New Adamantyl Chalcones: Synthesis, Antimicrobial and Anticancer Activities

Author(s): Aouatef Tabbi, Dahmane Tebbani, Angelamaria Caporale, Carmela Saturnino, S. F. Nabavi, Palma Giuseppe, Claudio Arra, Zerrin Canturk, Gulhan Turan-Zitouni, Hocine Merazig, Eduardo Sobarzo-Sanchez, Luca Rastrelli

Journal Name: Current Topics in Medicinal Chemistry

Volume 17 , Issue 4 , 2017

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Graphical Abstract:


Background: A new variety of adamantyl chalcones (2, 3a-o) were efficiently prepared by Claisen-Schmidt reaction of 4-adamantyl acetophenone 2 with a serie of aromatic aldehydes in good yields. Their structures were confirmed by spectroscopic data, and the relative configuration of 3d was confirmed by X-ray crystallography. All synthesized chalcones were tested against a panel of Grampositive and Gram-negative bacteria and pathogenic fungus and displayed strong antibacterial activity against Enterococcus faecali 29212, Pseudomonas aeruginosa ATCC27853, Escherichia coli and interesting antifungal activity against Candida glabrata ATCC 90030.

Result: The effect of these compounds was also tested in vitro as antitumor on Miapaca2 cells. Compounds also showed anticancer activity against human pancreas cancer cell MiaPaca2.

Keywords: Adamantyl chalcones, Antimicrobial activity, Antifungal activity, Anticancer activity, MiaPaca2, NMR.

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Article Details

Year: 2017
Page: [498 - 506]
Pages: 9
DOI: 10.2174/1568026616666160824121935
Price: $65

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