Molecules, Vol. 29, Pages 1819: The Synthesis of 2 & prime;-Hydroxychalcones under Ball Mill Conditions and Their Biological Activities

Molecules, Vol. 29, Pages 1819: The Synthesis of 2′-Hydroxychalcones under Ball Mill Conditions and Their Biological Activities Molecules doi: 10.3390/molecules29081819 Authors: Imen Abid Wassim Moslah Sandrine Cojean Nicolas Imbert Philippe M. Loiseau Alain Chamayou Najet Srairi-Abid Rachel Calvet Michel Baltas Chalcones are polyphenols that belong to the flavonoids family, known for their broad pharmacological properties. They have thus attracted the attention of chemists for their obtention and potential activities. In our study, a library of compounds from 2′-hydroxychalcone’s family was first synthesized. A one-step mechanochemical synthesis via Claisen–Schmidt condensation reaction under ball mill conditions was studied, first in a model reaction between a 5′-fluoro-2′-hydroxyacetophenone and 3,4-dimethoxybenzaldehyde. The reaction was optimized in terms of catalysts, ratio of reagents, reaction time, and influence of additives. Among all assays, we retained the best one, which gave the highest yield of 96% when operating in the presence of 1 + 1 eq. of substituted benzaldehyde and 2 eq. of KOH under two grinding cycles of 30 min. Thus, this protocol was adopted for the synthesis of the selected library of 2′-hydroxychalcones derivatives. The biological activities of 17 compounds were then assessed against Plasmodium falciparum, Leishmania donovani paras...
Source: Molecules - Category: Chemistry Authors: Tags: Article Source Type: research