Literature DB >> 15664819

Novel spiroanellated 1,2,4-trioxanes with high in vitro antimalarial activities.

Axel G Griesbeck1, Tamer T El-Idreesy, Lars-Oliver Höinck, Johann Lex, Reto Brun.   

Abstract

A remarkable increase in antimalarial in vitro activity was achieved by integration of spiroadamantane motifs in 6-alkylidene 1,2,4-trioxanes 3a-h via diastereoselective photooxygenation of allylic alcohols and subsequent BF(3)-catalyzed peroxyacetalization with adamantanone to give the active compounds 3e-h.

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Year:  2005        PMID： 15664819     DOI： 10.1016/j.bmcl.2004.11.043

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


  12 in total

Review 1.  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

2.  Synthesis and antimalarial activity of 3,3-spiroanellated 5,6-disubstituted 1,2,4-trioxanes.

Authors:  Ranjani Maurya; Awakash Soni; Devireddy Anand; Makthala Ravi; Kanumuri S R Raju; Isha Taneja; Niraj K Naikade; S K Puri; Sanjeev Kanojiya; Prem P Yadav
Journal:  ACS Med Chem Lett       Date:  2012-12-11       Impact factor: 4.345

Review 3.  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

4.  Synthesis of Novel G Factor or Chloroquine-Artemisinin Hybrids and Conjugates with Potent Antiplasmodial Activity.

Authors:  Dionissia A Pepe; Dimitra Toumpa; Christiane André-Barrès; Christophe Menendez; Elisabeth Mouray; Michel Baltas; Philippe Grellier; Dionissios Papaioannou; Constantinos M Athanassopoulos
Journal:  ACS Med Chem Lett       Date:  2020-03-24       Impact factor: 4.345

5.  Synthesis of spiroannulated and 3-arylated 1,2,4-trioxanes from mesitylol and methyl 4-hydroxytiglate by photooxygenation and peroxyacetalization.

Authors:  Axel G Griesbeck; Lars-Oliver Höinck; Jörg M Neudörfl
Journal:  Beilstein J Org Chem       Date:  2010-06-07       Impact factor: 2.883

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.  Artemisinin Derivatives and Synthetic Trioxane Trigger Apoptotic Cell Death in Asexual Stages of Plasmodium.

Authors:  Sarika Gunjan; Tanuj Sharma; Kanchan Yadav; Bhavana S Chauhan; Sunil K Singh; Mohammad I Siddiqi; Renu Tripathi
Journal:  Front Cell Infect Microbiol       Date:  2018-07-26       Impact factor: 5.293

8.  Synthetic Approaches to Mono- and Bicyclic Perortho-Esters with a Central 1,2,4-Trioxane Ring as the Privileged Lead Structure in Antimalarial and Antitumor-Active Peroxides and Clarification of the Peroxide Relevance.

Authors:  Axel G Griesbeck; Maria Bräutigam; Margarethe Kleczka; Angela Raabe
Journal:  Molecules       Date:  2017-01-11       Impact factor: 4.411

9.  Single Ascending Dose Safety and Pharmacokinetics of CDRI-97/78: First-in-Human Study of a Novel Antimalarial Drug.

Authors:  N Shafiq; S Rajagopalan; H N Kushwaha; N Mittal; N Chandurkar; A Bhalla; S Kaur; P Pandhi; G D Puri; S Achuthan; A Pareek; S K Singh; J S Srivastava; S P S Gaur; S Malhotra
Journal:  Malar Res Treat       Date:  2014-03-27

10.  Pharmacokinetic study and bioavailability of a novel synthetic trioxane antimalarial compound 97/63 in rats.

Authors:  Hari Narayan Kushwaha; Neel Kamal Mohan; Ashok Kumar Sharma; Shio Kumar Singh
Journal:  Malar Res Treat       Date:  2014-09-11
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