Synthesis, Structural Studies And Biological Evaluation Of The Purine Substituted 1- Aminocyclopropane-1-Carboxylic Acids And 1- Amino- 1-Hydroxymethylcyclopropanes (CROSBI ID 484380)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa
Podaci o odgovornosti
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
engleski
Synthesis, Structural Studies And Biological Evaluation Of The Purine Substituted 1- Aminocyclopropane-1-Carboxylic Acids And 1- Amino- 1-Hydroxymethylcyclopropanes
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.
purine derivatives
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Podaci o prilogu
79-79.
2003.
objavljeno
Podaci o matičnoj publikaciji
XVIII hrvatski skup kemičara i kemijskih inženjera : knjiga sažetaka
Zrnčević, Stanka
Zagreb: Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI) ; Hrvatsko kemijsko drustvo ; Hinus
953-6894-08-4
Podaci o skupu
XVIII.Hrvatski skup kemičara i kemijskih inženjera,
poster
16.02.2003-19.02.2003
Zagreb, Hrvatska