Total Synthesis and Biological Evaluation of Kakeromamide A and Its Analogues

Meng Zhao; Yi Xiao; Satoshi Otsuka; Yoichi Nakao; Yian Guo; Tao Ye

doi:10.3389/fchem.2020.00410

Total Synthesis and Biological Evaluation of Kakeromamide A and Its Analogues

Front Chem. 2020 May 13:8:410. doi: 10.3389/fchem.2020.00410. eCollection 2020.

Authors

Meng Zhao¹, Yi Xiao¹, Satoshi Otsuka², Yoichi Nakao^{2

3}, Yian Guo¹, Tao Ye^{1

4}

Affiliations

¹ State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen, China.
² Research Institute for Science and Engineering, Waseda University, Tokyo, Japan.
³ Department of Chemistry and Biochemistry, Graduate School of Advanced Science and Engineering, Waseda University, Tokyo, Japan.
⁴ Tsinghua Shenzhen International Graduate School, Xili, Shenzhen, China.

Abstract

Kakeromamide A (1), the first marine cyclopeptide inducing neural stem cells differentiation into astrocytes, was synthesized in 12 longest linear steps and 14% overall yield. Using this synthetic approach, four analogs of kakeromamide A were prepared and evaluated for neural differentiation- modulating activity.

Keywords: biological evaluations; kakeromamide A; marine cyclopeptide; structural analogs; total synthesis.