Naslov
Synthesis, Photochemical Synthesis, DNA Binding and Antitumor Evaluation of Novel Cyano- and Amidino-Substituted Derivatives of Naphtho-Furans, Naphtho-Thiophenes, Benzo-Thieno-Furans, Benzo-Dithiophenes and their Acyclic Precursors

Autori
Starčević, Kristina ; Kralj, Marijeta ; Piantanida, Ivo ; Šuman, Lidija ; Pavelić, Krešimir ; Karminski-Zamola, Grace

Izvornik
European Journal of Medicinal Chemistry (0223-5234) 41 (2006), 8; 925-939

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

Ključne riječi
antitumor substances; intercalators; photocyclization; tumor cell lines

Sažetak
Following the previously reported lead of photoinduced switch form DNA inactive molecule, to a DNA intercalator, we now report details about the synthesis/characterization of a group of their close analogues, in respect to their potential of photoinduced cyclization, interactions with DNA and inhibition of the tumor cell growth in vitro. Among studied compounds only amidino-furyl-substituted phenyl acrylates were efficiently converted to the corresponding naphthofuranes, while their thiophene analogues, all non-charged derivatives and amidino-phenyl-substituted analogues didn't show acceptable photoconversion. The significantly stronger antiproliferative activity of cyclic analogues could be correlated to the property of these molecules to intercalate into DNA. The acyclic molecules did not show any interaction with DNA, correlating with the inferior biological activity.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti

POVEZANOST RADA