Literature DB >> 21195617

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

Yong-Kang Zhang1, Jacob J Plattner, Yvonne R Freund, Eric E Easom, Yasheen Zhou, Jiri Gut, Philip J Rosenthal, David Waterson, Francisco-Javier Gamo, Inigo Angulo-Barturen, Min Ge, Zhiya Li, Lingchao Li, Yong Jian, Han Cui, Hailong Wang, Jian Yang.   

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). Copyright Â
© 2010 Elsevier Ltd. All rights reserved.

Entities:  

Mesh:

Substances:

Year:  2010        PMID: 21195617     DOI: 10.1016/j.bmcl.2010.12.034

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  15 in total

1.  Antimalarial Benzoxaboroles Target Plasmodium falciparum Leucyl-tRNA Synthetase.

Authors:  Ebere Sonoiki; Andres Palencia; Denghui Guo; Vida Ahyong; Chen Dong; Xianfeng Li; Vincent S Hernandez; Yong-Kang Zhang; Wai Choi; Jiri Gut; Jennifer Legac; Roland Cooper; M R K Alley; Yvonne R Freund; Joseph DeRisi; Stephen Cusack; Philip J Rosenthal
Journal:  Antimicrob Agents Chemother       Date:  2016-07-22       Impact factor: 5.191

Review 2.  Malaria medicines: a glass half full?

Authors:  Timothy N C Wells; Rob Hooft van Huijsduijnen; Wesley C Van Voorhis
Journal:  Nat Rev Drug Discov       Date:  2015-05-22       Impact factor: 84.694

3.  Synthesis and evaluation of functionalized benzoboroxoles as potential anti-tuberculosis agents.

Authors:  Mohammad A Alam; Kriti Arora; Shirisha Gurrapu; Sravan K Jonnalagadda; Grady L Nelson; Paul Kiprof; Subash C Jonnalagadda; Venkatram R Mereddy
Journal:  Tetrahedron       Date:  2016-03-17       Impact factor: 2.457

4.  Cyclopropyl Carboxamides: A New Oral Antimalarial Series Derived from the Tres Cantos Anti-Malarial Set (TCAMS).

Authors:  Lourdes Rueda; Isabel Castellote; Julia Castro-Pichel; Maria J Chaparro; Juan Carlos de la Rosa; Adolfo Garcia-Perez; Mariola Gordo; Maria Belen Jimenez-Diaz; Albane Kessler; Simon J F Macdonald; Maria Santos Martinez; Laura M Sanz; Francisco Javier Gamo; Esther Fernandez
Journal:  ACS Med Chem Lett       Date:  2011-08-29       Impact factor: 4.345

5.  Topical Treatment for Cutaneous Leishmaniasis: Dermato-Pharmacokinetic Lead Optimization of Benzoxaboroles.

Authors:  Katrien Van Bocxlaer; Eric Gaukel; Deirdre Hauser; Seong Hee Park; Sara Schock; Vanessa Yardley; Ryan Randolph; Jacob J Plattner; Tejal Merchant; Simon L Croft; Robert T Jacobs; Stephen A Wring
Journal:  Antimicrob Agents Chemother       Date:  2018-04-26       Impact factor: 5.191

Review 6.  Recent advances in malaria drug discovery.

Authors:  Marco A Biamonte; Jutta Wanner; Karine G Le Roch
Journal:  Bioorg Med Chem Lett       Date:  2013-03-27       Impact factor: 2.823

Review 7.  Synthesis of biologically active boron-containing compounds.

Authors:  Fei Yang; Mingyan Zhu; Jinyi Zhang; Huchen Zhou
Journal:  Medchemcomm       Date:  2017-11-28       Impact factor: 3.597

8.  Structural dynamics of the aminoacylation and proofreading functional cycle of bacterial leucyl-tRNA synthetase.

Authors:  Andrés Palencia; Thibaut Crépin; Michael T Vu; Tommie L Lincecum; Susan A Martinis; Stephen Cusack
Journal:  Nat Struct Mol Biol       Date:  2012-06-10       Impact factor: 15.369

9.  Benzoxaborole antimalarial agents. Part 4. Discovery of potent 6-(2-(alkoxycarbonyl)pyrazinyl-5-oxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaboroles.

Authors:  Yong-Kang Zhang; Jacob J Plattner; Eric E Easom; Robert T Jacobs; Denghui Guo; Virginia Sanders; Yvonne R Freund; Brice Campo; Philip J Rosenthal; Wei Bu; Francisco-Javier Gamo; Laura M Sanz; Min Ge; Liang Li; Jie Ding; Yin Yang
Journal:  J Med Chem       Date:  2015-06-23       Impact factor: 7.446

Review 10.  Organoboron Compounds: Effective Antibacterial and Antiparasitic Agents.

Authors:  Paolo Saul Coghi; Yinghuai Zhu; Hongming Xie; Narayan S Hosmane; Yingjun Zhang
Journal:  Molecules       Date:  2021-05-31       Impact factor: 4.411

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.