Pregled bibliografske jedinice broj: 694235
Synthesis, antiproliferative activity and DNA binding properties of novel 5-aminobenzimidazo[1,2-a]quinoline-6-carbonitriles
Synthesis, antiproliferative activity and DNA binding properties of novel 5-aminobenzimidazo[1,2-a]quinoline-6-carbonitriles // European journal of medicinal chemistry, 80 (2014), 218-227 doi:10.1016/j.ejmech.2014.04.049 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 694235 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Synthesis, antiproliferative activity and DNA binding properties of novel
5-aminobenzimidazo[1,2-a]quinoline-6-carbonitriles
Autori
Perin, Nataša ; Nhili, Raja ; Ester, Katja ; Laine, William ; Karminski-Zamola, Grace ; Kralj, Marijeta ; David-Cordonnier, Marie-Hélène ; Hranjec, Marijana
Izvornik
European journal of medicinal chemistry (0223-5234) 80
(2014);
218-227
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
benzimidazo[1 ; 2-a]quinolines ; amino side chains ; antiproliferative activity ; DNA binding properties ; cellular distribution
Sažetak
The synthesis of 5-amino substituted benzimidazo[1, 2-a]quinolines prepared by microwave assisted amination from halogeno substituted precursor was described. The majority of compounds were active at micromolar concentrations against colon, lung and breast carcinoma cell lines in vitro. The N, N-dimethylaminopropyl 9 and piperazinyl substituted derivative 19 showed the most pronounced activity towards all of the three tested tumor cell lines, which could be correlated to the presence of another N heteroatom and its potential interactions with biological targets. The DNA binding studies, consisting of UV/Visible absorbency, melting temperature studies, and fluorescence and circular dichroism titrations, revealed that compounds 9, 19 and 20 bind to DNA as strong intercalators. The cellular distribution analysis, based on compounds’ intrinsic fluorescence, showed that compound 20 does not enter the cell, while compounds 9 and 19 do, which is in agreement with their cytotoxic effects. Compound 9 efficiently targets the nucleus whereas 19, which also showed DNA intercalating properties in vitro, was mostly localised in the cytoplasm suggesting that the antitumor mechanism of action is DNA-independent.
Izvorni jezik
Engleski
Znanstvena područja
Kemija, Temeljne medicinske znanosti
POVEZANOST RADA
Projekti:
MZOS-098-0982464-2514 - Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA (Kralj, Marijeta, MZOS ) ( CroRIS)
MZOS-125-0982464-1356 - Novi heterocikli kao antitumorski i antivirusni (pametni) lijekovi (Hranjec, Marijana, MZOS ) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb
Profili:
Grace Karminski-Zamola
(autor)
Marijeta Kralj
(autor)
Katja Ester
(autor)
Marijana Hranjec
(autor)
Nataša Perin
(autor)
Citiraj ovu publikaciju:
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::
- CA Search (Chemical Abstracts)