(2017) New adamantyl chalcones: Synthesis, antimicrobial and anticancer activities. Current Topics in Medicinal Chemistry. ISSN 15680266 (ISSN)
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Abstract
A new variety of adamantyl chalcones (2, 3a-3o) 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. 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. © 2017 Bentham Science Publishers.
| Item Type: | Article |
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| Keywords: | Activity Adamantyl chalcones Anticancer activity Antifungal Antimicrobial activity MiaPaca2 NMR 1 (4 adamantyl phenyl) 3 (2 chloro 7 fluoroquinolin 3 yl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (2 chloroquinolin 3 yl)prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (2 nitrophenyl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (3 chlorophenyl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (3 nitrophenyl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (4 chlorophenyl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (4 fluorophenyl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (4 methoxyphenyl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (4 methylphenyl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (4 methylthiophenyl)prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (quinolin 2 yl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 (quinolin 4 yl) prop 2 en 1 one 1 (4 adamantyl phenyl) 3 phenyl prop 2 en 1 one 1 (4 adamantylphenyl) 3 (4 bromophenyl) prop 2 en 1 one 1 (4 adamantylphenyl) 3 (4 nitrophenyl) prop 2 en 1 one 4 adamantylacetophenone acetophenone adamantane derivative chalcone derivative unclassified drug antiinfective agent antineoplastic agent antineoplastic activity Article Candida glabrata cell viability cytotoxicity drug synthesis Enterococcus faecalis Escherichia coli human human cell pancreatic cancer cell line Pseudomonas aeruginosa spectroscopy X ray crystallography drug screening microbial sensitivity test nuclear magnetic resonance spectroscopy synthesis tumor cell line Anti-Infective Agents Antineoplastic Agents Cell Line, Tumor Chalcones Drug Screening Assays, Antitumor Humans Magnetic Resonance Spectroscopy Microbial Sensitivity Tests |
| Divisions: | |
| Journal or Publication Title: | Current Topics in Medicinal Chemistry |
| Journal Index: | Scopus |
| Volume: | 17 |
| Number: | 7 |
| Identification Number: | https://doi.org/10.2174/1568026616666160824121935 |
| ISSN: | 15680266 (ISSN) |
| Depositing User: | مهندس مهدی شریفی |
| URI: | http://eprints.bmsu.ac.ir/id/eprint/203 |
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