Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences , Shenzhen, Guangdong 518055, P. R. China.
Org Lett. 2017 Sep 1;19(17):4420-4423. doi: 10.1021/acs.orglett.7b01742. Epub 2017 Aug 11.
Gymnopeptides A and B are unprecedented highly N-methylated cyclic β-hairpin octadecapeptides with striking antiproliferative activities isolated from the mushroom Gymnopus fusipes. Using Fmoc-based solid-phase peptide synthesis, followed by macrolactamization of the resulting linear peptides, the first total synthesis of gymnopeptides A and B was successfully achieved in this study. The coupling methods used for the solid-phase synthesis and the cyclization were optimized, and the configuration of the Ser1/Thr1 residue in gymnopeptide A/B was determined to be l.
Gymnopeptides A 和 B 是从蘑菇 Gymnopus fusipes 中分离得到的具有前所未有的高度 N-甲基化的环状 β-发夹十八肽，具有显著的抗增殖活性。本研究采用 Fmoc 固相肽合成法，然后对所得线性肽进行大环内酯化，成功地实现了 gymnopeptides A 和 B 的全合成。优化了固相合成和环化所用的偶联方法，并确定了 gymnopeptide A/B 中 Ser1/Thr1 残基的构型为 l。
