Asymmetric Total Synthesis of (-)-Gymnasterkoreayne G

摘要

Naturally occurring diynes are found as metabolites in a variety of fungi, higher plants, and marine sponges; their pharmacological properties, including cytotoxic, antimicrobial, and enzyme inhibitory activities, attract special attention in the realm of medicinal chemistry.Since Jung et al. reported the first isolation of gymnasterkoreaynes A-F from the roots of Gymnasterkoraiensis in 2002, gymnasterkoreayne G, a new compound, was isolated from the leaves of the same plant by the same group in 2005 (Figure l). The gymnasterkoreayne family exhibits significant biological activities including inhibition of the NFAT (nuclear factor of activated T-cells) transcription factor and cytotoxicity. In particular, gymnasterkoreayne B showed the highest potency against the NFAT transcription factor (IC50 = 1.44 ±0.59 μM), while gymnasterkoreaynes E and G were mildly inhibitory (IC50 = 7.24 ± 0.42 and 43.9 ± 2.24 μM, respectively).