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Synthesis, antitumor evaluation and DNA binding studies of novel amidino-benzimidazolyl substituted derivatives of furyl-phenyl- and thienyl-phenyl-acrylates, naphthofurans and naphthothiophenes (CROSBI ID 137082)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Hranjec, Marijana ; Starčević, Kristina ; Piantanida, Ivo ; Kralj, Marijeta ; Marjanović, Marko ; Hasani, Merima ; Westman, Gunnar ; Karminski-Zamola, Grace Synthesis, antitumor evaluation and DNA binding studies of novel amidino-benzimidazolyl substituted derivatives of furyl-phenyl- and thienyl-phenyl-acrylates, naphthofurans and naphthothiophenes // European journal of medicinal chemistry, 43 (2008), 12; 2877-2890. doi: 10.1016/j.ejmech.2008.02.010

Podaci o odgovornosti

Hranjec, Marijana ; Starčević, Kristina ; Piantanida, Ivo ; Kralj, Marijeta ; Marjanović, Marko ; Hasani, Merima ; Westman, Gunnar ; Karminski-Zamola, Grace

engleski

Synthesis, antitumor evaluation and DNA binding studies of novel amidino-benzimidazolyl substituted derivatives of furyl-phenyl- and thienyl-phenyl-acrylates, naphthofurans and naphthothiophenes

A series of amidino-substituted benzimidazoles, related to furyl-phenyl- and thienyl-phenyl-acrylates, naphthofurans and naphthothiophenes were prepared, their antitumor evaluation and interactions with ct-DNA has been investigated. All tested compounds show differential and strong antitumor activity without apparent difference depending on their structures. Interestingly, the MCF-7 tumor cell line is highly sensitive to all compounds. Compounds 6– 9 showed noticeable selectivity in regard to normal fibroblasts (WI 38). Compounds 4-9 interact with ct-DNA by more binding modes, whose mutual distribution is dependent on the compound/DNA ratio. The “ acyclic” 4-6 and “ cyclic” compound 7 interact mostly within the minor groove of DNA, although partial intercalation of 6 and 7 can not be excluded. The “ cyclic” compounds 8, 9 intercalate between DNA base pairs at high excess of DNA over compounds.

benzimidazoles ; amidines ; photocyclization ; antitumor evaluation ; DNA binding

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Podaci o izdanju

43 (12)

2008.

2877-2890

objavljeno

0223-5234

1768-3254

10.1016/j.ejmech.2008.02.010

Povezanost rada

Biologija, Kemija, Temeljne medicinske znanosti

Poveznice
Indeksiranost