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.
Current Topics in Medicinal Chemistry
Title:New Adamantyl Chalcones: Synthesis, Antimicrobial and Anticancer Activities
Volume: 17 Issue: 4
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 and Luca Rastrelli
Affiliation:
Keywords: Adamantyl chalcones, Antimicrobial activity, Antifungal activity, Anticancer activity, MiaPaca2, NMR.
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.Export Options
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Cite this article as:
Tabbi Aouatef, Tebbani Dahmane, Caporale Angelamaria, Saturnino Carmela, Nabavi F. S., Giuseppe Palma, Arra Claudio, Canturk Zerrin, Turan-Zitouni Gulhan, Merazig Hocine, Sobarzo-Sanchez Eduardo and Rastrelli Luca, New Adamantyl Chalcones: Synthesis, Antimicrobial and Anticancer Activities, Current Topics in Medicinal Chemistry 2017; 17 (4) . https://dx.doi.org/10.2174/1568026616666160824121935
DOI https://dx.doi.org/10.2174/1568026616666160824121935 |
Print ISSN 1568-0266 |
Publisher Name Bentham Science Publisher |
Online ISSN 1873-4294 |
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