Synthesis and evaluation of novel chromanone and quinolinone analogues of uniflorol as anti-leishmanial agents.
journal contributionposted on 11.01.2021, 14:45 by Helena Castro, Tania Cruz, Patricia de Aguiar Amaral, Paula da Silva Cardoso, Ahmed Alsaffar, Patrick Farrell, Ana M Tomás, James BarlowJames Barlow
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.
Norte-01-0145-FEDER-000012, supported by Norte Portugal Regional Operational Programme (NORTE 2020), under the PORTUGAL 2020 Partnership Agreement, through the European Regional Development Fund (ERDF).
Fundaç~ao para a Ci^encia e Tecnologia (FCT contract IF/01244/2015).
CommentsThe original article is available at https://www.cell.com/
Published CitationCastro H, Cruz T, de Aguiar Amaral P, da Silva Cardoso P, Alsaffar A, Farrell P, Tomás AM, Barlow JW. Synthesis and evaluation of novel chromanone and quinolinone analogues of uniflorol as anti-leishmanial agents. Heliyon. 2020 Mar 20;6(3):e03614.
Publication Date20 Mar 2020
- Chemistry and Pharmaceutical Sciences
- Published Version (Version of Record)