Synthesis and evaluation of novel chromanone and quinolinone analogues of uniflorol as anti-leishmanial agents. Issue 3 (March 2020)

• Record Type: Journal Article
• Authors: Castro, Helena; Cruz, Tânia; de Aguiar Amaral, Patrícia; da Silva Cardoso, Paula; Alsaffar, Ahmed; Farrell, Patrick; Tomás, Ana M.; Barlow, James W.
• Is Part Of: Heliyon. Volume 6:Issue 3(2020)
• Publication Date: 2020-03
• Subjects: Natural product chemistry -- Organic chemistry -- Pharmaceutical chemistry -- Chromanone -- Quinolinone -- Leishmania; Research -- Periodicals; Medical sciences -- Periodicals; Natural history -- Periodicals; Social sciences -- Periodicals; Earth sciences -- Periodicals; Physical sciences -- Periodicals; 507.2
• DOI: 10.1016/j.heliyon.2020.e03614
• Languages: English
• ISSNs: 2405-8440

Abstract

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 IC50 s of 25.3 and 24.6μM respectively. Abstract : Natural product chemistry, Organic chemistry; Pharmaceutical chemistry; Chromanone, Quinolinone, Leishmania