Author/Editor		Godlewska, Joanna; Badowska-Roslonek, Katarzyna; Ramza, Jan; Kaczmarek, Lukasz; Peczynska-Czoch, Wanda; Opolski, Adam
Title		New saccharide derivatives of indolo(2,3-b)quinoline as cytotoxic compounds and topoisomerase II inhibitors
Translated title		Novi saharidovi derivati indolo(2,3-b)kinolina kot citotoksične spojine in inhibitorji topoizomeraze II
Type		članek
Source		Radiol Oncol
Vol. and No.		Letnik 38, št. 2
Publication year		2004
Volume		str. 137-44
Language		eng
Abstract		Some of alkyl- and alkylamino- derivatives of 6H-indolo[2,3-b]quinolines are known to be active antiproliferative and cell cycle modulating compounds. Their cytotoxic properties are, at least in part, due to DNA intercalation ability and topoisomerase 11 inhibition activity. To improve physicochemical and biological properties of 6H-indolo[2,3-b]quinolines the series of new, saccharide (C-2, C-9 or N-6) derivatives were designed and synthesized. The influence of different carbohydrate units (D glucose, D-lactose, L-rhamnose, Lacosamine, L-daunosamine), position of attachment and linker size on cytotoxic properties and topoisomerase 11 inhibition activity were tested. Among compounds tested there were 2-deoxy-a-D glucopyranoside (1-6), 2-deoxy-alpha-L-rhamnopyranoside (7-12) and 2-deoxy-alpha-D-lactopyranoside (13-18) derivatives in the group of saccharide moiety containing compounds and a-L-daunosaminide (19-24) and a-L-acosaminide (2527) in the aminosaccharide derivatives series as well.
Summary		Nekateri alkilni in alkilaminski derivati 6H-indolo[2,3-b]kinolinov imajo antiproliferativen učinek in modulirajo celični cikel. Njihove citotoksične lastnosti deloma izvirajo iz sposobnosti interkaliranja DNK in sposobnosti inhibiranja topoizomeraze II. Ker smo želeli doseči boljše fizikalno-kemične in biološke lastnosti 6H-indolo[2,3-b]kinolinov, smo sintetizirali serijo novih saharidnih derivatov ((C2, C-9 ali N-6). Testirali smo vpliv različnih karbohiratnih enot (D-glukoza, D-laktoza, L-ramnoza, Lakozamin, L-daunozamin), mesto vezave in velikosti linkerja na citotoksične lastnosti in inhibicijo topoizomeraze II. Testirali smo spojine iz skupine saharidov, ki vsebujejo derivate 2-deoksi-?-Dglukopiranozida (1-6), 2-deoksi-?-L-ramnopiranozida (7-12) in 2-deoksi-?-D-laktopiranozida (13-18) ter tudi serijo aminosaharidnih derivatov ?-L-daunozaminid (19-24) in ?-L-akozaminid (25-27).
Descriptors		DNA TOPOISOMERASE (ATP-HYDROLYSING) QUINONES TUMOR CELLS, CULTURED MICROSCOPY, FLUORESCENCE