Pregled bibliografske jedinice broj: 938525
Synthesis and in vitro evaluation of antiviral and cytostatic properties of novel 8-triazolyl acyclovir derivatives
Synthesis and in vitro evaluation of antiviral and cytostatic properties of novel 8-triazolyl acyclovir derivatives // Nucleosides, nucleotides & nucleic acids, 37 (2018), 7; 397-414 doi:10.1080/15257770.2018.1485932 (međunarodna recenzija, članak, znanstveni)
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Naslov
Synthesis and in vitro evaluation of antiviral and cytostatic properties of novel 8-triazolyl acyclovir derivatives
Autori
Saftić, Dijana ; Žinić, Biserka ; Glavaš- Obrovac, Ljubica ; Studzińska, Mirosława ; Paradowska, Edyta ; Leśnikowski, Zbigniew J.
Izvornik
Nucleosides, nucleotides & nucleic acids (1525-7770) 37
(2018), 7;
397-414
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
8-triazolyl acyclovir ; 1, 4-disubstituted 1, 2, 3-triazole ; cytotoxic activity ; antiviral activity
Sažetak
As a part of the research aimed on identification of new nucleobase derivatives with improved biological properties, a series of novel 8-substituted acyclovir derivatives were synthesized. The 8-azidoguanosine 4 and novel 8-azidoacyclovir 9 were synthesized from commercially available guanosine 1 and acyclovir 6 which were transformed into 8- bromopurine derivatives 2 and 7 and hydrazine derivatives 3 and 8, respectively. 8- Triazolylguanosine 5 and 8- triazolylacyclovir analogs 1012 were successfully synthesized via the Cu(I) catalyzed 1, 3-dipolar cycloaddition reaction of azides 4 and 9 with propargyl alcohol, 4-pentyn-1-ol and 5-hexyn-1-ol. The novel 1, 4-disubstituted 1, 2, 3-triazolyl compounds 5, 1012 were evaluated for antiviral activity against selected DNA and RNA viruses and cytostatic activity against normal Madine Darby canine kidney (MDCK I) cells, and seven tumor cell lines (HeLa, CaCo-2, NCI-H358, Jurkat, K562, Raji and HuT78). While tested compounds exerted no antiviral activity at nontoxic concentrations, the 8-triazolyl acyclovir derivative 10, with the shortest alkyl substituent at the C-4 of triazole ring, was found to be the most active against the CaCo-2 cell line.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
098-0982914-2935 - Sinteza novih biološki aktivnih derivata nukleobaza i nukleotida (Žinić, Biserka, MZOS ) ( CroRIS)
HRZZ-IP-2013-11-1477 - Višenamjensko očitavanje DNA/RNA sekundarne strukture molekularnim kemijskim senzorima (DNA/RNA-MolSense) (Piantanida, Ivo, HRZZ - 2013-11) ( CroRIS)
219-0982914-2176 - Mehanizam bioloških učinaka novih malih molekula na stanice tumora čovjeka (Glavaš Obrovac, Ljubica, MZOS ) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb
Citiraj ovu publikaciju:
Časopis indeksira:
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- Arts & Humanities Citation Index (A&HCI)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
- MEDLINE