87190-74-7Relevant academic research and scientific papers
Nucleoside dimers analogues with a 1,2,3-triazole linkage: conjugation of floxuridine and thymidine provides novel tools for cancer treatment. Part II
Baraniak, Dagmara,Baranowski, Daniel,Ruszkowski, Piotr,Boryski, Jerzy
, (2019/06/25)
The fluorinated nucleoside dimers with a 1,2,3-triazole linkage are novel compounds within the field of bioorganic chemistry. We report on the synthesis and properties of two groups of nucleoside dimers analogs possessing a different arrangement of the 1,
2',3'-DIDEOXY-5-FLUOROURIDINE DERIVATIVES, A PROCESS FOR THE MANUFACTURE THEREOF AND APPLICATION THEREOF
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, (2015/04/22)
The subject matter of the invention is novel 2',3'-dideoxy-5-fluorouridine derivatives of general formula 1. wherein: R1 denotes cinchona alkaloid fragment with defined absolute configuration at C-8 and C-9 atoms. In the second aspect, the subject matter of the invention is a process for the manufacture of 2',3'-dideoxy-5-fluorouridine derivatives of general formula 1. In the third aspect, the subject matter of the invention is an application of 2',3'-dideoxy-5-fluorouridine derivatives of general formula1 of the invention in the anticancer treatment of breast cancer, cervical cancer and hepatic cancer.
Synthesis of 3′-azido-2′,3′-dideoxy-5-fluorouridine phosphoramidates and evaluation of their anticancer activity
Lewandowska, Marta,Ruszkowski, Piotr,Baraniak, Dagmara,Czarnecka, Anna,Kleczewska, Natalia,Celewicz, Lech
, p. 188 - 195 (2013/10/01)
A series of novel 4-chlorophenyl N-alkyl phosphoramidates of 3′-azido-2′,3′-dideoxy-5-fluorouridine (12-21) were synthesized by means of phosphorylation of 3′-azido-2′,3′- dideoxy-5-fluorouridine (4) with 4- chlorophenyl phosphoroditriazolide (10) followe
Synthesis and biological activity of 3'-azido- and 3'-amino substituted nucleoside analogs
Colla,Herdewijn,De Clercq,et al.
, p. 295 - 301 (2007/10/02)
The product distribution obtained in the reaction of 1-(5-0-trityl-0-mesyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,4-(1H, 3H)-pyrimidinedione with lithium azide in N, N'-dimethylformamide at 100°C depends on the nature of the substituent in 5. The results may be explained by a difference in the acidity of the pyrimidinedione. The reaction of the more acidic nucleosides (X = I, F) appears to proceed preferentially through the 2,3'-anhydro intermediate, whereas for the less acidic products (X = H, CH3) direct nucleophilic displacement by the azide ion predominates. The different 3'-azidfo derivatives were reduced to 3'-amino compounds. All 3'-azido- and 3'-aminopyrimidine nucleosides were tested against herpes simplex virus, vaccinia and vesicular stomatitis virus and on murine L1210 cell growth. None of the substances exhibited significant activity.
Synthesis and Biological Activity of Various 3'-Azido and 3'-Amino Analogues of 5-Substituted Pyrimidine Deoxyribonucleosides
Lin, Tai-Shun,Gao, You-Song,Mancini, William R.
, p. 1691 - 1696 (2007/10/02)
Various new 5-substituted 3'-azido- and 3'-amino derivatives of 2'-deoxyuridine and 2'-deoxycytidine have been synthesized and biologically evaluated.Among these compounds, 3'-amino-2',3'-dideoxy-5-fluorouridine (3), 3'-amino-2',3'-dideoxycytidine (7a), and 3'-amino-2',3'-dideoxy-5-fluorocytidine (7c) were found to be the most active against murine L1210 and sarcoma 180 neoplastic cells in vitro, with an ED50 of 15 and 1 μM, 0.7 and 4 μM, and 10 and 1 μM, respectively.The 3'-azido derivatives, 2 and 6c, were less active in comparison with their 3'-amino counterparts.In addition, the 5-fluoro-3'-amino nucleosides, 3 and 7c, were tested against L1210 leukemia bearing CDF1 mice.Our preliminary findings indicate that compound 7c (6 * 200 mg/kg) was as active as the positive control, 5-fluorouracil (6 * 20 mg/kg), yielding a T/C * 100 of 146 and 129, respectively.However, 3 was found to be inactive in this experiment.
