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CHAPTER – 3 PREPARATION OF SMALL LIBRARY OF POTENTIAL ANTICANCER AGENTS: SCHIFF BASES FROM ISATIN CORE STRUCTURE 3.1 Aim of current work 148 3.2 Reaction scheme 149 3.3 Plausible reaction mechanism 152 3.4 Experimental 154 3.5 Physical data tables 159 3.6 Spectral discussion 162 3.6.1 Mass spectral study 162 3.6.2 IR spectral study 166 3.6.3 1 H & 13 C NMR spectral study 167 3.6.4 Elemental analysis 171 3.7 Analytical data 172 3.8 Results and discussion 176 3.9 Conclusion 177 3.10 Spectral representation of synthesized compounds 178
Chapter – 3 Preparation of small library….. 3.1 AIM OF CURRENT WORK Isatin has been known for about 150 years and their derivatives constitute a class of biologically active heterocycles which have been found associated with antiviral, antibacterial, anthelmintic, amoebicidal, antifungal, anti-HIV, anticonvulsant, antileukemic, antifertility, herbicidal, antiinflammatory and CNS depressant derivatives. In addition to these cysticidal and hypotensive responses have also been reported in certain isatin derivatives. A large number of C-Mannich bases have been prepared and tested for analgesic, antispasmodic, anesthetic and antibacterial activity. Certain Mannich bases with complex amine moieties have shown pronounced antibacterial activity. Though considerable work has been reported on the synthesis and pharmacological activity of Mannich bases derived from compounds containing acidic hydrogen on carbon, only few examples of the Mannich reaction of compounds containing acidic hydrogen on a nitrogen atom are known and even fewer have been evaluated for their pharmacological action. Schiff bases and Mannich bases of isatin are known to possess a wide range of pharmacological properties including antibacterial, anti-HIV, anticonvulsant, antifungal and antiviral activity. This led us to synthesize some of the hitherto unreported N-Mannich bases of isatin along with their Schiff bases and to report their anticancer activity. Total reported synthesis is consisting of two steps where first step includes synthesis of isatin N-Mannich bases using secondary amines viz. morpholine, piperidine, 1-methyl piperazine, 1-ethyl piperazine and 1-benzyl piperazine while second step includes Schiff bases of these N-Mannich bases using 2propylpentanohydrazide and 2-amino-6-methoxy benzothiazole. Looking to the diversified biological profile shown by benzothiazoles one more scheme has been included in this chapter where Schiff bases of N-acetyl isatin have been prepared. Preparation of unreported and novel isatin derivatives and their biological evaluation was the rational behind the built up of this chapter. Department of Chemistry, <strong>Saurashtra</strong> <strong>University</strong>, Rajkot – 360 005 148
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Saurashtra University Re - Accredit
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Statement under O. Ph. D. 7 of Saur
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ACKNOWLEDGEMENT It is a moment of g
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Jignesh Lunagariya, Hitesh Sarvaiya
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CONTENT Content General Remarks 6 A
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Content 3.2 Reaction scheme 149 3.3
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5.14 Conclusion 313 5.15 Spectral r
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MF Molecular Formula MW Molecular W
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GABA Gamma Amino Butyric Acid MES M
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PART - A STUDIES ON 2-METHYL INDOLI
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Part-A Studies on 2-methyl indoline
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CHAPTER - 1 PREPARATION AND YIELD O
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Chapter - 1 Preparation and Yield o
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Chapter - 2 Microwave assisted simp
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Chapter - 5 Synthesis and Character
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Chapter - 6 Biological evaluation o
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Summary Synthesis and biological pr
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Summary Synthesis and biological pr
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Conferences / Seminar / Workshop At
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