Literature DB >> 18262417

Characterization of the two major CYP450 metabolites of ozonide (1,2,4-trioxolane) OZ277.

Lin Zhou1, André Alker, Armin Ruf, Xiaofang Wang, Francis C K Chiu, Julia Morizzi, Susan A Charman, William N Charman, Christian Scheurer, Sergio Wittlin, Yuxiang Dong, Daniel Hunziker, Jonathan L Vennerstrom.   

Abstract

The antimalarial synthetic ozonide OZ277 (RBx11160) was hydroxylated by human liver microsomes at the distal bridgehead carbon atoms of the spiroadamantane substructure to form two carbinol metabolites devoid of antimalarial activity.

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Year:  2008        PMID： 18262417     DOI： 10.1016/j.bmcl.2008.01.087

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


  9 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

Review 2.  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

3.  Synthetic ozonide drug candidate OZ439 offers new hope for a single-dose cure of uncomplicated malaria.

Authors:  Susan A Charman; Sarah Arbe-Barnes; Ian C Bathurst; Reto Brun; Michael Campbell; William N Charman; Francis C K Chiu; Jacques Chollet; J Carl Craft; Darren J Creek; Yuxiang Dong; Hugues Matile; Melanie Maurer; Julia Morizzi; Tien Nguyen; Petros Papastogiannidis; Christian Scheurer; David M Shackleford; Kamaraj Sriraghavan; Lukas Stingelin; Yuanqing Tang; Heinrich Urwyler; Xiaofang Wang; Karen L White; Sergio Wittlin; Lin Zhou; Jonathan L Vennerstrom
Journal:  Proc Natl Acad Sci U S A       Date:  2011-02-07       Impact factor: 11.205

4.  Pharmacokinetics of the Antischistosomal Lead Ozonide OZ418 in Uninfected Mice Determined by Liquid Chromatography-Tandem Mass Spectrometry.

Authors:  Anna Leonidova; Mireille Vargas; Jörg Huwyler; Jennifer Keiser
Journal:  Antimicrob Agents Chemother       Date:  2016-11-21       Impact factor: 5.191

5.  Next-Generation Antimalarial Drugs: Hybrid Molecules as a New Strategy in Drug Design.

Authors:  Francis W Muregi; Akira Ishih
Journal:  Drug Dev Res       Date:  2010-02       Impact factor: 4.360

Review 6.  Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products.

Authors:  Alexander O Terent'ev; Dmitry A Borisov; Vera A Vil'; Valery M Dembitsky
Journal:  Beilstein J Org Chem       Date:  2014-01-08       Impact factor: 2.883

7.  Anticancer properties of distinct antimalarial drug classes.

Authors:  Rob Hooft van Huijsduijnen; R Kiplin Guy; Kelly Chibale; Richard K Haynes; Ingmar Peitz; Gerhard Kelter; Margaret A Phillips; Jonathan L Vennerstrom; Yongyuth Yuthavong; Timothy N C Wells
Journal:  PLoS One       Date:  2013-12-31       Impact factor: 3.240

8.  System-wide biochemical analysis reveals ozonide antimalarials initially act by disrupting Plasmodium falciparum haemoglobin digestion.

Authors:  Carlo Giannangelo; Ghizal Siddiqui; Amanda De Paoli; Bethany M Anderson; Laura E Edgington-Mitchell; Susan A Charman; Darren J Creek
Journal:  PLoS Pathog       Date:  2020-06-26       Impact factor: 6.823

9.  Cytochrome P450-Mediated Metabolism and CYP Inhibition for the Synthetic Peroxide Antimalarial OZ439.

Authors:  David M Shackleford; Francis C K Chiu; Kasiram Katneni; Scott Blundell; Jenna McLaren; Xiaofang Wang; Lin Zhou; Kamaraj Sriraghavan; André M Alker; Daniel Hunziker; Christian Scheurer; Qingjie Zhao; Yuxiang Dong; Jörg J Möhrle; Nada Abla; Hugues Matile; Sergio Wittlin; Jonathan L Vennerstrom; Susan A Charman
Journal:  ACS Infect Dis       Date:  2021-06-08       Impact factor: 5.578
  9 in total

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