76900-87-3Relevant academic research and scientific papers
Structure-activity relationship of the inhibitory effects of flavonoids on nitric oxide production in RAW264.7 cells
Jiang, Wen-Jun,Daikonya, Akihiro,Ohkawara, Mitsuyoshi,Nemoto, Takashi,Noritake, Ryusuke,Takamiya, Tomoko,Kitanaka, Susumu,Iijima, Hiroshi
, p. 1 - 5 (2017)
We isolated flavonoids from herbal specimens from the Tibetan region (Sophora yunnanensis and Rhodiola sacra) that suppress nitric oxide (NO) production in macrophages stimulated by lipopolysaccharide and interferon-γ. The isolated flavonoids carry symmetric substitutions in the B ring (R3′= R5′). We analyzed the quantitative structure-activity relationship of the inhibitory activity by comparative molecular field analysis (CoMFA) using this series of flavonoids. Use of flavonoids with symmetrical substitutions in the B ring made it simpler to align molecules because it was not necessary to consider a huge number of combinations due to the B-ring conformation. The CoMFA model, whose cross-validated q2value was 0.705, suggested the existence of a hydroxy group at the 5-position, the choice of the A/C-ring scaffold (chromane or chromene) and electrostatic field around the B ring are important for NO inhibitory activity. Flavonoids synthesized based on the CoMFA model exhibited significant inhibitory potential against NO production, validating the predictive capability of the CoMFA model.
