Naslov
Novel side-chain glucosylated and adamantylated [Asp2/Glu2]enkephalin analogues: synthesis and in vitro growth inhibition of human tumor cells

Autori
Horvat, Štefica ; Kralj, Marijeta ; Perc, Milica ; Jerić, Ivanka ; Varga-Defterdarović, Lidija ; Jakas, Andreja ; Roščić, Maja ; Šuman, Lidija ; Gredičak, Matija

Izvornik
Chemical biology & drug design (1747-0277) 73 (2009), 2; 253-257

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

Ključne riječi
Leu-enkephalin ; Met-enkephalin ; Opioid peptides ; In vitro antiproliferative activity ; Peptide synthesis ; Analogues

Sažetak
A series of new backbone-modified Leu- and Met-enkephalin analogues (13-20 a and b) were synthesized. Backbone manipulations involved the replacement of the Gly2 residue in Tyr-Gly-Gly-Phe-Leu/Met with side-chain glucosylated or adamantylated D/L-aspartic or -glutamic acids. The in vitro antiproliferative activity of these compounds was evaluated for several cell lines and the results were compared with the effect of Met-enkephalin, the native opioid growth factor (OGF). The tested compounds modestly inhibited the growth of the tumor cells (20-50% inhibition at millimolar concentrations). Among the tested compounds, Tyr-D-Glu(AdNH)-Gly-Phe-Met (20b) showed significant antiproliferative activity, somewhat more pronounced on MCF-7 (breast carcinoma) and MOLT-4 (lymphoblastic leukemia) cells.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti

POVEZANOST RADA