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Pregled bibliografske jedinice broj: 324617

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


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 (međunarodna recenzija, članak, znanstveni)


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

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

Izvornik
European journal of medicinal chemistry (0223-5234) 43 (2008), 12; 2877-2890

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

Ključne riječi
Benzimidazoles ; amidines ; photocyclization ; antitumor evaluation ; DNA binding

Sažetak
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.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Biologija, Temeljne medicinske znanosti



POVEZANOST RADA


Projekt / tema
098-0982464-2514 - Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA (Marijeta Kralj, )
098-0982914-2918 - Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima (Ivo Piantanida, )
125-0982464-1356 - Novi heterocikli kao antitumorski i antivirusni ("pametni") lijekovi (Marijana Hranjec, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


Uključenost u ostale bibliografske baze podataka:


  • MEDLINE


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