Withaphysalins from Medicinal and Edible Physalis minima and Their Anti-inflammatory Activities.
Bintao HuHan LiChunping TangChang-Qiang KeMeiyu GengSheng YaoZuoquan XieYang YePublished in: Journal of agricultural and food chemistry (2022)
Physalis minima is a medicinal and edible plant in China. In this study, 22 new withaphysalins, including a novel 1(10 → 6) abeo- 14β-hydroxy one ( 1 ) and other 15 unusual 14β-hydroxy ones ( 3-4 , 6-17 , 19 ), were isolated from the whole herbs of P . minima together with two known analogues ( 23 - 24 ). Their structures were established by extensive analysis of high-resolution electrospray ionization mass spectrometry, IR, and 1D and 2D NMR spectroscopic data. Their absolute configurations were determined by electronic circular dichroism (ECD) spectra and single-crystal X-ray crystallographic analyses, together with DFT NMR calculations. All isolated compounds were evaluated for their anti-inflammatory activity via measuring the colorimetric reporter of the secreted embryonic alkaline phosphatase gene driven by an IFN-β minimal promoter fused to five copies of the NF-κB consensus transcriptional response element and three copies of the c-Rel binding site in LPS-stimulated human THP1-Dual cells. Compounds 2 , 5 , 6 , 9 , 10 , 11 , and 20 showed significant anti-inflammatory effects with IC 50 values in the range of 3.01-13.39 μM. Among them, compounds 2 and 10 showed better anti-inflammatory effects to inhibit the secretion of IL-6, IL-1β, and TNF-α in LPS-stimulated THP1-Dual cells.
Keyphrases
- high resolution
- anti inflammatory
- mass spectrometry
- induced apoptosis
- molecular docking
- cell cycle arrest
- density functional theory
- signaling pathway
- magnetic resonance
- inflammatory response
- transcription factor
- gene expression
- endothelial cells
- rheumatoid arthritis
- dna methylation
- oxidative stress
- molecular dynamics simulations
- endoplasmic reticulum stress
- genome wide
- high speed
- molecular dynamics
- magnetic resonance imaging
- copy number
- liquid chromatography
- induced pluripotent stem cells
- dendritic cells
- living cells
- high performance liquid chromatography
- nuclear factor
- nitric oxide
- single molecule
- deep learning
- heat shock
- heat stress
- structure activity relationship