2. Academic Validation
  3. 2'-Hydroxy flavanone derivatives as an inhibitors of pro-inflammatory mediators: Experimental and molecular docking studies

2'-Hydroxy flavanone derivatives as an inhibitors of pro-inflammatory mediators: Experimental and molecular docking studies

  • Bioorg Med Chem Lett. 2015 May 1;25(9):1952-5. doi: 10.1016/j.bmcl.2015.03.025.
Neeraj K Patel 1,  Khemraj Bairwa 1,  Rahul Gangwal 2,  Gaurav Jaiswal 1,  Sanjay M Jachak 1,  Abhay T Sangamwar 2,  Kamlesh K Bhutani 3
Affiliations

Affiliations

  • 1 Department of Natural Products, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S.A.S. Nagar, Mohali, Punjab 160 062, India.
  • 2 Department of Pharmacoinformatics, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S.A.S. Nagar, Mohali, Punjab 160 062, India.
  • 3 Department of Natural Products, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S.A.S. Nagar, Mohali, Punjab 160 062, India. Electronic address: kkbhutani@niper.ac.in.
PMID: 25824662 DOI: 10.1016/j.bmcl.2015.03.025
Abstract

2'-Hydroxy flavanone (1) was previously isolated from Mimosa pudica (L.) whole plant and was found to exhibit anti-inflammatory effects in vitro. There are also reports on anti-inflammatory properties of compounds bearing flavanone/chromone nucleus. Taking this into account, fourteen derivatives of 2'-hydroxy flavanone (1) were synthesized and evaluated against pro-inflammatory mediators (TNF-α, IL-1β and NO) in in vitro and in vivo models. Results directed that among the synthesized compounds, four derivatives (11-14) showed profound inhibition of pro-inflammatory mediators as compared to the lead molecule. Further, 11-14 demonstrated comparable anti-inflammatory activity with ibuprofen in carrageenan-induced rat paw edema assay and appreciable inhibition of lipopolysaccharide (LPS) induced pro-inflammatory mediators (TNF-α and IL-1β) in Sprague Dawley (SD) rats. The synthesized compounds were further subjected to molecular docking analysis and in silico prediction of pharmacokinetic properties.

Keywords

2′-Hydroxy flavanone; Anti-inflammatory activity; Flavanones; Interleukin 1β; Nitric oxide; Tumor necrosis factor-α.

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