Pregled bibliografske jedinice broj: 713119
Interactions with polynucleotides and antitumor activity of amidino and imidazolinyl substituted 2-phenylbenzothiazole mesylates
Interactions with polynucleotides and antitumor activity of amidino and imidazolinyl substituted 2-phenylbenzothiazole mesylates // European journal of medicinal chemistry, 86 (2014), 406-419 doi:10.1016/j.ejmech.2014.08.072 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 713119 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Interactions with polynucleotides and antitumor
activity of amidino and imidazolinyl
substituted 2-phenylbenzothiazole mesylates
Autori
Racane, Livio ; Stojković, Ranko ; Tralić- Kulenović, Vesna ; Cerić, Helena ; Đaković, Marijana ; Ester, Katja ; Mišir Krpan, Ana ; Radić Stojković, Marijana
Izvornik
European journal of medicinal chemistry (0223-5234) 86
(2014);
406-419
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
amino-amidino disubstituted 2-phenylbenzothiazoles ; DNA/RNA ; intercalation ; minor groove binding ; antiproliferative activity
Sažetak
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.
Izvorni jezik
Engleski
Znanstvena područja
Kemija, Temeljne medicinske znanosti
POVEZANOST RADA
Projekti:
MZOS-098-0982464-2390 - Novi terapijski modaliteti u liječenju malignih bolesti (Stojković, Ranko, MZOS ) ( CroRIS)
MZOS-098-0982464-2514 - Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA (Kralj, Marijeta, MZOS ) ( CroRIS)
MZOS-098-0982914-2918 - Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima (Piantanida, Ivo, MZOS ) ( CroRIS)
MZOS-117-0000000-3283 - Istraživanje novih višenamjenskih bojila i optičkih bjelila (Racane, Livio, MZOS ) ( CroRIS)
MZOS-119-1193079-1332 - Kemija metalnih kompleksa u reakcijama od biološkog značaja i novim materijalima (Popović, Zora, MZOS ) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb,
Tekstilno-tehnološki fakultet, Zagreb,
Prirodoslovno-matematički fakultet, Zagreb,
Klinički bolnički centar Zagreb,
PLIVA HRVATSKA d.o.o.
Profili:
Helena Cerić
(autor)
Ana Mišir Krpan
(autor)
Ranko Stojković
(autor)
Marijana Radić Stojković
(autor)
Katja Ester
(autor)
Vesna Tralić-Kulenović
(autor)
Marijana Đaković
(autor)
Livio Racane
(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