Synthesis of some bisindolyl analogs for in vitro cytotoxic and DNA cleavage studies

One-pot, three components, conventional and microwave-assisted synthesis of bisindolyl analogs is described. Michael addition of preformed 2,5-disubstituted indole-3-carboxaldehydes and 3-methyl-1 H -pyrazol-5(4 H )-one with 2,5-disubstituted indoles under solvent and catalyst-free conditions afford...

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Bibliographic Details
Published in:Medicinal chemistry research 2013-07, Vol.22 (7), p.3518-3526
Main Authors: Sasidhar, B. S., Biradar, J. S.
Format: Article
Language:English
Subjects:
Biochemistry
Biomedical and Life Sciences
Biomedicine
Cell Biology
Original Research
Pharmacology/Toxicology
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Summary:One-pot, three components, conventional and microwave-assisted synthesis of bisindolyl analogs is described. Michael addition of preformed 2,5-disubstituted indole-3-carboxaldehydes and 3-methyl-1 H -pyrazol-5(4 H )-one with 2,5-disubstituted indoles under solvent and catalyst-free conditions afforded the hitherto unreported 2,5-disubstituted bisindolyl analogs bearing a pyrazolone moiety in excellent yields. All the synthesized compounds were characterized using IR, 1 H NMR, mass spectral, and analytical data. The analogs were screened for in vitro cytotoxic and DNA cleavage studies. Among the screened compounds 4c , 4f , and 4h – 4j have emerged as most potent cytotoxic and 4c and 4f – 4h as active DNA cleavage analogs.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-012-0370-x