Literature DB >> 21666827

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

Charles E Schiaffo1, Matthias Rottman, Sergio Wittlin, Patrick H Dussault.   

Abstract

A number of 3-alkoxy-1,2-dioxolanes exhibit promising levels of antimalarial activity against P. falciparum. A new route to the 1,2-dioxolane core is reported based on tandem peroxidation/cyclization of enones.

Entities:  

Year:  2011        PMID： 21666827      PMCID： PMC3109996          DOI： 10.1021/ml100308d

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  22 in total

1.  Synthesis and antimalarial activity of artemisinin derivatives containing an amino group.

Authors:  Y Li; Y M Zhu; H J Jiang; J P Pan; G S Wu; J M Wu; Y L Shi; J D Yang; B A Wu
Journal:  J Med Chem       Date:  2000-04-20       Impact factor: 7.446

2.  Identification of a 1,2,4,5-tetraoxane antimalarial drug-development candidate (RKA 182) with superior properties to the semisynthetic artemisinins.

Authors:  Paul M O'Neill; Richard K Amewu; Gemma L Nixon; Fatima Bousejra ElGarah; Mathirut Mungthin; James Chadwick; Alison E Shone; Livia Vivas; Hollie Lander; Victoria Barton; Sant Muangnoicharoen; Patrick G Bray; Jill Davies; B Kevin Park; Sergio Wittlin; Reto Brun; Michael Preschel; Kesheng Zhang; Stephen A Ward
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-02       Impact factor: 15.336

3.  Evidence of artemisinin-resistant malaria in western Cambodia.

Authors:  Harald Noedl; Youry Se; Kurt Schaecher; Bryan L Smith; Duong Socheat; Mark M Fukuda
Journal:  N Engl J Med       Date:  2008-12-08       Impact factor: 91.245

4.  Antimalarial activity of new dihydroartemisinin derivatives. 5. Sugar analogues.

Authors:  A J Lin; L Q Li; S L Andersen; D L Klayman
Journal:  J Med Chem       Date:  1992-05-01       Impact factor: 7.446

5.  Hydrazines and azides via the metal-catalyzed hydrohydrazination and hydroazidation of olefins.

Authors:  Jérôme Waser; Boris Gaspar; Hisanori Nambu; Erick M Carreira
Journal:  J Am Chem Soc       Date:  2006-09-06       Impact factor: 15.419

6.  Mechanism-based design, synthesis, and in vitro antimalarial testing of new 4-methylated trioxanes structurally related to artemisinin: the importance of a carbon-centered radical for antimalarial activity.

Authors:  G H Posner; C H Oh; D Wang; L Gerena; W K Milhous; S R Meshnick; W Asawamahasadka
Journal:  J Med Chem       Date:  1994-04-29       Impact factor: 7.446

7.  Probing the antimalarial mechanism of artemisinin and OZ277 (arterolane) with nonperoxidic isosteres and nitroxyl radicals.

Authors:  Matthias A Fügi; Sergio Wittlin; Yuxiang Dong; Jonathan L Vennerstrom
Journal:  Antimicrob Agents Chemother       Date:  2009-12-22       Impact factor: 5.191

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

Authors:  Yuxiang Dong; 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
Journal:  J Med Chem       Date:  2010-01-14       Impact factor: 7.446

Review 9.  Synthetic peroxides as antimalarials.

Authors:  Yuanqing Tang; Yuxiang Dong; Jonathan L Vennerstrom
Journal:  Med Res Rev       Date:  2004-07       Impact factor: 12.944

10.  Model studies of beta-scission ring-opening reactions of cyclohexyloxy radicals: application to thermal rearrangements of dispiro-1,2,4-trioxanes.

Authors:  Stefan Erhardt; Stuart A Macgregor; Kevin J McCullough; Karen Savill; Benjamin J Taylor
Journal:  Org Lett       Date:  2007-11-29       Impact factor: 6.005
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  6 in total

1.  In vitro and in vivo activity of 3-alkoxy-1,2-dioxolanes against Schistosoma mansoni.

Authors:  Katrin Ingram; Charles E Schiaffo; Wantanee Sittiwong; Evan Benner; Patrick H Dussault; Jennifer Keiser
Journal:  J Antimicrob Chemother       Date:  2012-05-02       Impact factor: 5.790

Review 2.  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

3.  Four-step synthesis of the antimalarial cardamom peroxide via an oxygen stitching strategy.

Authors:  Xirui Hu; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2014-03-27       Impact factor: 15.419

Review 4.  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

Review 5.  Peroxides with Anthelmintic, Antiprotozoal, Fungicidal and Antiviral Bioactivity: Properties, Synthesis and Reactions.

Authors:  Vera A Vil'; Ivan A Yaremenko; Alexey I Ilovaisky; Alexander O Terent'ev
Journal:  Molecules       Date:  2017-11-02       Impact factor: 4.411

6.  Re2O7-catalyzed reaction of hemiacetals and aldehydes with O-, S-, and C-nucleophiles.

Authors:  Wantanee Sittiwong; Michael W Richardson; Charles E Schiaffo; Thomas J Fisher; Patrick H Dussault
Journal:  Beilstein J Org Chem       Date:  2013-07-30       Impact factor: 2.883
  6 in total

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