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ISSN 2063-5346
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Synthesis of Spiro-Pyrrolizine and Pyrrolidine derivative of Tryptanthrin and Evaluation of Their anti-bacterial, anti- fungal and anti-mycobacterial activities

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Purvesh R. Patel[a], Ashish K. Patel[a], Bhavin H. Patel[a], Ujashkumar A Shah[b], Nikunj Valand[c], and Manish B Patel*[d]
» doi: 10.48047/ecb/2023.12.10.756

Abstract

Multicomponent reaction of 2-(8-bromo-12-oxoindolo[2,1-b]quinazolin-6(12H)-ylidene) malononitrile and azomethine ylides formation from substituted aldehyde and α- amino acids (Proline and Sarcosine) to gives series of 8-bromo-12-oxo-3'-subtituted phenyl-5',6',7',7a'-tetrahydro-1'H,3'H,12H-spiro[indolo[2,1-b] quinazoline-6,2'-pyrrolizine]-1',1'-dicarbonitrile and 8-bromo-1'-methyl-12-oxo-2'-subtituted phenyl-12H-spiro[indolo[2,1-b]quinazoline-6,3'-pyrrolidine] -4',4'-dicarbonitrile in a quantitative yield. These compounds were screened for their anti-bacterial, anti- fungal and anti- mycobacterial activities. Best results were found in 8-bromo-3'-(4-fluorophenyl)-12-oxo-5',6',7',7a'-tetrahydro-1'H,3'H,12H-spiro[indolo[2,1-b] quinazoline -6,2'-pyrrolizine]-1',1'-dicarbonitrile and 8-bromo-2'-(4-fluorophenyl)-1'-methyl-12-oxo-12H-spiro[indolo[2,1-b]quinazoline-6,3'-pyrrolidine]-4',4'-dicarbonitrile with minimum inhibitory concentration (MIC) of 0.6 μg/ml against MTB.

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