ArticleThe Journal of organic chemistry2025
From Pseudocyclic to Macrocyclic Ionophores: Strategies toward the Synthesis of Cyclic Monensin Derivatives.
Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed.
- Access to Cyclic Monensin Derivatives via a Four-Component Ugi Reaction.The Journal of organic chemistry · 2026Article
- Mitochondrial-Targeted Triphenylphosphonium-Conjugated Ionophores with Enhanced Cytotoxicity in Cancer Cells.Molecules (Basel, Switzerland) · 2025Article
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Authors and funding
6 authors.
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Abstract
There has been a long search for a simple preparation of new cyclic analogues of ionophore antibiotics. We report a simple and general synthesis of three new cyclic derivatives of polyether ionophore, monensin A (MON). The application of the Huisgen 1,3-dipolar cycloaddition of azides and terminal alkynes to macrocyclization results in a concise, synthetic route to monensin lacton or lactam in only 4 steps. Additionally, macrolactamization by a simple amidation reaction using HATU, a commonly used conjugating agent, gives 72% yields and utilizes neither high dilution techniques nor template effects in the cyclization step. This in turn enables ready access to a range of unnatural MON analogues, showing the ability to form complexes with monovalent and divalent metal cations.
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