Efficient Acylation and One-Pot Synthesis of Dehydroandrographolide Succinate on a Large Scale Assisted with Microwave Radiation

Abstract

A rapid and convenient method for acylation and large-scale synthesis of dehydroandrographolide succinate has been developed under microwave irradiation. It is a one-pot condensation and is compatible with dehydration and rearrangement of double bond in mild reaction conditions with good yield, high purity (up to 99.8%), time-savings, few pollutants and low cost. In addition, a number of acylation derivatives were synthesized under microwave irradiation.

Keywords:

• Acylation
• andrographolide
• dehydroandrographolide succinate
• large scale synthesis
• microwave irradiation

ACKNOWLEDGMENTS

This work was financially supported by the industry–academy–research combination project from the Ministry of Education in Guangdong Province (No. 2007B090400016). Dehydroandrographolide succinate was determined by Professor Rou-Bing Chao (Department of Medicinal Chemistry and Key Laboratory of Drug-Targeting of Education Ministry of China, West China School of Pharmacy, Sichuan University).

Notes

^a 100 g of substrate.

^b 10 g of substrate.

^c 100 mg of substrate.