Literature DB >> 23205265

A furoxan-amodiaquine hybrid as a potential therapeutic for three parasitic diseases().

Bryan T Mott1, Ken Chih-Chien Cheng, Rajarshi Guha, Valerie P Kommer, David L Williams, Jon J Vermeire, Michael Cappello, David J Maloney, Ganesha Rai, Ajit Jadhav, Anton Simeonov, James Inglese, Gary H Posner, Craig J Thomas.   

Abstract

Parasitic diseases continue to have a devastating impact on human populations worldwide. Lack of effective treatments, the high cost of existing ones, and frequent emergence of resistance to these agents provide a strong argument for the development of novel therapies. Here we report the results of a hybrid approach designed to obtain a dual acting molecule that would demonstrate activity against a variety of parasitic targets. The antimalarial drug amodiaquine has been covalently joined with a nitric oxide-releasing furoxan to achieve multiple mechanisms of action. Using in vitro and ex vivo assays, the hybrid molecule shows activity against three parasites - Plasmodium falciparum, Schistosoma mansoni, and Ancylostoma ceylanicum.

Entities:  

Year:  2012        PMID: 23205265      PMCID: PMC3509744          DOI: 10.1039/C2MD20238G

Source DB:  PubMed          Journal:  Medchemcomm        ISSN: 2040-2503            Impact factor:   3.597


  23 in total

1.  A new series of amodiaquine analogues modified in the basic side chain with in vitro antileishmanial and antiplasmodial activity.

Authors:  Stefano Guglielmo; Massimo Bertinaria; Barbara Rolando; Marco Crosetti; Roberta Fruttero; Vanessa Yardley; Simon L Croft; Alberto Gasco
Journal:  Eur J Med Chem       Date:  2009-09-15       Impact factor: 6.514

2.  Effect of praziquantel on clinical-chemical parameters in healthy and schistosome-infected mice.

Authors:  P Andrews; J Dycka; G Frank
Journal:  Ann Trop Med Parasitol       Date:  1980-04

Review 3.  Involvement of nitric oxide and its up/down stream molecules in the immunity against parasitic infections.

Authors:  Hossein Nahrevanian
Journal:  Braz J Infect Dis       Date:  2009-12       Impact factor: 1.949

Review 4.  Soil-transmitted helminth infections: ascariasis, trichuriasis, and hookworm.

Authors:  Jeffrey Bethony; Simon Brooker; Marco Albonico; Stefan M Geiger; Alex Loukas; David Diemert; Peter J Hotez
Journal:  Lancet       Date:  2006-05-06       Impact factor: 79.321

5.  Amodiaquine analogues containing NO-donor substructures: synthesis and their preliminary evaluation as potential tools in the treatment of cerebral malaria.

Authors:  Massimo Bertinaria; Stefano Guglielmo; Barbara Rolando; Marta Giorgis; Cristina Aragno; Roberta Fruttero; Alberto Gasco; Silvia Parapini; Donatella Taramelli; Yuri C Martins; Leonardo J M Carvalho
Journal:  Eur J Med Chem       Date:  2011-02-22       Impact factor: 6.514

6.  Oxadiazole 2-oxides are toxic to the human hookworm, Ancylostoma ceylanicum, however glutathione reductase is not the primary target.

Authors:  R S Treger; A G Cook; G Rai; D J Maloney; A Simeonov; A Jadhav; C J Thomas; D L Williams; M Cappello; J J Vermeire
Journal:  Int J Parasitol Drugs Drug Resist       Date:  2012-05-18       Impact factor: 4.077

7.  Interference with hemozoin formation represents an important mechanism of schistosomicidal action of antimalarial quinoline methanols.

Authors:  Juliana B R Corrêa Soares; Diego Menezes; Marcos A Vannier-Santos; Antonio Ferreira-Pereira; Giulliana T Almeida; Thiago M Venancio; Sergio Verjovski-Almeida; Vincent K Zishiri; David Kuter; Roger Hunter; Timothy J Egan; Marcus F Oliveira
Journal:  PLoS Negl Trop Dis       Date:  2009-07-14

8.  On the mechanism of chloroquine resistance in Plasmodium falciparum.

Authors:  Mauro Chinappi; Allegra Via; Paolo Marcatili; Anna Tramontano
Journal:  PLoS One       Date:  2010-11-19       Impact factor: 3.240

9.  Structure mechanism insights and the role of nitric oxide donation guide the development of oxadiazole-2-oxides as therapeutic agents against schistosomiasis.

Authors:  Ganesha Rai; Ahmed A Sayed; Wendy A Lea; Hans F Luecke; Harinath Chakrapani; Stefanie Prast-Nielsen; Ajit Jadhav; William Leister; Min Shen; James Inglese; Christopher P Austin; Larry Keefer; Elias S J Arnér; Anton Simeonov; David J Maloney; David L Williams; Craig J Thomas
Journal:  J Med Chem       Date:  2009-10-22       Impact factor: 7.446

10.  Thioredoxin glutathione reductase from Schistosoma mansoni: an essential parasite enzyme and a key drug target.

Authors:  Angela N Kuntz; Elisabeth Davioud-Charvet; Ahmed A Sayed; Lindsay L Califf; Jean Dessolin; Elias S J Arnér; David L Williams
Journal:  PLoS Med       Date:  2007-06       Impact factor: 11.069

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  5 in total

Review 1.  Are Antimalarial Hybrid Molecules a Close Reality or a Distant Dream?

Authors:  Drishti Agarwal; Rinkoo D Gupta; Satish K Awasthi
Journal:  Antimicrob Agents Chemother       Date:  2017-04-24       Impact factor: 5.191

Review 2.  Heterocyclic N-Oxides - An Emerging Class of Therapeutic Agents.

Authors:  A M Mfuh; O V Larionov
Journal:  Curr Med Chem       Date:  2015       Impact factor: 4.530

Review 3.  Chemotherapy for human schistosomiasis: how far have we come? What's new? Where do we go from here?

Authors:  Godwin Akpeko Dziwornu; Henrietta Dede Attram; Samuel Gachuhi; Kelly Chibale
Journal:  RSC Med Chem       Date:  2020-04-06

4.  Evaluation of xanthene-appended quinoline hybrids as potential leads against antimalarial drug targets.

Authors:  R Jesu Jaya Sudan; J Lesitha Jeeva Kumari; P Iniyavan; S Sarveswari; V Vijayakumar
Journal:  Mol Divers       Date:  2022-05-18       Impact factor: 2.943

5.  Synthesis of 3,4,5-trisubstituted isoxazoles in water via a [3 + 2]-cycloaddition of nitrile oxides and 1,3-diketones, β-ketoesters, or β-ketoamides.

Authors:  Md Imran Hossain; Md Imdadul H Khan; Seong Jong Kim; Hoang V Le
Journal:  Beilstein J Org Chem       Date:  2022-04-22       Impact factor: 2.544

  5 in total

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