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Original Articles

Sulfur Containing Acyclovir Derivatives: Synthesis, Cytotoxic Activity, and Cell Phenotype Studies

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Pages 1269-1271 | Published online: 05 Dec 2007

REFERENCES

  • Nishimaki , J. , Miyazawa , K. , Gotoh , A. , Yoshikawa , O. , Ohyashiki , K. and Toyama , K. 1996 . Inhibitory effect of a nucleoside analog, acyclovir, on leukemia cells . Leukemia Res. , 20 : 415 – 420 .
  • Hladon , B. , Goslinski , T. , Laskowska , H. , Baranowski , D. , Ostrowski , T. , Zeidler , J. , Ruskowski , P. and Golankiewicz , B. 2002 . In vitro cytostatic activity of 8-substituted and tricycylic analogues of acyclovir . Pol. J. Pharmacol. , 54 : 45 – 53 .
  • Ikaunieks , M. and Madre , M. 2003 . Purine nucleoside analogues. 12. Synthesis of new 8,9-disubstituted guanine derivatives by S-alkylation of 8-thio-9-(2-acetoxyethoxymethyl)-N2-acetylguanine . Chem. Heterocycl. Comp. (Engl. Ed.) , 2 : 274 – 280 .
  • Ikaunieks , M. and Madre , M. 2003 . Efficient synthesis of 8-thiosubstituted guanine derivatives as potential tools for biochemical and biological studies . Nucleosides, Nucleotides Nucleic Acids , 22 : 755 – 758 .
  • Ikaunieks , M. and Madre , M. 2002 . Reinvestigation of the reaction of 8-bromoguanine derivatives with sodium thiosulfate . J. Chem. Res. (S) , : 226 – 227 .
  • Selected data for the synthesized compounds. 1e: m.p. 215–217°C. 1H-NMR (if not stated otherwise, 200 MHz, DMSO-d6, δ): 1.91 (s, 2H, CH3); 6.64 (s, 2H, NH2); 7.26–7.38 (m, 5H, ArH), 1h: m.p. > 250°C, 1H-NMR: 1.07 (d, 6H, 2 × CH3 J = 6.8 Hz); 3.99 (septet, 1H, CH, J = 6.8 Hz); 5.36 (s, 2H, CH2); 6.70 (s, 2H, NH2); 10.93 (bs, 1H, NH); 12.85 (bs, 1H, NH), 1i: m.p. 218–220°C. 1H-NMR: 3.71 (s, 3H, CH3); 6.67 (s, 2H, NH2); 6.80–6.90 (m, 3H, ArH); 7.22–7.29 (m, 1H, ArH), 2d: m.p. 259–260°C, 1H-NMR: 5.28 (s, 2H, CH2); 5.50 (s, 2H, CH2), 6.76 (s, 2H, NH2); 7.20–7.42 (m, 10H, Ar-H); 10.82 (bs, 1H, NH). X-ray crystal structure CCDC deposition number 289468

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