Metody syntezy siarkowych pochodnych zasad pirymidynowych

Nowakowska, Z.; Wyrzykiewicz, E.

Artykuł - szczegóły

Tytuł artykułu

Metody syntezy siarkowych pochodnych zasad pirymidynowych

Autorzy

Nowakowska Z. , Wyrzykiewicz E.

Wybrane pełne teksty z tego czasopisma

Identyfikatory

Warianty tytułu

The methods of synthesis of thio substituted pyrimidine bases

Języki publikacji

Abstrakty

Uracil thio-derivatives have become to play increasingly important roles in biology and medicine. Numerous sulphur-substituted pyrimidines have found applications as clinically useful drugs. Thiouracils have recently been the subject of considerable interest as they inhibit hyperthyroidism in man [1, 2], have been isolated from E. Coli tRNA [3], and inhibit virus [4] and bacterial growth [5] by causing alterations [6] in protein synthesis. Thiouracils are also of interest because of mutagenic [7], anticancer and antithyroid activity [8], kidney stone formation inhibition [9] and antidote properties for mercury poisoning . Two of them, 2-thiouracil and 6-propyl-2-thiouracil, exhibit marked affinities for melanin-producing tissue in vitro and a similar affinity in vivo, where they presumably act as false precursors for melanin [10, 11]. Boron-containing derivatives of thiouracils [12-14] containing a dihydroxyboryl (or 1-o-carboranylalkyl) group in the 5-position are very important because of their potential applications for BNCT. Human immunodeficiency virus type 1 (HIV-1) is the causative agent of acquired immunodeficiency syndrome (AIDS), which is one of the world's most serious health problems. Since the discovery of the acyclic 6-substituted uridine derivative 1-[(2-hydroxyethoxy0methyl]-6-(phenythio)-thymine (HEPT) as a novel lead for specific anti-HIV-1 agents [15], a number of HEPT analogs have been synthesized to increase its potency [16-18]. The studies of the structure-activity relationships of HEPT analogs indicated that replacement of the 2-oxo function with a thine function potentiated their anti-HIV-1 activity [16, 19, 20]. Therofore the synthesis of thio-substituted pyrimidine bases and their derivatives appears to be a challenge for organic chemists. The methods of preparation of these compounds have been reviewed.

Słowa kluczowe

tiouracyl synteza tiouracyli uracyl siarkowe analogi uracyli zasady pirymidynowe pierścień pirymidynowy

uracil thiouracil pyrimidine bases synthesis

Wydawca

Polskie Towarzystwo Chemiczne

Czasopismo

Wiadomości Chemiczne

Rocznik

1998

Tom

[Z] 52, 5-6

Strony

449--466

Opis fizyczny

schem., bibliogr. 199 poz.

Twórcy

autor

Nowakowska Z.

Zakład Spektrometrii Masowej Związków Organicznych, Wydział Chemii, Uniwersytet im. A. Mickiewicz, ul. Grunwaldzka 6, 60-780 Poznań

autor

Wyrzykiewicz E.

Zakład Spektrometrii Masowej Związków Organicznych, Wydział Chemii, Uniwersytet im. A. Mickiewicz, ul. Grunwaldzka 6, 60-780 Poznań

Zakład Spektrometrii Masowej Związków Organicznych, Wydział Chemii, Uniwersytet im. A. Mickiewicz, ul. Grunwaldzka 6, 60-780 Poznań

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