Isolation and synthesis of analgesic and anti-inflammatory compounds from Ochna squarrosa L.

Two new furanoflavonoids (1, 2), one new chalcone dimer (3) along with six known compounds, chrysophanol, 5-O-methyl squarrosin, 5-methoxy furano[4″,5″,6,7]flavone, calodenone, lophirone A and lophirone H were isolated from the ethyl acetate-soluble fraction of methanol extract of root bark of Ochna squarrosa. Chrysophanol, calodenone, lophirone A and lophirone H were isolated from this plant for the first time. The structures of all the isolated compounds were confirmed by 1D and 2D spectroscopic data. These compounds were tested for analgesic and anti-inflammatory activity. All the new compounds showed good analgesic and anti-inflammatory activity. A simple and facile method for the cleavage of benzyl ethers using I2 in trigol is also reported.

Two new furanoflavones and a new chalcone dimer were isolated from Ochna squarrosa. The new furanoflavones were synthesized using a new methodology for benzyl deprotection. All the new compounds displayed good analgesic and anti-inflammatory activities.Figure optionsDownload as PowerPoint slide