Collective Total Synthesis of Ecklonialactones, Eiseniachlorides and Analogs - Archive ouverte HAL
Article Dans Une Revue Chemistry - A European Journal Année : 2024

Collective Total Synthesis of Ecklonialactones, Eiseniachlorides and Analogs

Résumé

Ecklonialactones, Eiseniachlorides, and Egregiachlorides are synthesized in living organisms via the lipoxygenase‐mediated oxidation of polyunsaturated fatty acids. Originally isolated and identified from brown seaweed (Ecklonia stolonifera, Eisenia bicyclis, and Egregia menziesii), and later replicated on milligram scale through chemical synthesis, the full biological activities of these compounds remain to be elucidated. To bridge this gap in knowledge, we propose a unified methodology to synthesize the 14‐membered macrocyclic structures of Ecklonialactones, Eiseniachlorides and analogs using a versatile and convergent approach. This study delineates the synthesis of Ecklonialactone A, B, C, D, and Eiseniachlorides A and B, as well as ent ‐Ecklonialactone B, 16‐ epi ‐Ecklonialactone B and 12,13‐di epi ‐Ecklonialactone B.

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hal-04678168 , version 1 (26-08-2024)

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Alexandre Guy, Shanice Delly, Jean-Marie Galano, Thierry Durand, Camille Oger. Collective Total Synthesis of Ecklonialactones, Eiseniachlorides and Analogs. Chemistry - A European Journal, 2024, 30 (43), pp.e202401632. ⟨10.1002/chem.202401632⟩. ⟨hal-04678168⟩
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