Garbractin A, a Polycyclic Polyprenylated Acylphloroglucinol with a 4,11-dioxatricyclo[4.4.2.0 1,5 ]Dodecane Skeleton from Garcinia bracteata Fruits.
Xue-Ni LiJing XuShuang YangQing-Qing LiZheng-Yang LuGui MeiJia-Qian LiGuang-Zhong YangXin-Xiang LeiYu ChenPublished in: ACS omega (2023)
Garbractin A ( 1 ), a structurally complicated polycyclic polyprenylated acylphloroglucinol (PPAP) with an unprecedented 4,11-dioxatricyclo[4.4.2.0 1,5 ] dodecane skeleton, was isolated from the fruits of Garcinia bracteata , along with five new biosynthetic analogues named garcibracteatones A-E ( 2 - 6 ). Their structures containing absolute configurations were revealed using spectroscopic data, the residual dipolar coupling-enhanced NMR approach, and quantum chemical calculations. The antihyperglycemic effect of these PPAPs ( 1 - 6) was evaluated using insulin-resistant HepG2 cells (IR-HepG2 cells) induced through palmitic acid (PA). Compounds 1 , 3 , and 4 were found to significantly promote glucose consumption in the IR-HepG2 cells and, therefore, may hold potential as candidates for treating hyperglycemia.
Keyphrases
- molecular docking
- diabetic rats
- molecular dynamics
- high resolution
- type diabetes
- molecular dynamics simulations
- high glucose
- magnetic resonance
- density functional theory
- monte carlo
- electronic health record
- oxidative stress
- big data
- blood glucose
- single cell
- glycemic control
- solid state
- drug induced
- room temperature
- endothelial cells
- blood pressure
- mass spectrometry
- machine learning
- stress induced