New benzoic acid and caffeoyl derivatives with anti-inflammatory activities isolated from leaves of Ilex kaushue.
Yuya KakumuThi Minh Tu NguyenKosei YamauchiTohru MitsunagaPublished in: Natural product research (2021)
A new benzoic acid, 3-[2-(2-hydroxyphenyl)acetoxy]benzoic acid (1), and two new caffeoyl derivatives, methyl (3E,5Z)-di-O-caffeoylquinate (2) and dhurrin 6'-O-caffeate (3), along with 20 known compounds were isolated from the leaves of Ilex kaushue collected in Vietnam. Their structures were elucidated on the basis of 1 D and 2 D NMR spectroscopy, and high-resolution MS spectrometry. The absolute configuration of 2 and 3 was unambiguously established by comparison of experimental and calculated ECD spectra and/or chemical reactivity. In addition, new compounds were evaluated for inhibitory effects of their tumor necrosis factor-α (TNF-α) production and cell cytotoxicity on lipopolysaccharide-induced RAW264 macrophage cells. All of those moderately suppressed TNF-α production in ratios of approximately 50% or higher at 25-100 µM, without cell cytotoxicity.
Keyphrases
- high resolution
- lipopolysaccharide induced
- rheumatoid arthritis
- single cell
- inflammatory response
- mass spectrometry
- anti inflammatory
- cell therapy
- multiple sclerosis
- adipose tissue
- ms ms
- cell cycle arrest
- staphylococcus aureus
- cell proliferation
- density functional theory
- oxidative stress
- cystic fibrosis
- pseudomonas aeruginosa
- biofilm formation