Chantriolides F-P, Highly Oxidized Withanolides with Hepatoprotective Activity from Tacca chantrieri .
Yue YangFei ZhouMin WangMukhammadrizo TuranazarovXiao-Rong WangChangqiang KeSheng YaoLi-Gen LinChunping TangYang YePublished in: Molecules (Basel, Switzerland) (2022)
Eleven highly oxidized withanolides, chantriolides F-P ( 1 - 11 ), together with six known analogues ( 12 - 17 ), were isolated from the rhizomes of Tacca chantrieri . Their structures were established on the basis of comprehensive spectroscopic data analysis and comparison with published NMR data, and their absolute configurations were further confirmed by experimental ECD data and single crystal X-ray diffraction analysis. The structures of compounds 5 - 8 contained a chlorine atom substituted at C-3. Compounds 1 and 12 are a pair of epimers isomerized at C-24 and C-25, while compounds 9 and 16 are isomerized at C-1, C-7, C-24, and C-25. Next, the hepatoprotective effect of all the isolates was evaluated on tert -butyl hydroperoxide ( t -BHP)-injured AML12 hepatocytes. Compounds 5 - 11 and 16 significantly enhanced cell viability. Compound 8 decreased reactive oxygen species accumulation and increased glutathione level in t -BHP injured AML12 hepatocytes through promoting nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2).
Keyphrases
- data analysis
- nuclear factor
- high resolution
- molecular docking
- acute myeloid leukemia
- reactive oxygen species
- toll like receptor
- electronic health record
- big data
- magnetic resonance
- liver injury
- allogeneic hematopoietic stem cell transplantation
- oxidative stress
- low density lipoprotein
- randomized controlled trial
- molecular dynamics
- systematic review
- magnetic resonance imaging
- computed tomography
- mass spectrometry
- machine learning
- solid state
- dual energy
- structure activity relationship