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Updated: Jan 27, 2026

Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues
Published on: February 17, 2017
Function-Oriented Synthesis toward Peloruside A Analogues
Anne-Caroline Chany1, Frédéric Legros1, Heloua Haroun1
1Institut des Molécules et Matériaux , IMMM UMR 6283 CNRS - Le Mans Université , Avenue Olivier Messiaen , Le Mans 72085 Cedex 9 , France.
Abstract:
A convergent and rapid synthesis of original C2,C3-unsaturated, C11,C13-keto-enol macrocycles with a peloruside A skeleton has been developed. These original unsaturated macrocycles constitute valuable platforms to access peloruside A analogues with high diversity. The four-fragment strategy implemented features two aldol-type couplings with the central C12-C14 building block TES-diazoacetone and a late-stage ring-closing metathesis. Enantiopure analogue 18ab showed antiproliferative activity in the low micromolar range on NCI and MCF7 tumor cell lines.
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