Pd-Catalyzed Coupling of Bromo-N- (β-glucopyranosyl)quinolin-2-ones with Amides: Synthesis of N-glucosyl-6BrCaQ Conjugates with Potent Anticancer Activity.

Autor: Redjdal W; Université de Bejaia, Faculté des Sciences Exactes, Laboratoire de Physico-Chimie des Matériaux et Catalyse, 06000, Bejaia, Algeria., Benmahdjoub S; Université de Bejaia, Faculté des Sciences Exactes, Laboratoire de Physico-Chimie des Matériaux et Catalyse, 06000, Bejaia, Algeria.; Département de Chimie, Université M'Hamed Bougara de Boumerdes, 35000, Boumerdes, Algeria., Luong TTH; Université Paris-Saclay, CNRS, BioCIS, 92290, Orsay, France., Benmerad B; Université de Bejaia, Faculté des Sciences Exactes, Laboratoire de Physico-Chimie des Matériaux et Catalyse, 06000, Bejaia, Algeria., Le Bideau F; Université Paris-Saclay, CNRS, BioCIS, 92290, Orsay, France., Vergnaud J; Université Paris-Saclay, CNRS, Institut Galien-Paris Saclay, 92290, Orsay, France., Messaoudi S; Université Paris-Saclay, CNRS, BioCIS, 92290, Orsay, France.; Laboratoire de Synthèse Organique, Ecole Polytechnique, CNRS, ENSTA, Institut Polytechnique de Paris, Palaiseau, France.
Jazyk: angličtina
Zdroj: ChemMedChem [ChemMedChem] 2024 Aug 01; Vol. 19 (15), pp. e202400195. Date of Electronic Publication: 2024 Jun 15.
DOI: 10.1002/cmdc.202400195
Abstrakt: A series of N-glycosyl- 6BrCaQ conjugates was synthesized through a Pd-catalyzed cross-coupling reaction between brominated N-glycosyl quinolin-2-one derivatives and various nitrogen nucleophiles. Antiproliferative assays revealed that this new series of analogues represents a promising class of antitumor compounds as illustrated by the high biological activity observed for several derivatives towards different cancer cell lines compared to the non-glycosylated congeners.
(© 2024 The Authors. ChemMedChem published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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