Polyisoprenylated benzophenone derivatives from Garcinia cambogia and their anti-inflammatory activities.
Zheling FengJiali ChenLu FengCheng ChenYang YeLi-Gen LinPublished in: Food & function (2021)
Ten new polyisoprenylated benzophenone derivatives, 4,8-epi-uralione F (1), 4,8-epi-uralione G (2), uralione S (3), coccinone J (4), 6-epi-coccinone C (5), coccinone I (6), 36-hydroxy-guttiferone J (7), multiflorone I (8), garciniagifolone F (9) and 36-hydroxy-garciniagifolone F (10), were isolated from the fruits of Garcinia cambogia, along with seven known analogues. The structures of the new compounds were established based on the detailed analysis of 1D and 2D nuclear magnetic resonance (NMR) spectra and high resolution electrospray ionization mass spectrometra (HRESIMS), and their absolute configurations were determined from the electronic circular dichroism (ECD) spectra. All the isolates were tested for their inhibitory effects against nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages. The results indicated that compound 1 displayed a potent NO inhibitory effect with an IC50 value of 41.60 ± 0.17 μM. Furthermore, compound 1 suppressed inducible NO synthase (iNOS) expression in a dose-dependent manner through inhibiting the activation of nuclear factor-κB (NF-κB).
Keyphrases
- nuclear factor
- anti inflammatory
- high resolution
- toll like receptor
- magnetic resonance
- nitric oxide
- inflammatory response
- structure activity relationship
- nitric oxide synthase
- lps induced
- signaling pathway
- poor prognosis
- density functional theory
- mass spectrometry
- contrast enhanced
- hydrogen peroxide
- immune response
- magnetic resonance imaging
- high speed
- computed tomography
- genetic diversity
- tandem mass spectrometry
- oxidative stress