Naslov
N-Sulfonylamidine Cytosine Derivatives

Autori
Krstulović, Luka ; Bajić, Miroslav ; Glavaš-Obrovac, Ljubica ; Žinić, Biserka

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

Izvornik
XXIII. Hrvatski skup kemičara i kemijskih inženjera, Knjiga sažetaka / Hadžiev, Andrea ; Blažeković, Zdenko - Osijek : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2013, 149-149

ISBN
978-953-6894-50-5

Skup
XXIII. Hrvatski skup kemičara i kemijskih inženjera

Mjesto i datum
Osijek, Hrvatska, 21.04.2013. - 24.04.2013

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
N-Sulfonylamidine; cytosine; click reaction;

Sažetak
Recently we reported on efficient one-pot synthesis of novel N-sulfonylamidino thymine derivatives by Cu(I) catalyzed three component reaction of 1-propargyl thymine, selected benzenesulfonyl azides and amines [1]. We show that this one-pot three component reaction appears to be favourable for the preparation of variously substituted N-sulfonylamidino thymine derivatives in moderate to good yields and opens the way for preparation of libraries of other nucleobase N-sulfonylamidino derivatives as potential biologically active molecules. Here we report on the synthesis of novel N-sulfonylamidine derivatives in cytosine series. When the Cu(I)-catalyzed three-component coupling reactions was performed with 1-propargyl cytosine 1 the yields on amidine derivatives 2 were relatively low. Hence, the approach to 2 via the N-sulfonyamidine uracil derivatives 3 was explored. The N-sulfonyamidine uracil derivatives 3 obtained in good yields by Cu(I) catalyzed three component reaction were treated with 1-(mesitylene-2-sulfonyl)-3-nitro-1, 2, 4-triazole (MSNT) in the presence of diphenylphosphate to give 4-triazolylpyrimidinone intermediates. The latter compounds in the reaction with ammonium hydroxide in dioxane gave the cytosine derivatives 2 in the much better yields. Obtained derivatives were tested for their cytostatic activity.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti

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