Synthesis and Characterization of Novel Xylopic Acid Derivatives

Aims: To synthesize and characterize novel ester, amide and ether (from deacetyl) derivatives of xylopic acid.

Methodology: Base catalysed ester formation was employed in the synthesis of the esters while direct coupling with HBTU was employed in the synthesis of the amide derivative. Deacetylation of xylopic acid was achieved by refluxing the acid with 10% methanolic KOH. The structure of xylopic acid and its derivatives were determined using 1H NMR spectroscopy, mass spectrometry and IR spectroscopy.

Results: Xylopic acid was isolated from the dried fruits of Xylopia aethiopica at a yield of 0.13%w/w. The various derivatives of xylopic acid, namely esters, amide and deacetylated analogues were synthesized in moderate to high yields (47.11- 93.52%) and characterized.

Conclusion: Xylopic acid was isolated from the dried fruits of Xylopia aethiopica, crystallized and characterized. The isolated crystals were used to synthesize novel derivatives of xylopic acid and these were also characterized.