Synthesis and cytotoxicity of novel 14α--(andrographolide-3-subsitutedisoxazole-5-carboxylate) derivatives.

Simple and efficient method was established for the synthesis of a new family of 14α--(andrographolide-3-subsitutedisoxazole-5-carboxylate) derivatives () from naturally occurring andrographolide () by selective esterification with propiolic acid at C-14 using protection and deprotection strategy followed by metal free 1,3-dipolar cycloaddition with aryl nitrile oxides. All the synthesised derivatives were tested for their cytotoxicity against HCT-15, HeLa and DU145 cell lines. Most of the compounds exhibited improved cytotoxic activity compared to the parent molecule andrographolide (), as the compounds , , , , and showed significant cytotoxicity against three cancer cell lines.

Synthesis and cytotoxicity of novel 14α--(1,4-disubstituted-1,2,3-triazolyl) ester derivatives of andrographolide.

A series of novel 14α--(1,4-disubstituted-1,2,3-triazolyl) ester derivatives of andrographolide (-) were synthesized from andrographolide (). For this endeavour, selective esterification at C-14 hydroxyl group of andrographolide () with propiolic acid protection, deprotection strategy followed by 1,4-regioselective [1,3]dipolar cycloaddition of alkyne, azide using Cu(I) catalyzed Click chemistry. All the synthesized derivatives were screened for their cytotoxicity on HCT-15, HeLa and K562 cell lines.