2. Academic Validation
  3. Synthesis and investigations into the anticancer and antibacterial activity studies of β-carboline chalcones and their bromide salts

Synthesis and investigations into the anticancer and antibacterial activity studies of β-carboline chalcones and their bromide salts

  • Bioorg Med Chem Lett. 2018 May 1;28(8):1278-1282. doi: 10.1016/j.bmcl.2018.03.033.
P O Venkataramana Reddy 1,  M Hridhay 1,  Kumar Nikhil 2,  Shahid Khan 3,  P N Jha 3,  Kavita Shah 4,  Dalip Kumar 5
Affiliations

Affiliations

  • 1 Department of Chemistry, Birla Institute of Technology and Science, Pilani 333 031, Rajasthan, India.
  • 2 Purdue University Center for Cancer Research, Purdue University, West Lafayette, IN 47907, United States.
  • 3 Department of Biological Sciences, Birla Institute of Technology and Science, Pilani 333 031, Rajasthan, India.
  • 4 Purdue University Center for Cancer Research, Purdue University, West Lafayette, IN 47907, United States. Electronic address: shah23@purdue.edu.
  • 5 Department of Chemistry, Birla Institute of Technology and Science, Pilani 333 031, Rajasthan, India. Electronic address: dalipk@pilani.bits-pilani.ac.in.
PMID: 29573910 DOI: 10.1016/j.bmcl.2018.03.033
Abstract

A series of sixteen β-carbolines, bearing chalcone moiety at C-1 position, were prepared from easily accessible 1-acetyl-β-carboline and various aldehydes under basic conditions followed by N2-alkylation using different alkyl bromides. The prepared compounds were evaluated for in vitro cytotoxicity against a panel of human tumor cell lines. N2-Alkylated-β-carboline Chalcones 13a-i represented the interesting Anticancer activities compared to N2-unsubstituted β-carboline Chalcones 12a-g. Off the prepared β-carbolines, 13g exhibited broad spectrum of activity with IC50 values lower than 22.5 µM against all the tested Cancer cell lines. Further, the N2-alkylated-β-carboline chalcone 13g markedly induced cell death in MDA-MB-231 cells by AO/EB staining assay. The most cytotoxic compound 13g possessed a relatively high drug score of 0.48. Additionally, the prepared β-carboline Chalcones displayed moderate Antibacterial activities against tested Bacterial strains.

Keywords

Antibacterial activity; Anticancer activity; Apoptosis; β-Carboline chalcones; β-Carbolinium chalcone bromides.

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