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Synthesis and biological properties of pyrimidine 2'-deoxynucleosides modified by a residue of quinaldic acid

Ektova, L.V.; Iartseva, I.V.; Khorosheva, E.V.; Ivanova, T.P.; Iavorskaia, N.P.; Mel'nik, S.I.

Bioorganicheskaia Khimiia 21(8): 625-631

1995

ISSN/ISBN: 0132-3423
PMID: 8540903
Document Number: 450866
O-Quinaldoyl derivatives of thymidine, 2'-deoxyuridine, and 5-trimethylsilyl-2'-deoxyuridine were synthesized. 5'-Deoxy-5'-(quinoline-2-carbonylamino)- and 5'-deoxy-5'-[(quinoline-2-carbonylamino)butyroylamino]thymidine were obtained by the reaction of 5'-amino-5'-deoxythymidine with pentafluorophenyl ester of quinaldic acid, or with 4-(quinoline-2-carbonylamino)butyric acid. Antiproliferative properties in respect to CaOv cells in vitro were found in most of the synthesized quinaldoyl derivatives of nucleosides (CE50 approximately 10(-5) M). 3'-O-Quinaldoylthymidine exhibited an antitumor activity in vivo. The interaction of 3'- and 5'-O-quinaldoyl- as well as 3',5'-di-O-quinaldoylthymidine with DNA was investigated by the method of fluorescent probes.

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Yoshimura, Y.; Matsuda, A.; Ueda, T. 1989: Synthesis of 2'-deoxy-6,2'-methano-pyrimidine nucleosides and optical properties of pyrimidine C-cyclonucleosides Nucleic Acids Symposium Series 21: 79-80
Machoń, Z.; Jasztold-Howorko, R. 1981: Synthesis and biological properties of some 5-aminoorotic acid derivatives Polish Journal of Pharmacology and Pharmacy 33(5): 545-552
Mikołajczyk, J.; Kotulowa, W.; Kazimierczak, J.; Sikora, A.; Rogowska, W.; Cieślak, J. 1980: Beta-lactamase inhibitors. I. Synthesis and biological properties of penicillanic acid derivatives Acta Poloniae Pharmaceutica 37(6): 637-641
Patalan, D.; Kruszyński, M.; Zboińska, J.; Kupryszewski, G.; Grehn, L.; Alexandrová, M.; Strbák, V. 1993: TRH analogs with 4-nitro- and 4-N-butyloxycarbonylamino-1-methyl-2-pyrolylcarboxylic acid in position 1. Synthesis and biological properties Polish Journal of Pharmacology 45(1): 83-94
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Wagner, E.; Poreba, K.; Jakowicz, I.; Balicka, D.; Rutkowska, M.; Kedzierska-Goździk, L.; Szelag, A. 1995: Synthesis and pharmacological properties of derivatives of isoxazolo[4,3-d]pyrimidine. IIi Farmaco 50(3): 183-187
Kulikowski, T.; Zawadzki, Z.; Shugar, D.; De Clercq, E. 1981: Pyrimidine arabinofuranosyl nucleosides with 5-substituted long, branched and unsaturated chains: synthesis and antiherpes properties Nucleic Acids Symposium Series 9: 103-106
Wagner, G.; Vieweg, H.; Leistner, S. 1993: Synthesis of 4-methyl-6-phenyl-thieno(2,3-d)pyrimidines with a formamidino- or oxalamidocarbonic acid residue with antianaphylactic activity Die Pharmazie 48(9): 667-669
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Sladowska, H.; Zawisza, T. 1986: Synthesis and properties of amides of 1-benzyl-3-methyl- and 1-butyl-3-phenyl-7-methyl-4-oxo-2-thioxo (2,4-dioxo)-1,2,3,4-tetrahydropyrido-[2,3-d]pyrimidine-6-carboxy lic acids Il Farmaco; Edizione Scientifica 41(12): 954-963
Agadzhanian, S.A.; Arutiunian, A.A.; Karabashian, L.V. 1984: Identification of a glutamate dehydrogenase amino acid residue modified by 2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl. Study of the type of inactivation of a catalytically active enzyme oligomer in modification Bioorganicheskaia Khimiia 10(9): 1171-1176
Adamkiewicz, J.; Ahrens, O.; Huh, N.; Nehls, P.; Rajewsky, M.F.; Spiess, E. 1984: High-affinity monoclonal antibodies for the specific recognition and quantification of deoxynucleosides structurally modified by N-nitroso compounds Iarc Scientific Publications 57: 581-587
Royer, R. 1983: Synthesis and biological properties of 2-nitrobenzofurans Annales Pharmaceutiques Francaises 41(4): 299-311
Gudzhabidze, M.V.; Tkeshelashvili, T.V.; Rozenberg, G.Ia.; Shlimak, V.M.; Gachechiladze, K.N. 1988: Physico-chemical and biological properties of a chemically modified globin from bovine blood Gematologiia i Transfuziologiia 33(5): 32-34
Di Braccio, M.; Roma, G.; Mazzei, M.; Balbi, A.; Schiantarelli, P.; Cadel, S.; Bongrani, S. 1988: Derivatives of pyrimidine 1,2-condensate. IV. Synthesis and pharmacological properties of the N,N-disubstituted 4-amino-2H-pyrido(1,2-a)pyrimidin- 2-ones and 2-amino-4H-pyrido(1,2-a)pyrmidin-4-ones Il Farmaco; Edizione Scientifica 43(9): 705-723
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Hirata, T. 1976: Cell-biological study on the acid-fast organisms isolated and cultivated from leprosy patients. I. Isolation frequency and biological properties of the organisms REPURA. Leprosy 44(4): 214-220