Convergent Synthesis of Macrocyclic and Linear Desferrioxamines

Cheng Hsin Chiu, Ting Cian Jheng, Bo Chun Peng, Wen Sheng Chung, Kwok Kong Tony Mong*

*Corresponding author for this work

研究成果: Article同行評審

1 引文 斯高帕斯(Scopus)

摘要

Polyhydroxamate desferrioxamines (DFO) are nontoxic siderophores endowed with high potential for development of therapeutic chelating agents. Herein, we report a modular and convergent strategy for diverse synthesis of macrocyclic and linear DFOs. The strategy employed orthogonally protected N-hydroxy-N-succinylcadaverine building blocks, which allowed bidirectional extension of the DFO structure. The efficiency of the new strategy was demonstrated by the total synthesis of 44-membered macrocyclic DFO-T1, as well as four related DFO compounds in 11–13 linear steps and 2.1 %–10 % overall yields. Comparison of the iron binding affinity of the DFOs revealed DFO-E as the best chelator.

原文English
頁(從 - 到)3650-3659
頁數10
期刊European Journal of Organic Chemistry
2020
發行號24
DOIs
出版狀態Published - 30 六月 2020

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