Improved synthesis of 15-deoxyspergualin analogs using the Ugi multi-component reaction

…, MC Smith, JP Carolan, JE Gestwicki

Index: Evans, Christopher G.; Smith, Matthew C.; Carolan, James P.; Gestwicki, Jason E. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 9 p. 2587 - 2590

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Citation Number: 13

Abstract

Spergualin is a natural product that exhibits immunosuppressive, anti-tumor and anti- bacterial activities. Its derivatives, such as 15-deoxyspergualin (15-DSG), have been clinically approved for acute allograft rejection. However, the reported syntheses are cumbersome (> 10 steps) and they suffer from low overall yields (∼ 0.3% to 18%). Moreover, spergualin and its derivatives are chemically unstable and rapidly hydrolyzed ...