Immunomodulatory properties of S- and N-alkylated 5-(1H-indol-2-yl)-1,3,4- oxadiazole-2(3H)-thione

El Sayed H El Ashry, El Sayed H El Tamany, Mohy El Din Abd El Fattah, Mohamed R E Aly, Ahmed T A Boraei, Osman Mesaik Mohammed Ahmed Hassan, Omer M. Abdalla, Beenish Fatima, Almas Jabeen, Ahmed Shukrulla, Samreen Soomro

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

A series of S- and N-alkylated indolyloxadiazoles 2-7 were prepared. All compounds were tested for their immunomodulatory activity against T-cell proliferation, oxidative burst and cytokine analysis. Compounds 1, 2a, 2b, 2c and 2k demonstrated highly significant (P ≤ 0.005) inhibition on PHA activated T-cell proliferation with IC50 less than 3 μg/mL concentration, while 3b exert a moderate inhibitory effect with IC50 8.6 μg/mL. Among all compounds of the series, only 2h was found to suppress phagocytes ROS production (IC50 2.4 μg/mL) in luminol-based chemiluminescence (CL) assay. Compounds 2a-k have stimulatory effect on proinflammatory cytokine predominantly IL-1β but no effect on IL-4 and NO production indicating that these compounds might have selective inhibitory effect on T-cell proliferation. Cytotoxic effect on T-cell proliferation was tested on NIH-3T3 mouse fibroblast normal cell line. All compounds were found to be free from toxic effects up to 100 μM concentration.

Original languageEnglish
Pages (from-to)105-112
Number of pages8
JournalJournal of Enzyme Inhibition and Medicinal Chemistry
Volume28
Issue number1
DOIs
Publication statusPublished - Feb 2013
Externally publishedYes

Fingerprint

Thiones
Cell Proliferation
Inhibitory Concentration 50
T-Lymphocytes
Cytokines
Luminol
Respiratory Burst
Poisons
Phagocytes
Luminescence
Interleukin-1
Interleukin-4
Fibroblasts
Cell Line
1,3,4-oxadiazole

Keywords

  • Immunosuppressant
  • Indolyloxadiazoles
  • Oxidative burst
  • Reactive oxygen species (ROS)
  • T-cell proliferation

ASJC Scopus subject areas

  • Drug Discovery
  • Pharmacology

Cite this

El Ashry, E. S. H., El Tamany, E. S. H., Abd El Fattah, M. E. D., Aly, M. R. E., Boraei, A. T. A., Mohammed Ahmed Hassan, O. M., ... Soomro, S. (2013). Immunomodulatory properties of S- and N-alkylated 5-(1H-indol-2-yl)-1,3,4- oxadiazole-2(3H)-thione. Journal of Enzyme Inhibition and Medicinal Chemistry, 28(1), 105-112. https://doi.org/10.3109/14756366.2011.636361

Immunomodulatory properties of S- and N-alkylated 5-(1H-indol-2-yl)-1,3,4- oxadiazole-2(3H)-thione. / El Ashry, El Sayed H; El Tamany, El Sayed H; Abd El Fattah, Mohy El Din; Aly, Mohamed R E; Boraei, Ahmed T A; Mohammed Ahmed Hassan, Osman Mesaik; Abdalla, Omer M.; Fatima, Beenish; Jabeen, Almas; Shukrulla, Ahmed; Soomro, Samreen.

In: Journal of Enzyme Inhibition and Medicinal Chemistry, Vol. 28, No. 1, 02.2013, p. 105-112.

Research output: Contribution to journalArticle

El Ashry, ESH, El Tamany, ESH, Abd El Fattah, MED, Aly, MRE, Boraei, ATA, Mohammed Ahmed Hassan, OM, Abdalla, OM, Fatima, B, Jabeen, A, Shukrulla, A & Soomro, S 2013, 'Immunomodulatory properties of S- and N-alkylated 5-(1H-indol-2-yl)-1,3,4- oxadiazole-2(3H)-thione', Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 28, no. 1, pp. 105-112. https://doi.org/10.3109/14756366.2011.636361
El Ashry, El Sayed H ; El Tamany, El Sayed H ; Abd El Fattah, Mohy El Din ; Aly, Mohamed R E ; Boraei, Ahmed T A ; Mohammed Ahmed Hassan, Osman Mesaik ; Abdalla, Omer M. ; Fatima, Beenish ; Jabeen, Almas ; Shukrulla, Ahmed ; Soomro, Samreen. / Immunomodulatory properties of S- and N-alkylated 5-(1H-indol-2-yl)-1,3,4- oxadiazole-2(3H)-thione. In: Journal of Enzyme Inhibition and Medicinal Chemistry. 2013 ; Vol. 28, No. 1. pp. 105-112.
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