Literature DB >> 1995879

Antimalarial polyamine analogues.

M L Edwards1, D M Stemerick, A J Bitonti, J A Dumont, P P McCann, P Bey, A Sjoerdsma.   

Abstract

A series of novel tetraamines of the general formula RNH(CH2)xNH(CH2)yNH(CH2)xNHR was synthesized and examined for activity against growth of Plasmodium falciparum in vitro. Within the series, dibenzyl analogues (R = benzyl) were found to be the most effective growth inhibitors, with IC50 values of about 10(-6) M. Further modifications of the tetraamine provided the optimum chain length for antimalarial activity of y = 7, x = 3. Compound 8 (MDL 27,695) with the structure y = 7, x = 3, R = benzyl, in combination with the ornithine decarboxylase inhibitor alpha-(difluoromethyl)ornithine, resulted in radical cures when tested against experimental Plasmodium berghei infections in mice. The structure-activity relationships of the series are discussed.

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Year:  1991        PMID： 1995879     DOI： 10.1021/jm00106a015

Source DB:  PubMed          Journal:  J Med Chem        ISSN： 0022-2623            Impact factor:   7.446


  11 in total

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Journal:  Methods Mol Biol       Date:  2011

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4.  Interrogating alkyl and arylalkylpolyamino (bis)urea and (bis)thiourea isosteres as potent antimalarial chemotypes against multiple lifecycle forms of Plasmodium falciparum parasites.

Authors:  Bianca K Verlinden; Marna de Beer; Boobalan Pachaiyappan; Ethan Besaans; Warren A Andayi; Janette Reader; Jandeli Niemand; Riette van Biljon; Kiplin Guy; Timothy Egan; Patrick M Woster; Lyn-Marie Birkholtz
Journal:  Bioorg Med Chem       Date:  2015-01-28       Impact factor: 3.641

5.  The natural polyamine spermine functions directly as a free radical scavenger.

Authors:  H C Ha; N S Sirisoma; P Kuppusamy; J L Zweier; P M Woster; R A Casero
Journal:  Proc Natl Acad Sci U S A       Date:  1998-09-15       Impact factor: 11.205

6.  Metabolism of N-alkylated spermine analogues by polyamine and spermine oxidases.

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Journal:  Amino Acids       Date:  2009-12-10       Impact factor: 3.520

7.  Suppression of Leishmania donovani by oral administration of a bis(benzyl)polyamine analog.

Authors:  R J Baumann; P P McCann; A J Bitonti
Journal:  Antimicrob Agents Chemother       Date:  1991-07       Impact factor: 5.191

8.  Inhibition of host cell invasion and intracellular replication of Trypanosoma cruzi by N,N'-bis(benzyl)-substituted polyamine analogs.

Authors:  S Majumder; F Kierszenbaum
Journal:  Antimicrob Agents Chemother       Date:  1993-10       Impact factor: 5.191

9.  Mechanistic studies of the role of a conserved histidine in a mammalian polyamine oxidase.

Authors:  José R Tormos; Michelle Henderson Pozzi; Paul F Fitzpatrick
Journal:  Arch Biochem Biophys       Date:  2012-08-30       Impact factor: 4.013

10.  Investigation of indolglyoxamide and indolacetamide analogues of polyamines as antimalarial and antitrypanosomal agents.

Authors:  Jiayi Wang; Marcel Kaiser; Brent R Copp
Journal:  Mar Drugs       Date:  2014-05-28       Impact factor: 5.118
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