Synthesis and immunomodulatory properties of selected oxazolone derivatives

Osman Mesaik Mohammed Ahmed Hassan, Shagufta Rahat, Khalid M. Khan, Zia-Ullah, Muhammad I. Choudhary, Shahnaz Murad, Zakiah Ismail, Atta-ur-Rahman, Aqeel Ahmad

Research output: Contribution to journalArticle

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Abstract

Eleven oxazolone derivatives were synthesized and characterized by 1H NMR, EI, IR and UV spectroscopic and CHN analysis. Three compounds, 4-[(E)-(4-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one (11), 4-[(E)-(4-methoxyphenyl)methylidene]-2-methyl-1,3-oxazol-5-one (12) and 4-[(E)-(4-nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) were screened for phagocyte chemiluminescence, neutrophil chemotaxis, T-cell proliferation, cytokine production from mononuclear cells and cytotoxicity. 4-[(E)-(4-Nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) was found to be the most potent immunomodulator in the series.

Original languageEnglish
Pages (from-to)2049-2057
Number of pages9
JournalBioorganic and Medicinal Chemistry
Volume12
Issue number9
DOIs
Publication statusPublished - 1 May 2004
Externally publishedYes

Fingerprint

Oxazolone
Derivatives
Chemiluminescence
T-cells
Cell proliferation
Immunologic Factors
Chemotaxis
Cytotoxicity
Phagocytes
Luminescence
Neutrophils
Cell Proliferation
Nuclear magnetic resonance
Cytokines
T-Lymphocytes
4-nitrophenyl

Keywords

  • Chemotaxis
  • Immunomodulation
  • Oxazolone
  • T-Cell proliferation

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Synthesis and immunomodulatory properties of selected oxazolone derivatives. / Mohammed Ahmed Hassan, Osman Mesaik; Rahat, Shagufta; Khan, Khalid M.; Zia-Ullah; Choudhary, Muhammad I.; Murad, Shahnaz; Ismail, Zakiah; Atta-ur-Rahman; Ahmad, Aqeel.

In: Bioorganic and Medicinal Chemistry, Vol. 12, No. 9, 01.05.2004, p. 2049-2057.

Research output: Contribution to journalArticle

Mohammed Ahmed Hassan, OM, Rahat, S, Khan, KM, Zia-Ullah, Choudhary, MI, Murad, S, Ismail, Z, Atta-ur-Rahman & Ahmad, A 2004, 'Synthesis and immunomodulatory properties of selected oxazolone derivatives', Bioorganic and Medicinal Chemistry, vol. 12, no. 9, pp. 2049-2057. https://doi.org/10.1016/j.bmc.2004.02.034
Mohammed Ahmed Hassan, Osman Mesaik ; Rahat, Shagufta ; Khan, Khalid M. ; Zia-Ullah ; Choudhary, Muhammad I. ; Murad, Shahnaz ; Ismail, Zakiah ; Atta-ur-Rahman ; Ahmad, Aqeel. / Synthesis and immunomodulatory properties of selected oxazolone derivatives. In: Bioorganic and Medicinal Chemistry. 2004 ; Vol. 12, No. 9. pp. 2049-2057.
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AU - Murad, Shahnaz

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AB - Eleven oxazolone derivatives were synthesized and characterized by 1H NMR, EI, IR and UV spectroscopic and CHN analysis. Three compounds, 4-[(E)-(4-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one (11), 4-[(E)-(4-methoxyphenyl)methylidene]-2-methyl-1,3-oxazol-5-one (12) and 4-[(E)-(4-nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) were screened for phagocyte chemiluminescence, neutrophil chemotaxis, T-cell proliferation, cytokine production from mononuclear cells and cytotoxicity. 4-[(E)-(4-Nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) was found to be the most potent immunomodulator in the series.

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