crta
Hrvatska znanstvena Sekcija img
bibliografija
3 gif
 Naslovna
 O projektu
 FAQ
 Kontakt
4 gif
Pregledavanje radova
Jednostavno pretraživanje
Napredno pretraživanje
Skupni podaci
Upis novih radova
Upute
Ispravci prijavljenih radova
Ostale bibliografije
Slični projekti
 Bibliografske baze podataka

Pregled bibliografske jedinice broj: 153862

Zbornik radova

Autori: Opačić, Ninoslav; Barbarić, Monika; Zorc, Branka; Cetina, Mario; Nagl, Ante; Frković, Danijel; Kralj, Marijeta; Pavelić, Krešimir; Balzarini, Jan; Andrei, Graziella; Clercq, Erik de; Raić-Malić, Silvana; Mintas, Mladen
Naslov: The Novel L- and D-Amino Acid Derivatives of Hydroxyurea and Hydantoins: Synthesis, X-Ray Crystal Structure Study, Cytostatic and Antiviral Evaluations
Izvornik: XVI International Round Table of The International Society for Nucleosides, Nucleotides & Nucleic Acids (IS3NA) : abstracts / Vince, Robert (ur.). - Minneapolis : Center for Drug Design , 2004. 227-227.
Skup: International Round Table The International Society for Nucleosides, Nucleotides & Nucleic Acids (16 ; 2004)
Mjesto i datum: Minneapolis, Minesota, SAD, 12.-16.09.2004.
Ključne riječi: L- and D-amino aAcid derivatives; hydoxyurea; hydantoins; cytostatic and antiviral evaluations; X-ray crystal structure study
Sažetak:
The novel L- and D-amino acid derivatives of hydroxyurea 5a-o were prepared by aminolysis N-(1-benzotriazolecarbonyl)-amino acid amides 4a-o with hydroxylamine. The hydantoin derivatives 6a-e, g, i were synthesized by base catalysed cyclization of amides 4, common precursor for 5 and 6. The aim for this synthesis was to determine the absolute configuration of 6. X-ray crystal structure analysis shows that the C5 atom in 6e posses S configuration which is consistent with the configuration of the starting reagent, L-leucine. This means that the configuration of the stereogenic centre, which was not involved in chemical tranformations was retained. Thus, the series of L- and D-amino acid derivatives of hydroxyurea (5a-k and 5l-o) should also posses the same configuration at the stereogenic centre as the starting amino acid. Among L-amino acid derivatives of hydroxyurea, 5h and 5i inhibited specifically murine leukemia and human T-lymphocytes (IC50: 10-19 uM) and showed selectivity with respect to normal human fibroblasts (WI 38). D-amino acid derivatives of hydroxyurea 5m and 5o inhibited the growth of all tumor cell lines (IC50: 4.8-83.9 uM), but not the growth of normal fibroblasts. Besides that, compound carrying cyclohexanemethylamine residue 5m showed the most pronounced inhibitory effect from all examined compounds (human T-lymphocytes, Molt4/C8 ; IC50: 4.8 uM). Therefore, compounds 5m and 5o seems to be leading compounds and justify its structural optimisation for further studies. Results on antiviral evaluations showed that N-(1-benzotriazolylcarbonyl)-amino acid amide 4m and hydantoin 6i had rather expressed activity against Davis strain of CMV (4m, EC50: 3.2 uM and 6i, EC50: 4.0 uM).
Vrsta sudjelovanja: Poster
Vrsta prezentacije u zborniku: Sažetak
Vrsta recenzije: Međunarodna recenzija
Projekt / tema: 0125003, 0006543, 0098092
Izvorni jezik: ENG
Kategorija: Znanstveni
Znanstvena područja:
Kemija



  Verzija za printanje   za tiskati


upomoc
foot_4