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001-es BibID:BIBFORM084070
035-os BibID:(WoS)000486133100028 (Scopus)85068068172
Első szerző:Borazjani, Nassim
Cím:Three-component synthesis of chromeno β-lactam hybrids for inflammation and cancer screening / Nassim Borazjani, Saghi Sepehri, Maryam Behzadi, Aliasghar Jarrahpour, Javad Ameri Rad, Maryam Sasanipour, Milad Mohkam, Younes Ghasemi, Amin Reza Akbarizadeh, Carole Digiorgio, Jean Michel Brunel, Mohammad Mehdi Ghanbari, Gyula Batta, Edward Turos
Dátum:2019
ISSN:0223-5234
Megjegyzések:Highly diastereoselective synthesis of chromeno b-lactam hybrids was achieved by an efficient one-pot three-component reaction. With this procedure, the desired b-lactam products were obtained in good yields and with exclusive cis stereoselection, by combining a variety of benzaldehydes, malononitrile, and either 5,5-dimethylcyclohexane-1,3-dione or 4-hydroxycoumarin in the presence of 1,4-diazabicyclo [2.2.2]octane under reflux conditions. These adducts were structurally characterized on the basis of IR, 1D and 2D NMR spectra, X-ray analysis, HeH COSY and HeC HSQC two-dimensional NMR experiments, and elemental analysis. Each of the synthesized compounds was screened for anti-inflammatory and anticancer activities. b-Lactams 5b and 8b showed a 53.4 and 19.8 anti-inflammatory ratio, respectively, and 5b appeared more active than the well-known dexamethasone corticosteroid used for the treatment of rheumatoid and skin inflammation. b-Lactams 5a, 5b, 5e, 5f, 5g, 8c, 8j and 8p also showed good antitumor activity against the SW1116 (colon cancer) cell line without notable cytotoxicity towards the HepG2 control cell line.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Anticancer
Anti-inflammatory
β-lactam
Colon cancer
Cytotoxicity
DABCO
Megjelenés:European Journal of Medicinal Chemistry. - 179 (2019), p. 389-403. -
További szerzők:Sepehri, Saghi Behzadi, Maryam Jarrahpour, Aliasghar Rad, Javad Ameri Sasanipour, Maryam Mohkam, Milad Ghasemi, Younes Akbarizadeh, Amin Reza Digiorgio, Carole Brunel, Jean Michel Ghanbari, Mohammad M. Batta Gyula (1953-) (molekula-szerkezet kutató) Turos, Edward
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