Acetogenins from the Stem of Uvaria rufa and Their Cytotoxic Activity.
Aleksandra GurgulManead KhinOnevilay SouliyaKongmany SydaraJoanna E BurdetteJeremy J JohnsonChun-Tao ChePublished in: Journal of natural products (2024)
Four new adjacent bis-tetrahydrofuran acetogenins, bullacin C ( 7 ), uvarirufin ( 9 ), and uvariasolins III ( 12 ) and IV ( 13 ), along with 11 known acetogenins, were isolated from the stem of Uvaria rufa . Their structures were elucidated based on spectroscopic data analysis, including 1D and 2D NMR, HRESIMS, and MALDI-MS/MS of the lithium adducts. Absolute configurations were assigned using Mosher ester analysis and ECD measurements. Uvarirufin ( 9 ) possesses a unique C-39 skeleton among acetogenins. Most tested acetogenins exhibited cytotoxicity against human cancer cell lines (HCT 116, 22Rv1, MDA-MB-435, OVCAR3). Squamocin ( 8 ) and uvarirufin ( 9 ) were found to be the most potent, with an IC 50 value of 1.2 μM for both in HCT 116 colon cancer cells. Additionally, a new application of Dragendorff's reagent is proposed herein for the TLC detection of acetogenins.
Keyphrases
- data analysis
- ms ms
- high resolution
- mycobacterium tuberculosis
- endothelial cells
- mass spectrometry
- cell cycle arrest
- squamous cell carcinoma
- molecular docking
- squamous cell
- ionic liquid
- liquid chromatography tandem mass spectrometry
- loop mediated isothermal amplification
- cell death
- breast cancer cells
- young adults
- induced pluripotent stem cells
- pluripotent stem cells