- capillary electrophoresis
- toll like receptor
- adipose tissue
- magnetic resonance imaging
- cell death
- immune response
- contrast enhanced
- computed tomography
- electron microscopy
- human health