Novel Piperidone Derivatives: Synthesis, Spectral and Evaluation of Antioxidant Activity

The present study was designed to synthesize isomeric alcohols from corresponding piperidone 1 by sodium ethoxide reduction and the alcohols were separated by column chromatography. The synthesized compounds were characterized by IR, 1H & 13C spectral studies. In addition to that in vitro potential antioxidant activity of the compounds were analyzed via DPPH assay and compared with standard antioxidant such as αtocopherol and proposed suitable mechanism of antiradical action. It has been found that piperidone 1demonstrated excellent radical scavenging activity, much better than its isomeric alcohols 2 and 3. *Corresponding author, Mailing address: Phone: 91-9952443523 Fax: 044-27156750, 51 Email: [email protected] F u l l L e n g t h R e s e a r c h P a p e r C o v e r e d i n O f f i c i a l P r o d u c t o f E l s e v i e r , T h e N e t h e r l a n d s Article History:-----------------------Date of Submission: 16-02-2011 Date of Acceptance: 26-03-2011 Conflict of Interest: NIL Source of Support: NONE Int. J. Drug Dev. & Res., April-June 2011, 3 (2): 122-127 Covered in Scopus & Embase, Elsevier 122 a number of enzymes involved in the binding and processing of glycoproteins has rendered piperidine alkaloids as important tools in the study of biochemical pathways [5]. Piperidones are somewhat less prominent, but often they serve a role as advanced intermediates prior to their conversion to piperidines [6]. Hydroxylated piperidine alkaloids are frequently found in living systems and display a wide range of biological activities due to their ability to imitate carbohydrates in a variety of enzymatic processes [7]. In many different disciplines antioxidants become more interested in new compounds, either synthesized or obtained from natural sources that could provide active components to prevent or reduce the impact of oxidative stress on cell [8]. Antioxidants are extensively studied for their capacity to protect organism and cell from damage that are induced by oxidative stress. Oxidative damages play a significantly pathological role in human diseases. Cancer, emphysema, cirrhosis, atherosclerosis and arthritis have all been correlated with oxidative damage. Also, excessive generation of reactive oxygen species (ROS) induced by various stimuli and which exceeds the antioxidant capacity of the organism leads to variety of pathophysiological processes such as inflammation, diabetes, genotoxicity and cancer[9].In the present study wide range applications of radical scavenging and antioxidant activities of newly synthesized compounds were investigated using DPPH method. 2. CHEMISTRY Synthesis and isomerization of piperidine-4-ols have been described by Noller and Balasubramanian [10,