Syntheses and Anti-inflammatory Activity of Natural 1,3-Diarylpropenes
Jong-Woon Jung1, Jin-Kyung Kim, Jong-Gab Jun
1Department of Chemistry and Institute of Natural Medicine, Hallym University.
Abstract:
First syntheses of five natural 1,3-diarylpropenes (cinnamylphenols) 2-4, 7, and 8 along with synthesis of two other natural 1,3-diarylpropenes 1 and 5 and E-isomer of mucronulastyrene (6) were achieved by Friedel-Crafts alkylation as a key step. Subsequently, their anti-inflammatory effects were also investigated in lipopolysaccharide (LPS)-induced RAW264.7 macrophages. The compounds exhibited significant inhibition of inflammatory mediated nitric oxide (NO) production with no cytotoxicity except compound 8 (dalberatin B) at 10 µM concentration and IC50 values were found in the range from 4.05 to 16.76 µM.
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