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Synthesis and structure-activity relationships of novel benzoxaboroles as a new class of antimalarial agents.

Authors :
Zhang YK
Plattner JJ
Freund YR
Easom EE
Zhou Y
Gut J
Rosenthal PJ
Waterson D
Gamo FJ
Angulo-Barturen I
Ge M
Li Z
Li L
Jian Y
Cui H
Wang H
Yang J
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2011 Jan 15; Vol. 21 (2), pp. 644-51. Date of Electronic Publication: 2010 Dec 10.
Publication Year :
2011

Abstract

A series of boron-containing benzoxaborole compounds was designed and synthesized for a structure-activity relationship investigation surrounding 7-(HOOCCH(2)CH(2))-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (1) with the goal of discovering a new antimalarial treatment. Compound 1 demonstrates the best potency (IC(50)=26nM) against Plasmodium falciparum and has good drug-like properties, with low molecular weight (206.00), low ClogP (0.86) and high water solubility (750μg/mL at pH 7).<br /> (Copyright © 2010 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
21
Issue :
2
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
21195617
Full Text :
https://doi.org/10.1016/j.bmcl.2010.12.034