Literature DB >> 19435664

Artemisinin-dipeptidyl vinyl sulfone hybrid molecules: design, synthesis and preliminary SAR for antiplasmodial activity and falcipain-2 inhibition.

Rita Capela1, Rudi Oliveira, Lídia M Gonçalves, Ana Domingos, Jiri Gut, Philip J Rosenthal, Francisca Lopes, Rui Moreira.   

Abstract

A series of artemisinin-vinyl sulfone hybrid molecules with the potential to act in the parasite food vacuole via endoperoxide activation and falcipain inhibition was synthesized and screened for antiplasmodial activity and falcipain-2 inhibition. All conjugates were active against the Plasmodium falciparum W2 strain in the low nanomolar range and those containing the Leu-hPhe core inhibited falcipain-2 in low micromolar range.

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Year:  2009        PMID: 19435664      PMCID: PMC2742655          DOI: 10.1016/j.bmcl.2009.04.100

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


  21 in total

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5.  Vinyl sulfones as mechanism-based cysteine protease inhibitors.

Authors:  J T Palmer; D Rasnick; J L Klaus; D Brömme
Journal:  J Med Chem       Date:  1995-08-18       Impact factor: 7.446

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Journal:  Exp Parasitol       Date:  1995-03       Impact factor: 2.011

7.  Plasmodium chabaudi: expression of active recombinant chabaupain-1 and localization studies in Anopheles sp.

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Journal:  Exp Parasitol       Date:  2009-03-16       Impact factor: 2.011

8.  Selection of cysteine protease inhibitor-resistant malaria parasites is accompanied by amplification of falcipain genes and alteration in inhibitor transport.

Authors:  Ajay Singh; Philip J Rosenthal
Journal:  J Biol Chem       Date:  2004-06-10       Impact factor: 5.157

Review 9.  Combination therapy for malaria: the way forward?

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10.  Structure-activity relationships for inhibition of cysteine protease activity and development of Plasmodium falciparum by peptidyl vinyl sulfones.

Authors:  Bhaskar R Shenai; Belinda J Lee; Alejandro Alvarez-Hernandez; Pek Y Chong; Cory D Emal; R Jeffrey Neitz; William R Roush; Philip J Rosenthal
Journal:  Antimicrob Agents Chemother       Date:  2003-01       Impact factor: 5.191

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  8 in total

1.  Toward the discovery of inhibitors of babesipain-1, a Babesia bigemina cysteine protease: in vitro evaluation, homology modeling and molecular docking studies.

Authors:  Bianca Pérez; Sandra Antunes; Lídia M Gonçalves; Ana Domingos; José R B Gomes; Paula Gomes; Cátia Teixeira
Journal:  J Comput Aided Mol Des       Date:  2013-10-16       Impact factor: 3.686

Review 2.  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

3.  Design and evaluation of primaquine-artemisinin hybrids as a multistage antimalarial strategy.

Authors:  Rita Capela; Ghislain G Cabal; Philip J Rosenthal; Jiri Gut; Maria M Mota; Rui Moreira; Francisca Lopes; Miguel Prudêncio
Journal:  Antimicrob Agents Chemother       Date:  2011-08-01       Impact factor: 5.191

4.  Ketolide agents HMR 3004 and HMR 3647 (telithromycin) inhibit the growth of Plasmodium falciparum in vitro.

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

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7.  Virtual design of novel Plasmodium falciparum cysteine protease falcipain-2 hybrid lactone-chalcone and isatin-chalcone inhibitors probing the S2 active site pocket.

Authors:  Koffi N'Guessan Placide Gabin Allangba; Mélalie Keita; Raymond Kre N'Guessan; Eugene Megnassan; Vladimir Frecer; Stanislav Miertus
Journal:  J Enzyme Inhib Med Chem       Date:  2019-12       Impact factor: 5.051

8.  Chloroaluminate Ionic Liquid Immobilized on Magnetic Nanoparticles as a Heterogeneous Lewis Acidic Catalyst for the Friedel-Crafts Sulfonylation of Aromatic Compounds.

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Journal:  Molecules       Date:  2022-03-02       Impact factor: 4.411

  8 in total

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