TY - JOUR
T1 - New adamantyl chalcones
T2 - Synthesis, antimicrobial and anticancer activities
AU - Tabbi, Aouatef
AU - Tebbani, Dahmane
AU - Caporale, Angelamaria
AU - Saturnino, Carmela
AU - Nabavi, Seyed Mohammad
AU - Giuseppe, Palma
AU - Arra, Claudio
AU - Cantürk, Zerrin
AU - Turan-Zitouni, Gülhan
AU - Merazig, Hocine
AU - Sobarzo-Sánchez, Eduardo
AU - Rastrelli, Luca
PY - 2017/3/1
Y1 - 2017/3/1
N2 - 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.
AB - 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.
KW - Activity
KW - Adamantyl chalcones
KW - Anticancer activity
KW - Antifungal
KW - Antimicrobial activity
KW - MiaPaca2
KW - NMR
UR - http://www.scopus.com/inward/record.url?scp=85011589303&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85011589303&partnerID=8YFLogxK
U2 - 10.2174/1568026616666160824121935
DO - 10.2174/1568026616666160824121935
M3 - Article
VL - 17
JO - Current Topics in Medicinal Chemistry
JF - Current Topics in Medicinal Chemistry
SN - 1568-0266
IS - 7
ER -