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3-Position Biaryl Endochin-like Quinolones with Enhanced Antimalarial Performance
Journal article   Open access

3-Position Biaryl Endochin-like Quinolones with Enhanced Antimalarial Performance

Sovitj Pou, Rolf W. Winter, Rozalia A. Dodean, Katherine Liebman, Yuexin Li, Michael W. Mather, Binod Nepal, Aaron Nilsen, Mason J. Handford, Teresa M. Riscoe, …
ACS infectious diseases, v 10(7)
11 Jun 2024
PMID: 38862127
url
https://doi.org/10.1021/acsinfecdis.4c00140View
Published, Version of Record (VoR) Open

Abstract

Chemistry, Medicinal Life Sciences & Biomedicine Pharmacology & Pharmacy Science & Technology Infectious Diseases
ELQ-300 is a potent antimalarial drug with activity against blood, liver, and vector stages of the disease. A prodrug, ELQ-331, exhibits reduced crystallinity and improved in vivo efficacy in preclinical testing, and currently, it is in the developmental pipeline for once-a-week dosing for oral prophylaxis against malaria. Because of the high cost of developing a new drug for human use and the high risk of drug failure, it is prudent to have a back-up plan in place. Here we describe ELQ-596, a member of a new subseries of 3-biaryl-ELQs, with enhanced potency in vitro against multidrug-resistant Plasmodium falciparum parasites. ELQ-598, a prodrug of ELQ-596 with diminished crystallinity, is more effective vs murine malaria than its progenitor ELQ-331 by 4- to 10-fold, suggesting that correspondingly lower doses could be used to protect and cure humans of malaria. With a longer bloodstream half-life in mice compared to its progenitor, ELQ-596 highlights a novel series of next-generation ELQs with the potential for once-monthly dosing for protection against malaria infection. Advances in the preparation of 3-biaryl-ELQs are presented along with preliminary results from experiments to explore key structure-activity relationships for drug potency, selectivity, pharmacokinetics, and safety.

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Collaboration types
Domestic collaboration
Web of Science research areas
Chemistry, Medicinal
Infectious Diseases
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