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Sinteza, Strukturna Istraživanja I Biološka Ispitivanja Purinskih Derivata 1-Aminociklopropan- 1-Karboksilne Kiseline I 1-Amino-1- Hidroksimetilciklopropana


Krištafor, Vedran; Džolić, Zoran; Cetina, Mario; Nagl, Ante; Hergold-Brundić, Antonija; Mrvoš- Sermek, Draginja; Burgemeister, Thomas; Grdiša, Mira; Slade, Neda; Pavelić, Krešimir et al.
Sinteza, Strukturna Istraživanja I Biološka Ispitivanja Purinskih Derivata 1-Aminociklopropan- 1-Karboksilne Kiseline I 1-Amino-1- Hidroksimetilciklopropana // XVIII. hrvatski skup kemičara i kemijskih inženjera - knjiga sažetaka / Zrnčević, Stanka (ur.).
Zagreb: Hrvatsko društvo kemijskih inženjera i tehnologa : Hrvatsko kemijsko društvo : Hinus, 2003. str. 79-79 (poster, nije recenziran, sažetak, znanstveni)


Naslov
Sinteza, Strukturna Istraživanja I Biološka Ispitivanja Purinskih Derivata 1-Aminociklopropan- 1-Karboksilne Kiseline I 1-Amino-1- Hidroksimetilciklopropana
(Synthesis, Structural Studies And Biological Evaluation Of The Purine Substituted 1- Aminocyclopropane-1-Carboxylic Acids And 1-Amino- 1-Hydroxymethylcyclopropanes)

Autori
Krištafor, Vedran ; Džolić, Zoran ; Cetina, Mario ; Nagl, Ante ; Hergold-Brundić, Antonija ; Mrvoš- Sermek, Draginja ; Burgemeister, Thomas ; Grdiša, Mira ; Slade, Neda ; Pavelić, Krešimir ; Balzarini, Jan ; De Clercq, Erik ; Mintas, Mladen

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
XVIII. hrvatski skup kemičara i kemijskih inženjera - knjiga sažetaka / Zrnčević, Stanka - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa : Hrvatsko kemijsko društvo : Hinus, 2003, 79-79

ISBN
953-6894-08-4

Skup
XVIII. hrvatski skup kemičara i kemijskih inženjera

Mjesto i datum
Zagreb, Hrvatska, 16-19.02.2003

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
Purinski derivati
(Purine derivatives)

Sažetak
The novel purine derivatives of 1- aminocyclopropane-1-carboxylic acid (8 and 9) and 1-amino-1-hydroxymethylcyclopropane (12 and 13) with methylene spacer between the base and the cyclopropane ring were prepared by multistep synthetic route involving alkylation of adenine and 6-(N-pyrrolyl)purine with 2-hydroxymethyl-1- aminocyclopropane-1-carboxylic acid derivative 3 as a key reaction. The N-9 substitution of the purine ring and the Z-configuration of the cyclopropane ring in 4-13 were deduced from their 1H and 13C NMR spectra by analyses of chemical shifts, H-H coupling constants and connectivities in two-dimensional homo- and heteronuclear correlation spectra. An unequivocal proof of the stereostructure of 1, 4 and 5 was obtained by their X-ray structure analysis. The novel compounds were evaluated on cytostatic and antiviral activities in several cell lines. The 6- (N-pyrrolyl)purine derivative of 1, 2- aminocyclopropane alcohol 12 exhibited a more pronounced inhibitory activity against the proliferation of cervical carcinoma (HeLa) and human fibroblast (WI-38) cells than other types of tumor cell lines. None of the compounds showed inhibitory activities against cytomegalovirus, varicella-zoster virus or other viruses.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti



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