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Collective Total Synthesis of Ecklonialactones, Eiseniachlorides and Analogs.

Authors :
Guy A
Delly S
Galano JM
Durand T
Oger C
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2024 Aug 01; Vol. 30 (43), pp. e202401632. Date of Electronic Publication: 2024 Jul 09.
Publication Year :
2024

Abstract

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-diepi-Ecklonialactone B.<br /> (© 2024 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)

Details

Language :
English
ISSN :
1521-3765
Volume :
30
Issue :
43
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
38770615
Full Text :
https://doi.org/10.1002/chem.202401632