Antitrypanosomal activities and cytotoxicity of some novel imidosubstituted 1,4-naphthoquinone derivatives

Mozna H. Khraiwesh, Clarence M. Lee, Yakini Brandy, Emmanuel Akinboye, Solomon Berhe, Genelle Gittens, Muneer M. Abbas, Franklin R. Ampy, Mohammad Ashraf, Oladapo Bakare

Research output: Contribution to journalArticle

Abstract

The antitrypanosomal activities, cytotoxicity, and selectivity indices of eleven imido-substituted 1,4-naphthoquinone derivatives and nifurtimox have been studied. Compared to nifurtimox (IC 50 = 10.67 μM), all the imido-naphthoquinone analogs (IMDNQ1-IMDNQ11) are more potent on Trypanosoma cruzi with IC50 values ranging from 0.7 μM to 6.1 μM (p < 0.05). Studies of the cytotoxic activities of these compounds on a Balb/C 3T3 mouse fibroblast cell line revealed that four of these compounds, IMDNQ1, IMDNQ2, IMDNQ3, and IMDNQ10 displayed selectivity indices of 60.25, 53.97, 31.83, and 275.3, respectively, rendering them significantly (p < 0.05) more selective in inhibiting the parasite growth than nifurtimox (selectivity index = 10.86).

Original languageEnglish (US)
Pages (from-to)27-33
Number of pages7
JournalArchives of Pharmacal Research
Volume35
Issue number1
DOIs
StatePublished - Jan 1 2012
Externally publishedYes

Fingerprint

Nifurtimox
Cytotoxicity
Derivatives
Naphthoquinones
Trypanosoma cruzi
Fibroblasts
Inhibitory Concentration 50
Parasites
Cells
Cell Line
Growth
1,4-naphthoquinone

Keywords

  • Chagas disease
  • Cytotoxicity
  • Epimastigotes
  • Fibroblasts
  • Imido-substituted 1,4-naphthoquinone
  • Trypanosoma cruzi

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery
  • Organic Chemistry

Cite this

Antitrypanosomal activities and cytotoxicity of some novel imidosubstituted 1,4-naphthoquinone derivatives. / Khraiwesh, Mozna H.; Lee, Clarence M.; Brandy, Yakini; Akinboye, Emmanuel; Berhe, Solomon; Gittens, Genelle; Abbas, Muneer M.; Ampy, Franklin R.; Ashraf, Mohammad; Bakare, Oladapo.

In: Archives of Pharmacal Research, Vol. 35, No. 1, 01.01.2012, p. 27-33.

Research output: Contribution to journalArticle

Khraiwesh, MH, Lee, CM, Brandy, Y, Akinboye, E, Berhe, S, Gittens, G, Abbas, MM, Ampy, FR, Ashraf, M & Bakare, O 2012, 'Antitrypanosomal activities and cytotoxicity of some novel imidosubstituted 1,4-naphthoquinone derivatives', Archives of Pharmacal Research, vol. 35, no. 1, pp. 27-33. https://doi.org/10.1007/s12272-012-0103-1
Khraiwesh, Mozna H. ; Lee, Clarence M. ; Brandy, Yakini ; Akinboye, Emmanuel ; Berhe, Solomon ; Gittens, Genelle ; Abbas, Muneer M. ; Ampy, Franklin R. ; Ashraf, Mohammad ; Bakare, Oladapo. / Antitrypanosomal activities and cytotoxicity of some novel imidosubstituted 1,4-naphthoquinone derivatives. In: Archives of Pharmacal Research. 2012 ; Vol. 35, No. 1. pp. 27-33.
@article{eaa31c5225074f33b9e3d0b4579bbf67,
title = "Antitrypanosomal activities and cytotoxicity of some novel imidosubstituted 1,4-naphthoquinone derivatives",
abstract = "The antitrypanosomal activities, cytotoxicity, and selectivity indices of eleven imido-substituted 1,4-naphthoquinone derivatives and nifurtimox have been studied. Compared to nifurtimox (IC 50 = 10.67 μM), all the imido-naphthoquinone analogs (IMDNQ1-IMDNQ11) are more potent on Trypanosoma cruzi with IC50 values ranging from 0.7 μM to 6.1 μM (p < 0.05). Studies of the cytotoxic activities of these compounds on a Balb/C 3T3 mouse fibroblast cell line revealed that four of these compounds, IMDNQ1, IMDNQ2, IMDNQ3, and IMDNQ10 displayed selectivity indices of 60.25, 53.97, 31.83, and 275.3, respectively, rendering them significantly (p < 0.05) more selective in inhibiting the parasite growth than nifurtimox (selectivity index = 10.86).",
keywords = "Chagas disease, Cytotoxicity, Epimastigotes, Fibroblasts, Imido-substituted 1,4-naphthoquinone, Trypanosoma cruzi",
author = "Khraiwesh, {Mozna H.} and Lee, {Clarence M.} and Yakini Brandy and Emmanuel Akinboye and Solomon Berhe and Genelle Gittens and Abbas, {Muneer M.} and Ampy, {Franklin R.} and Mohammad Ashraf and Oladapo Bakare",
year = "2012",
month = "1",
day = "1",
doi = "10.1007/s12272-012-0103-1",
language = "English (US)",
volume = "35",
pages = "27--33",
journal = "Archives of Pharmacal Research",
issn = "0253-6269",
publisher = "Pharmaceutical Society of Korea",
number = "1",

}

TY - JOUR

T1 - Antitrypanosomal activities and cytotoxicity of some novel imidosubstituted 1,4-naphthoquinone derivatives

AU - Khraiwesh, Mozna H.

AU - Lee, Clarence M.

AU - Brandy, Yakini

AU - Akinboye, Emmanuel

AU - Berhe, Solomon

AU - Gittens, Genelle

AU - Abbas, Muneer M.

AU - Ampy, Franklin R.

AU - Ashraf, Mohammad

AU - Bakare, Oladapo

PY - 2012/1/1

Y1 - 2012/1/1

N2 - The antitrypanosomal activities, cytotoxicity, and selectivity indices of eleven imido-substituted 1,4-naphthoquinone derivatives and nifurtimox have been studied. Compared to nifurtimox (IC 50 = 10.67 μM), all the imido-naphthoquinone analogs (IMDNQ1-IMDNQ11) are more potent on Trypanosoma cruzi with IC50 values ranging from 0.7 μM to 6.1 μM (p < 0.05). Studies of the cytotoxic activities of these compounds on a Balb/C 3T3 mouse fibroblast cell line revealed that four of these compounds, IMDNQ1, IMDNQ2, IMDNQ3, and IMDNQ10 displayed selectivity indices of 60.25, 53.97, 31.83, and 275.3, respectively, rendering them significantly (p < 0.05) more selective in inhibiting the parasite growth than nifurtimox (selectivity index = 10.86).

AB - The antitrypanosomal activities, cytotoxicity, and selectivity indices of eleven imido-substituted 1,4-naphthoquinone derivatives and nifurtimox have been studied. Compared to nifurtimox (IC 50 = 10.67 μM), all the imido-naphthoquinone analogs (IMDNQ1-IMDNQ11) are more potent on Trypanosoma cruzi with IC50 values ranging from 0.7 μM to 6.1 μM (p < 0.05). Studies of the cytotoxic activities of these compounds on a Balb/C 3T3 mouse fibroblast cell line revealed that four of these compounds, IMDNQ1, IMDNQ2, IMDNQ3, and IMDNQ10 displayed selectivity indices of 60.25, 53.97, 31.83, and 275.3, respectively, rendering them significantly (p < 0.05) more selective in inhibiting the parasite growth than nifurtimox (selectivity index = 10.86).

KW - Chagas disease

KW - Cytotoxicity

KW - Epimastigotes

KW - Fibroblasts

KW - Imido-substituted 1,4-naphthoquinone

KW - Trypanosoma cruzi

UR - http://www.scopus.com/inward/record.url?scp=84863134086&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84863134086&partnerID=8YFLogxK

U2 - 10.1007/s12272-012-0103-1

DO - 10.1007/s12272-012-0103-1

M3 - Article

C2 - 22297740

AN - SCOPUS:84863134086

VL - 35

SP - 27

EP - 33

JO - Archives of Pharmacal Research

JF - Archives of Pharmacal Research

SN - 0253-6269

IS - 1

ER -