Synthesis and evaluation of novel chromanone and quinolinone analogues of uniflorol as anti-leishmanial agents

新型色满酮和喹诺酮类似物的合成及作为抗利什曼原虫药物的评价

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作者:Helena Castro, Tânia Cruz, Patrícia de Aguiar Amaral, Paula da Silva Cardoso, Ahmed Alsaffar, Patrick Farrell, Ana M Tomás, James W Barlow

Abstract

Within this work, we describe the design and synthesis of a range of novel chromanones and quinolinones, based on natural products reported to possess anti-leishmanial action. The core heterocycles were obtained either via classical or ionic liquid mediated Kabbe condensation in the case of chromanones, or aqueous Sonogashira based alkynylation followed by acid-catalysed cyclisation in the case of quinolinones. Upon testing in promastigotes, axenic amastigotes and Leishmania-infected macrophages, compound 13c was identified as displaying interesting activity, inhibiting axenic amastigotes and intracellular amastigotes with IC50s of 25.3 and 24.6μM respectively.

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