Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

L-Rhamnose and Phenolic Esters based Monocatenar and Bolaform Amphiphiles: Ecocompatible Synthesis, Determination of their Antioxidant, Eliciting and Cytotoxic Properties

Emad Kordkatooli
,
Katia Bacha
ORCID logo ,
Sandra Villaume
,
Stephan Dorey
ORCID logo ,
Jean-Claude Monboisse
,
Sylvie Brassart-Pasco
,
Jean-Pierre Mbakidi
,
Sandrine Bouquillon
*
Version 1 : Received: 24 April 2023 / Approved: 25 April 2023 / Online: 25 April 2023 (07:30:20 CEST)

A peer-reviewed article of this Preprint also exists.

Kordkatooli, E.; Bacha, K.; Villaume, S.; Dorey, S.; Monboisse, J.-C.; Brassart-Pasco, S.; Mbakidi, J.-P.; Bouquillon, S. L-Rhamnose and Phenolic Esters-Based Monocatenar and Bolaform Amphiphiles: Eco-Compatible Synthesis and Determination of Their Antioxidant, Eliciting and Cytotoxic Properties. Molecules 2023, 28, 5154. Kordkatooli, E.; Bacha, K.; Villaume, S.; Dorey, S.; Monboisse, J.-C.; Brassart-Pasco, S.; Mbakidi, J.-P.; Bouquillon, S. L-Rhamnose and Phenolic Esters-Based Monocatenar and Bolaform Amphiphiles: Eco-Compatible Synthesis and Determination of Their Antioxidant, Eliciting and Cytotoxic Properties. Molecules 2023, 28, 5154.

Abstract

Symmetrical and dissymmetrical bolaforms were prepared with good to high yields from unsaturated L-rhamnosides and phenolic esters (ferulic, phloretic, coumaric, sinapic and caffeic) using two eco-compatible synthetic strategies involving glycosylation, enzymatic synthesis and cross-metathesis under microwaves activation. Furthermore, some of these new compounds present good eliciting properties depending on the carbon chain length and on the nature of the hydrophilic head. Their respective antioxidant activities have been also evaluated as well as their cytotoxic properties on dermal cells for cosmetic uses.

Keywords

amphiphilic; monocatenar; bolaform; phenolic acids; rhamnosides; antioxidant; microwaves; eliciting properties; dermal cytotoxicity

Subject

Chemistry and Materials Science, Organic Chemistry

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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