Interactions with polynucleotides and antitumor activity of amidino and imidazolinyl substituted 2-phenylbenzothiazole mesylates (CROSBI ID 208503)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Racane, Livio ; Stojković, Ranko ; Tralić- Kulenović, Vesna ; Cerić, Helena ; Đaković, Marijana ; Ester, Katja ; Mišir Krpan, Ana ; Radić Stojković, Marijana
engleski
Interactions with polynucleotides and antitumor activity of amidino and imidazolinyl substituted 2-phenylbenzothiazole mesylates
Based on previously reported antiproliferative activity screening, four most promising disubstituted 2-phenylbenzothiazole hydrochlorides were chosen for detailed study. Water solubility, as well as liphophilicity/hydrophilicity balance of organic core were modified by conversion to mesylate salts. For purpose of structure/activity studies their structures were determined by X-ray structure analysis. Detailed analysis of interactions of new compounds with double stranded (ds-) DNA/RNA by UV/Vis and CD titrations, thermal melting and viscometry experiments revealed that most of studied compounds intercalate into ds-RNA but bind into minor groove of AT-DNA, and agglomerate along GC-DNA. Furthermore, compounds also interact with ss-RNA, but only amino- imidazolinyl 2-phenylbenzothiazole, 4b displayed well defined orientation and dominant binding mode (by induced CD signals) with poly A and poly G. Besides, in vitro investigations revealed moderate to high antiproliferative activity of benzothiazoles against seven human cancer cell lines, while in some cases (HTC 116, SW620, MIA PaCa-2) high correlation between the type of the amidino group and cytotoxic activity was observed.
amino-amidino disubstituted 2-phenylbenzothiazoles ; DNA/RNA ; intercalation ; minor groove binding ; antiproliferative activity
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Podaci o izdanju
86
2014.
406-419
objavljeno
0223-5234
1768-3254
10.1016/j.ejmech.2014.08.072
Povezanost rada
Kemija, Temeljne medicinske znanosti