Dépôt numérique

Synthesis of immunostimulatory saponins: A sweet challenge for carbohydrate chemists

Marin, Oscar Javier Gamboa; Heis, Floriane et Gauthier, Charles ORCID logoORCID: https://orcid.org/0000-0002-2475-2050 (2023). Synthesis of immunostimulatory saponins: A sweet challenge for carbohydrate chemists Carbohydrate Research , vol. 530 , nº 108851. pp. 1-13. DOI: 10.1016/j.carres.2023.108851.

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Saponins are a large family of natural glycosides showing a wide range of biological activities. Current research efforts on saponins as vaccine adjuvants have been mainly focused on the development of synthetic analogs. By mimicking the immunomodulatory saponins from Quillaja saponaria (QS), less complex and readily accessible analogs have been synthesized to improve the industrial applicability and efficacy of saponins as vaccine ad-juvants. Through the exploration of several structural modifications on the skeleton of QS saponins, including changes in the sugar and aglycone compositions as well as in the nature and configuration of the glycosidic bonds, structure-activity relationship (SAR) studies developed by Pr. Gin in the early 2010s were taken as a starting point for the development of a new generation of immunomodulatory candidates. In this review, the recent synthetic strategies and SAR studies of mono-and bidesmosidic QS saponins are discussed. Original concepts of vaccination including self-adjuvanticity and the development of saponin-based glycoconjugates are described. The synthesis and semi-synthesis of saponin alternatives to QS, such as Momordica saponin and onjisaponin derivatives, are also discussed in this review.

Type de document: Article
Mots-clés libres: Saponins; Vaccination; Adjuvant; Glycosylation; Semi-synthesis
Centre: Centre INRS-Institut Armand Frappier
Date de dépôt: 09 déc. 2023 21:50
Dernière modification: 09 déc. 2023 21:50
URI: https://espace.inrs.ca/id/eprint/13651

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