1. Isolation, structure elucidation, and synthesis of antiplasmodial quinolones from Crinum firmifolium.
- Author
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Presley CC, Du Y, Dalal S, Merino EF, Butler JH, Rakotonandrasana S, Rasamison VE, Cassera MB, and Kingston DGI
- Subjects
- Antimalarials chemical synthesis, Mass Spectrometry, Proton Magnetic Resonance Spectroscopy, Quinolones chemical synthesis, Spectrophotometry, Ultraviolet, Antimalarials chemistry, Antimalarials isolation & purification, Crinum chemistry, Plasmodium falciparum drug effects, Quinolones chemistry, Quinolones isolation & purification
- Abstract
Antiplasmodial bioassay guided fractionation of a Madagascar collection of Crinum firmifolium led to the isolation of seven compounds. Five of the seven compounds were determined to be 2-alkylquinolin-4(1H)-ones with varying side chains. Compounds 1 and 4 were determined to be known compounds with reported antiplasmodial activities, while 5 was believed to be a new branched 2-alkylquinolin-4(1H)-one, however, it was isolated in limited quantities and in admixture and therefore was synthesized to confirm its structure as a new antiplasmodial compound. Along with 5, two other new and branched compounds 6 and 7 were synthesized as well. Accompanying the five quinolones were two known compounds 2 and 3 which are inactive against Plasmodium falciparum. The isolation, structure elucidation, total synthesis, and biological evaluation of these compounds are discussed in this article., (Copyright © 2017 Elsevier Ltd. All rights reserved.)
- Published
- 2017
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