Objective    To synthesize isoandrographolide glycoside and ester derivatives.     Methods    Isoandrographolide aromatic acid ester derivatives were synthesized from isoandrographolide and aromatic acids through esterification using N

N’-dicyclohexylcarbodiimide (DCC) as condensing agent and 4-dimethylaminopyridine (DMAP) as catalyst. Isoandrographolide phenolic acid ester derivatives were synthesized from isoandrographolide and benzyl-protected phenolic acids through esterification and hydrogenation in sequence using DCC as condensing agent and DMAP as catalyst. Isoandrographolide glycoside derivatives were synthesized from isoandrographolide and tetra-O-acetyl-β-D-glucopyranosyl bromide through Koenigs-Knorr reaction and then deacetylation in a basic environment using silver carbonat

e as a catalyst.     Results    Four isoandrographolide glycoside derivatives and sixteen isoandrographolide ester derivatives were synthesized. The glycoside derivatives and the monoester derivatives were obtained through esterification on the 19-OH of isoandrographolide. The diester derivatives were obtained through esterification on the 3- and 19-OH of isoandrographolide. All the derivatives were powdery solids.     Conclusion    All the derivatives are confirmed by

1

H-NMR combined with MS

and seventeen of them are new compounds.