1. Inhibition of Proinflammatory Cytokine Release by Flavones and Flavanones from the Leaves of Dracaena steudneri Engl.
- Author
-
Nchiozem-Ngnitedem, Vaderament-A, Omosa, Leonidah Kerubo, Bedane, Kibrom Gebreheiwot, Derese, Solomon, and Spiteller, Michael
- Subjects
PHYTOTHERAPY ,INFLAMMATION prevention ,CYTOKINES ,GRANULOCYTE-macrophage colony-stimulating factor ,LIPOPOLYSACCHARIDES ,FLAVONOIDS ,IBUPROFEN ,ANTI-inflammatory agents ,INTERLEUKIN-2 ,NUCLEAR magnetic resonance spectroscopy ,INTERLEUKIN-1 ,QUERCETIN ,FLAVONES ,LEAVES ,MASS spectrometry ,TUMOR necrosis factors ,DESCRIPTIVE statistics ,MOLECULAR structure ,FLAVANONES ,PHARMACODYNAMICS - Abstract
The leaves of Dracaena steudneri yielded 6 new flavonoids–3,5,7-trihydroxy-6-methyl-3′,4′-methylenedioxyflavone (1), 5,7-dihydroxy-3-methoxy-6-methyl-3′,4′-methylenedioxyflavone (2), 3,5,7-trihydroxy-6-methoxy-3′,4′-methylenedioxyflavone (3), (2 S ,3 S)-3,7-dihydroxy-6-methoxy-3′,4′-methylenedioxyflavanone (4), 4′,5,7-trihydroxy-3,3′,8-trimethoxy-6-methylflavone (5), (2 R) 7-hydroxy-2′,8-dimethoxyflavanone (6)–together with 13 known congeners. Their structures were established using spectroscopic and spectrometric methods including NMR, CD, and HRMS
n measurements. The compounds were evaluated for their anti-inflammatory potential through measurement of the levels of cytokines IL-1 β , IL-2, GM-CSF, and TNF- α in the supernatant of human peripheral blood mononuclear cells stimulated by lipopolysaccharide. Flavones derivatives 1 – 4 with a C-3′/4′ methylenedioxy substituent led to a substantial increase in the production of IL-1 β and GM-CSF out of 4 pro-inflammatory cytokines relative to LPS control. Quercetin derivatives 5, 11, and 13 with a hydroxyl group at C-4′ inhibited the production of IL-2, GM-CSF, and TNF- α. The presence of a C-2/C-3 double bond in 14 was pivotal to the significantly stronger (0.4 to 27.5% of LPS control) inhibitory effect compared to its dihydro derivative 8 (36.2 to 262.7% of LPS control) against all tested cytokines. It is important to note that the inhibitory activity of 14 was substantially higher than that of the standard drug used, ibuprofen. [ABSTRACT FROM AUTHOR]- Published
- 2021
- Full Text
- View/download PDF