I= SYNTHESIS OF SOME BIOLOGICALLY ACTIVE PIPERIDINE BASED COMPOUND
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Title of Thesis
SYNTHESIS OF SOME BIOLOGICALLY ACTIVE PIPERIDINE BASED COMPOUND

Author(s)
NAEEM BUTT
Institute/University/Department Details
University of Karachi/ Department of Pharmaceutical Chemistry
Session
2003
Subject
Pharmacy
Number of Pages
164
Keywords (Extracted from title, table of contents and abstract of thesis)
piperidine, fusarium solani, aspergillus flam, trichophyton longifusus, trichophyton longifusus, candida alhicans, aspergillus flavus, microsporum canis, fusarium solani, candida glaberate

Abstract
The research work presented in this dissertation describes the synthesis of different derivatives of 1,4-bipiperidine (82) and 4-(aminomethyl)piperidine (94) at their nitrogen atoms and resultant derivatives screened for their selective biological activities including brine shrimp Icthality. phytotoxic, antibactcrial, antifungal. antiphagc. antioxidant. tyrosinasc. lipoxygcnase. acetylcholincstcrasc, butyrylcholincstersc, urcase. α-glucosidasc and β-glucuronidase inhibition. Thc structure of all the synthcsized compounds wcrc dctermincd by using different spcctroscopic techniqucs i.e. UV, IR, NMR, mass and thcir purity was confirm cd by elemental analysis.

The most important results of this research work is the evaluation of 2-napthoyl-I,4 bipiperidine (84). 4' - methylbenzyl-l , 4 bipiperidine (85), 4' - nitrobezensulfonyI-l,4- bipiperidine (89) N-( 4-methylbcnzyl)-N-[ (1-( 4-methylbenzyl)-4-piperidinyl)methyl)methyl]amine (95) and 4-mcthyl-N-{[1-(4-methylbenzoyl)-4-pipcridinyl]methyl}-benzamide (97) as highly tyrosinase inhibitory agcnts.Another important finding of this research work is mcthyl-(4-{[(3-mcthoxy-3oxopropyl)amino]methyl}-l-pipcridinyl)propanoate (102) as highly urcasc inhibitory agent. Another important finding of this research work is compounds 95-107 as highly antioxidative inhibitory.

Four compounds 88, 95. 96 and 103 showed strong cytotoxic activities, when screened for brine shrimp lethality test. Some of the compounds phytotoxic activities at three different concentration levels i,e. 500, 50, 5 µg/ml. Compounds 82 and 83 showed strong activities against Fusarium solani, compounds 91, 101, 104, 105 and 106 demonstrated excellent activities against Aspergillus flam, and compounds 95 and 97 exhibited strong activities against Trichophyton longifusus.However, these compounds along with other derivatives showed varying degree of activities against Trichophyton longifusus, Candida alhicans, Aspergillus flavus, Microsporum canis, Fusarium solani and Candida glaberate. Two compounds 91 and 95 showed strong lipoxygenase enzyme inhibitory activity.

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S. No. Chapter Title of the Chapters Page Size (KB)
1 0 Contents
133.65 KB
2 1 Introduction 3
381.33 KB
3 2 Results And Discussion 35
534.34 KB
  2.1 Chemistry 35
  2.2 Biological Studies 60
4 3 Experimental 87
425.64 KB
  3.1 General Procedures 87
  3.2 Synthesis Of I-Acetyl- I ,4 -Bipiperidipe (83) 89
  3.3 Synthesis Of2-Napthoyl- 1 ,4 -Bipiperidine (84) 90
  3.4 Synthesis Of 4' - Methylbenzyl - I ,4 -Bipiperidine (85) 91
  3.5 Bioassay Techniques 126
  3.6 Brine Shrimp Lethality Activity 126
  3.7 Lemna Welve Phytotoxic Activity 126
  3.8 Antibacterial Activity 127
  3.9 Antifungal Activity 128
  3.10 Antiphage Activity 129
  3.11 Tyrosinase Inhibition 130
  3.12 Α-Glycosidase Enzyme Inhibition 130
  3.13 Antioxidant Enzyme Inhibition 131
  3.14 Lipoxygenase Inhibition 131
  3.15 Acetylcholinesterase And Butyry1cholinesterse Inhibitinfo Activities 132
  3.17 Ureases Activity 132
  3.18 Glucuronidase Activity 133
5 4 References 134
230.45 KB