Total Syntheses of Antimalarial Cyclic Tetrapeptides: Koshidacins A and B via Olefin Cross-Metathesis Reactions

Kun Yang; Yue Tong; Tianhao Li; Yuanjun Sun; Liang Wang; Yue Chen

doi:10.1055/a-2541-6275

Synthesis, Table of Contents

Synthesis 2025; 57(11): 1875-1884
DOI: 10.1055/a-2541-6275

paper

Total Syntheses of Antimalarial Cyclic Tetrapeptides: Koshidacins A and B via Olefin Cross-Metathesis Reactions

Authors

Kun Yang

^bCollege of Pharmacy, Nankai University, Tianjin 300350, P. R. of China
Yue Tong

^bCollege of Pharmacy, Nankai University, Tianjin 300350, P. R. of China
Tianhao Li

^bCollege of Pharmacy, Nankai University, Tianjin 300350, P. R. of China
Yuanjun Sun∗

^cAcademy of Pharmacy, Xi’an Jiaotong-Liverpool University, Suzhou, Jiangsu, 215123, P. R. of China
Liang Wang∗

^aCollege of Chemistry, State Key Laboratory of Medicinal Chemical Biology, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, P. R. of China
Yue Chen∗

^aCollege of Chemistry, State Key Laboratory of Medicinal Chemical Biology, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, P. R. of China

Abstract

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Abstract

In this study, we present the first total syntheses of koshidacins A and B, antiplasmodial cyclic tetrapeptides from fungus, by assembling the side chain in late stage through olefin cross-metathesis. Additionally, the two diastereoisomers 8,9-epi-koshidacin A and 9-epi-koshidacin B were also synthesized by our synthetic route.

Key words

koshidacin A - koshidacin B - total synthesis - cross-metathesis - antiplasmodial - cyclic tetrapeptides

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