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HERO ID
8309423
Reference Type
Journal Article
Title
Synthesis charecterization and biological evaluation of acyclic nucleoside and their condensed pyrenyl derivatives containing indole moiety bearing -2-thiazolidinone
Author(s)
Murali Krishna, S; Raveendrareddy, P; Ravindranath, LK; Jagadeeswara Rao, P
Year
2014
Is Peer Reviewed?
0
Journal
International Journal of Pharma and Bio Sciences
ISSN:
0975-6299
Publisher
International Journal of Pharma and Bio Sciences
Volume
5
Issue
2
Page Numbers
P424-P432
Language
English
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84898491226&partnerID=40&md5=daf0de6edbfec9622ffbe9ceb52b727b
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Abstract
This study is aimed to synthesize,characterize and screen the biological activity of a series of Synthesis of Synthesis of 1-((3-(3-(1,9-Dihydropyrene-6-yl)-4-oxo thiazolidin-2-yl)-1H-indol-1- yl)methyl)-3-phenyl urea(10) was prepared by Indole-3-carbaldehyde and chloro ethyl acetate were dissolved in DMF.To this reaction mixture anhydrous K2CO3 was added and the reaction mixture was stirred at room temperature(35°C) for 8 hours .To afford 2-(3-formyl- 1H-indol-1-yl)acetate(3). To this reaction mixture Equimolar quantity of 4,5-dihydro pyrene-1- amine(4) were dissolved in absolute alcohol, to this three drops of aceticacid was added then heated on a steam bath for 5-6hrs at 100°C to obtain Ethyl2-(3-((1,9dihydro pyrene-6-yl imino)methyl)-1H-indol-1-yl)acetate(5).To this reaction mixture thioacetic acid and TEA,Dioxane was added and the mixture stirred at roomtemperature for 30min.compound Ethyl2-(3-(3-(1,9-dihydro pyrene-6-yl)-4-oxo thiazolidin-2-yl)-1H-indol-1-yl)acetate(6)was obtained. After hydrolysis to this reaction mixture isobutyl chloroformate (1:1eq) was added stirred for 30min, and aq NaN3 (3eq) was added and stirred for 20 min at 0°C.To obtain 2-(1- (2-azido-2-oxoethyl)-1H-indol-3-yl)-3-(1,9-dihydropyren-6-yl)thiazolidin-4-one(8).The reaction mixture is treated with aniline(9) to obtain of 1-((3-(3-(1,9-Dihydropyrene-6-yl)-4-oxo thiazolidin-2-yl)-H-indol-1-yl)methyl)-3-phenyl urea(10) was obtained. The structure of these newly synthesized compounds was characterised by 1H NMR, 13CNMR, Mass, IR, and elemental analysis. The antimicriobial activity of the novel compounds was screened by agar disc diffusion method.
Keywords
DMF; Halo esters; Indole-3-carboxaldehyde; Phenyl derivatives; Thiocarboxilic acid; Ureas
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