Literature DB >> 19924861

The structure-activity relationship of the antimalarial ozonide arterolane (OZ277).

Yuxiang Dong1, Sergio Wittlin, Kamaraj Sriraghavan, Jacques Chollet, Susan A Charman, William N Charman, Christian Scheurer, Heinrich Urwyler, Josefina Santo Tomas, Christopher Snyder, Darren J Creek, Julia Morizzi, Maria Koltun, Hugues Matile, Xiaofang Wang, Maniyan Padmanilayam, Yuanqing Tang, Arnulf Dorn, Reto Brun, Jonathan L Vennerstrom.   

Abstract

The structure and stereochemistry of the cyclohexane substituents of analogues of arterolane (OZ277) had little effect on potency against Plasmodium falciparum in vitro. Weak base functional groups were not required for high antimalarial potency, but they were essential for high antimalarial efficacy in P. berghei-infected mice. Five new ozonides with antimalarial efficacy and ADME profiles superior or equal to that of arterolane were identified.

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Year:  2010        PMID: 19924861     DOI: 10.1021/jm901473s

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  21 in total

1.  Structure-activity relationship of an ozonide carboxylic acid (OZ78) against Fasciola hepatica.

Authors:  Qingjie Zhao; Mireille Vargas; Yuxiang Dong; Lin Zhou; Xiaofang Wang; Kamaraj Sriraghavan; Jennifer Keiser; Jonathan L Vennerstrom
Journal:  J Med Chem       Date:  2010-05-27       Impact factor: 7.446

2.  A chemotype that inhibits three unrelated pathogenic targets: the botulinum neurotoxin serotype A light chain, P. falciparum malaria, and the Ebola filovirus.

Authors:  Igor Opsenica; James C Burnett; Rick Gussio; Dejan Opsenica; Nina Todorović; Charlotte A Lanteri; Richard J Sciotti; Montip Gettayacamin; Nicoletta Basilico; Donatella Taramelli; Jonathan E Nuss; Laura Wanner; Rekha G Panchal; Bogdan A Solaja; Sina Bavari
Journal:  J Med Chem       Date:  2011-01-25       Impact factor: 7.446

3.  The activity of dispiro peroxides against Fasciola hepatica.

Authors:  Xiaofang Wang; Qingjie Zhao; Mireille Vargas; Yuxiang Dong; Kamaraj Sriraghavan; Jennifer Keiser; Jonathan L Vennerstrom
Journal:  Bioorg Med Chem Lett       Date:  2011-07-19       Impact factor: 2.823

Review 4.  The lipophilic bullet hits the targets: medicinal chemistry of adamantane derivatives.

Authors:  Lukas Wanka; Khalid Iqbal; Peter R Schreiner
Journal:  Chem Rev       Date:  2013-02-25       Impact factor: 60.622

5.  Drug delivery to the malaria parasite using an arterolane-like scaffold.

Authors:  Shaun D Fontaine; Benjamin Spangler; Jiri Gut; Erica M W Lauterwasser; Philip J Rosenthal; Adam R Renslo
Journal:  ChemMedChem       Date:  2014-10-14       Impact factor: 3.466

6.  3-Alkoxy-1,2-Dioxolanes: Synthesis and Evaluation as Potential Antimalarial Agents.

Authors:  Charles E Schiaffo; Matthias Rottman; Sergio Wittlin; Patrick H Dussault
Journal:  ACS Med Chem Lett       Date:  2011-04-14       Impact factor: 4.345

7.  Activity of OZ78 analogues against Fasciola hepatica and Echinostoma caproni.

Authors:  Carla Kirchhofer; Mireille Vargas; Olivier Braissant; Yuxiang Dong; Xiaofang Wang; Jonathan L Vennerstrom; Jennifer Keiser
Journal:  Acta Trop       Date:  2011-02-21       Impact factor: 3.112

Review 8.  Modelling the time course of antimalarial parasite killing: a tour of animal and human models, translation and challenges.

Authors:  Kashyap Patel; Julie A Simpson; Kevin T Batty; Sophie Zaloumis; Carl M Kirkpatrick
Journal:  Br J Clin Pharmacol       Date:  2015-01       Impact factor: 4.335

Review 9.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

Review 10.  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

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