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Pregled bibliografske jedinice broj: 357890

Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity

Noll, Steffi; Kralj, Marijeta; Šuman, Lidija; Stephan, Holger; Piantanida, Ivo
Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity // European journal of medicinal chemistry, 44 (2009), 3; 1172-1179 doi:10.1016/j.ejmech.2008.06.002 (međunarodna recenzija, članak, znanstveni)

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Naslov
Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity

Autori
Noll, Steffi ; Kralj, Marijeta ; Šuman, Lidija ; Stephan, Holger ; Piantanida, Ivo

Izvornik
European journal of medicinal chemistry (0223-5234) 44 (2009), 3; 1172-1179

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

Ključne riječi
modified pyrimidine bases ; antiproliferative activity ; human tumor cell lines

Sažetak
The antiproliferative activity screening on human tumor cell lines of a series of modified uracil and cytosine bases as well as some corresponding acyclonucleotides, and comparison of structure-activity relationship revealed the importance of chemical reactivity of the substituent attached to the C5-position of uracil for the activity of studied compounds. Namely, the results obtained for the most active compounds, 5-(Chloroacetylamino)uracil (2) and its acyclic sugar analogue 18, suggest that formation of a covalent bond between reactive substitutent and several possible targets within the thymidylate synthase mechanism (sulphur of the cysteine residue, basic part of the enzyme, N, N-methylene tetrahydrofolate or its reactive iminium forms) is the most probable mode of action. In addition, novel C5-substitued uracil derivative 6 (5-[bis-(2-p-methoxybenzylthioethyl)amine]acetylamino-uracil) exhibited high antiproliferative activity against HeLa and MiaPaCa-2 cell lines, by an as yet unknown mechanism.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti



POVEZANOST RADA

Projekti:
098-0982464-2514 - Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA (Kralj, Marijeta, MZOS ) ( CroRIS)
098-0982914-2918 - Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima (Piantanida, Ivo, MZOS ) ( CroRIS)

Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Marijeta Kralj (autor)

Avatar Url Lidija Šuman (autor)

Avatar Url Ivo Piantanida (autor)

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com doi.org

Citiraj ovu publikaciju:

Noll, Steffi; Kralj, Marijeta; Šuman, Lidija; Stephan, Holger; Piantanida, Ivo
Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity // European journal of medicinal chemistry, 44 (2009), 3; 1172-1179 doi:10.1016/j.ejmech.2008.06.002 (međunarodna recenzija, članak, znanstveni)
Noll, S., Kralj, M., Šuman, L., Stephan, H. & Piantanida, I. (2009) Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity. European journal of medicinal chemistry, 44 (3), 1172-1179 doi:10.1016/j.ejmech.2008.06.002.
@article{article, author = {Noll, Steffi and Kralj, Marijeta and \v{S}uman, Lidija and Stephan, Holger and Piantanida, Ivo}, year = {2009}, pages = {1172-1179}, DOI = {10.1016/j.ejmech.2008.06.002}, keywords = {modified pyrimidine bases, antiproliferative activity, human tumor cell lines}, journal = {European journal of medicinal chemistry}, doi = {10.1016/j.ejmech.2008.06.002}, volume = {44}, number = {3}, issn = {0223-5234}, title = {Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity}, keyword = {modified pyrimidine bases, antiproliferative activity, human tumor cell lines} }
@article{article, author = {Noll, Steffi and Kralj, Marijeta and \v{S}uman, Lidija and Stephan, Holger and Piantanida, Ivo}, year = {2009}, pages = {1172-1179}, DOI = {10.1016/j.ejmech.2008.06.002}, keywords = {modified pyrimidine bases, antiproliferative activity, human tumor cell lines}, journal = {European journal of medicinal chemistry}, doi = {10.1016/j.ejmech.2008.06.002}, volume = {44}, number = {3}, issn = {0223-5234}, title = {Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity}, keyword = {modified pyrimidine bases, antiproliferative activity, human tumor cell lines} }

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

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