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

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:28

Article

Reddy, P. O. Venkataramana¹  Hridhay, M.¹  Nikhil, Kumar²  Khan, Shahid³  Jha, P. N.³  Shah, Kavita²  Kumar, Dalip¹ 

[1] Birla Inst Technol & Sci, Dept Chem, Pilani 333031, Rajasthan, India

[2] Purdue Univ, Ctr Canc Res, W Lafayette, IN 47907 USA

[3] Birla Inst Technol & Sci, Dept Biol Sci, Pilani 333031, Rajasthan, India

关键词: beta-Carboline chalcones;    beta-Carbolinium chalcone bromides;    Anticancer activity;    Apoptosis;    Antibacterial activity;   

DOI  :  10.1016/j.bmcl.2018.03.033

来源: Elsevier

【 摘 要 】

A series of sixteen beta-carbolines, bearing chalcone moiety at C-1 position, were prepared from easily accessible 1-acetyl-beta-carboline and various aldehydes under basic conditions followed by N-2-alkylation using different alkyl bromides. The prepared compounds were evaluated for in vitro cytotoxicity against a panel of human tumor cell lines. N-2-Alkylated-beta-carboline chalcones 13a-i represented the interesting anticancer activities compared to N-2-unsubstituted-beta-carboline chalcones 12a-g. Off the prepared beta-carbolines, 13g exhibited broad spectrum of activity with IC50 values lower than 22.5 mu M against all the tested cancer cell lines. Further, the N-2-alkylated-beta-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 beta-carboline chalcones displayed moderate antibacterial activities against tested bacterial strains. (C) 2018 Elsevier Ltd. All rights reserved.

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