Naslov
Hydantoin derivatives of L- and D-amino acids: synthesis, antiviral and antitumoral activity evaluations

Autori
Rajić, Zrinka ; Zorc, Branka ; Raić-Malić, Silvana ; Ester, Katja ; Kralj, Marijeta ; Pavelić, Krešimir ; Balzarini, Jan ; De Clercq, Erik ; Mintas, Mladen

Izvornik
Molecules (1420-3049) 11 (2006), 11; 837-848

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Hydantoin ; L- and D-amino acids ; antiviral activity ; antitumoral activity

Sažetak
3, 5-Disubstituted hydantoin (1, 3-imidazolidinedione) derivatives 5a-h were prepared by base induced cyclization of the corresponding N-(1-benzotriazolecarbonyl)-L- and D-amino acid amides 4a-h. Compounds 5a-h were evaluated for their cytostatic and antiviral activities. Among all the compounds evaluated, 3-benzhydryl-5-isopropyl hydantoin (5a) showed a weak but selective inhibitory effect against vaccinia virus (EC50 = 16  g/mL ; selectivity index: 25). 3-Cyclohexyl-5-phenyl hydantoin (5g) showed inhibitory activity against cervical carcinoma (HeLa, IC50 = 5.4  M) and breast carcinoma (MCF-7, IC50 = 2  M), but also cytotoxic effects towards human normal fibroblasts (WI 38). On the contrary, the 3-benzhydryl-5-phenyl substituted hydantoin derivative 5h showed moderate inhibitory activity towards HeLa, MCF-7, pancreatic carcinoma (MiaPaCa-2), lung carcinoma (H 460) and colon carcinoma (SW 620) (IC50 = 20 23  M), but no effect on WI 38.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti, Farmacija

POVEZANOST RADA