Synthesis, molecular modeling, and biological evaluation of novel 1, 3-diphenyl-2-propen-1-one based pyrazolines as anti-inflammatory agents

Bukhari Syed Nasir Abbas, Xin Zhang, Ibrahim Jantan, Hai Liang Zhu, Muhammad Wahab Amjad, Vijay H. Masand

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

A novel series of 1,3-diphenyl-2-propen-1-one (chalcone) derivatives was synthesized by a simple, eco-friendly, and efficient Claisen-Schmidt condensation reaction and used as precursors for the synthesis of new pyrazoline derivatives. All the synthesized compounds were screened for anti-inflammatory related activities such as inhibition of phospholipase A<inf>2</inf> (PLA<inf>2</inf>), cyclooxygenases (COX-1 and COX-2), IL-6, and TNF-α. The results of the above studies show that the compounds synthesized are effective inhibitors of above pro-inflammatory enzymes and cytokines. Overall, the results of the studies reveal that the pyrazolines with chlorophenyl substitution (1b-6b) seem to be important for inhibition of enzymes and cytokines. Molecular docking experiments were performed to clarify the molecular aspects of the observed COX-inhibitory activities of the investigated compounds.

Original languageEnglish
Pages (from-to)729-742
Number of pages14
JournalChemical Biology and Drug Design
Volume85
Issue number6
DOIs
Publication statusPublished - 1 Jun 2015

Fingerprint

Chalcone
Molecular modeling
Anti-Inflammatory Agents
Cytokines
Derivatives
Cyclooxygenase 1
Condensation reactions
Phospholipases A2
Enzymes
Prostaglandin-Endoperoxide Synthases
Interleukin-6
Substitution reactions
Experiments

Keywords

  • arachidonic acid
  • chalcones
  • Claisen-Schmidt condensation
  • flavonoids
  • lipopolysaccharides

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine

Cite this

Synthesis, molecular modeling, and biological evaluation of novel 1, 3-diphenyl-2-propen-1-one based pyrazolines as anti-inflammatory agents. / Syed Nasir Abbas, Bukhari; Zhang, Xin; Jantan, Ibrahim; Zhu, Hai Liang; Amjad, Muhammad Wahab; Masand, Vijay H.

In: Chemical Biology and Drug Design, Vol. 85, No. 6, 01.06.2015, p. 729-742.

Research output: Contribution to journalArticle

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AU - Amjad, Muhammad Wahab

AU - Masand, Vijay H.

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