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Synthesis and Antitumor Activity of 1-Aryl Polysubstitude Pyrrole Derivatives

Author: ZhangZhiPing
Tutor: ZhangShuWen
School: Hebei University
Course: Applied Chemistry
Keywords: Polysubstituted pyrrole Synthesis Paal-Knorr condensation reaction Biological activity
CLC: TQ463.5
Type: Master's thesis
Year: 2009
Downloads: 53
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Abstract


Pyrrole and its derivatives was first discovered in bone tar, shale oil, and coal tar, its very important physiological activity is widespread in plants and animals. With the deepening of research and applications of polypyrrole and its derivatives, a growing number of pyrrole derivatives were found, synthesized and widely used in food, medicine, pesticide, optical information materials, polymeric materials, and many other fields. Recent studies found that multi-substituted pyrrole derivatives have a strong physiological activity. 1 - aryl substituted pyrrole compounds, antibacterial, antiviral, and other bioactive more significant in recent years, and also has good efficacy in terms of anti-cancer, anti-leukemia and blood pressure lowering, and thus more substituted pyrrole compounds synthesized and applied research has drawn increasing attention. In this paper 1 - aryl-substituted pyrrole derivatives in various fields of application examples in recent years of several new synthetic methods and technologies; synthesized by Paal-Knorr reaction of 1 - aryl (2,5 - dimethyl yl -3,4 - diethoxycarbonyl) pyrrole and 1 - aryl-(2,5 - dimethyl -3,4 - diacetyl) pyrrolo two types of a total of 15 unreported new compounds; discusses the influence of the molar ratio of the reactants, solvent, temperature, etc. of various factors on the reaction; determined by experiment the optimum conditions of the synthesis reaction; MTT assay was used on the synthesis of our group of more than 14 substituted pyrrole derivative of the human cervical cancer Hela cell proliferation inhibition in vitro tests. Details are as follows: 1. Application and Synthesis of pyrrole and its derivatives in this chapter pyrrole derivatives in the food, pharmaceutical, pesticide, biotechnology, polymer, as well as functional materials in recent years, synthetic methods and techniques the latest research progress. 2 discussed by Paal-1 - methyl-phenyl-(2,5 - dimethyl -3,4 - diethoxy carbonyl) pyrrole as a template reactions, the use of electronic effects and spatial effect Theoretical Study Knorr condensation reaction synthesis of polysubstituted pyrrole various factors affecting the reaction conditions were optimized and determined through experiments. 3 under the optimum conditions, Synthesis 12 1 - aryl-substituted (2,5 - dimethyl -3,4 - diethoxy carbonyl) pyrrole compounds and their structural characterization. 4 using similar conditions as described above to continue Synthesis 3 1 - aryl-substituted (2,5 - dimethyl -3,4 - diacetyl) pyrrole compounds; were discussed on the reaction and by the electronic effects and spatial effect theory . 5. Research over 14 substituted pyrrole derivatives inhibit the proliferation of Hela cells.

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