Acylphloroglucinol Derivatives with a Tricyclo-[4.4.1.11,4] Dodecane Skeleton from Garcinia bracteata Fruits.
Yu ChenQing XueHaida TengRui QinHong LiuJing XuZhinan MeiGuang-Zhong YangPublished in: The Journal of organic chemistry (2020)
Two novel polycyclic polyprenylated acylphloroglucinols (PPAPs), garcibractinones A (1) and B (2), as well as three known analogues doitunggarcinones A-B (3-4) and garcibracteatone (5) were isolated from Garcinia bracteata fruits. Their structures were elucidated by comprehensive spectroscopic methods and single crystal X-ray diffraction. Compounds 1 and 2 possess an unprecedented caged tricyclo-[4.4.1.11,4] dodecane skeleton, and their biosynthetic pathways are also proposed. Compounds 1-2 were tested for their inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW 264.7 macrophages.
Keyphrases
- lps induced
- inflammatory response
- nitric oxide
- molecular docking
- high resolution
- structure activity relationship
- electron microscopy
- toll like receptor
- hydrogen peroxide
- dual energy
- nitric oxide synthase
- molecular dynamics simulations
- magnetic resonance imaging
- crystal structure
- mass spectrometry
- magnetic resonance