Synthesis and anti-inflammatory activity of derivatives of coumarino-lignoid, cleomiscosin A and its methyl ether

Six novel cleomiscosin A (a coumarino-lignoid), derivatives have been synthesized for the first time by using electrophilic substitution reaction to give nuclear nitrated and halogenated derivatives of cleomiscosin A in good yields. Structures of these compounds were established on the basis of IR, 1H NMR, 13C NMR and Mass spectral data. Some of the synthesized derivatives were tested for in-vitro target based anti-inflammatory study using primary macrophages cell culture bioassay system. The results showed that the compounds 1a, 3a and 4a (1 and 10 μg/mL) exhibited potent anti-inflammatory activity.

Graphical abstractThe in-vitro anti-inflammatory activities of the synthesized derivatives of cleomiscosin A were evaluated. The compounds 1a, 3a and 4a showed significant inhibition of pro-inflammatory targets in lipo-polysaccharide (LPS)-induced inflammation in primary macrophages cell culture model.Figure optionsDownload full-size imageDownload as PowerPoint slide