메뉴 건너뛰기




Volumn 22, Issue 12, 2003, Pages 2161-2170

Synthesis and Anti-cancer Activity of Some Novel 5-Azacytosine Nucleosides

Author keywords

4 Thionucleoside; 5 Azacytosine; Anti cancer activity

Indexed keywords

1 O ACETYL 2 DEOXY 3,5 DI O TOLUOYL 4 THIO DEXTRO PENTOFURANOSE; 2 DEOXY 1,3,5 TRI O ACETYL 4 THIO LEVO PENTOFURANOSE; 2' DEOXY 4' THIO 5 AZACYTIDINE; 5 AZACYTOSINE NUCLEOSIDE; ANTINEOPLASTIC AGENT; UNCLASSIFIED DRUG;

EID: 0347481326     PISSN: 15257770     EISSN: None     Source Type: Journal    
DOI: 10.1081/NCN-120026872     Document Type: Article
Times cited : (6)

References (25)
  • 2
    • 0026551053 scopus 로고
    • Synthesis and anti-HIV activity of 4′-thio-2′,3′ -dideoxynucleosides
    • Secrist, J.A., III; Riggs, R.M.; Tiwari, K.N.; Montgomery, J.A. Synthesis and anti-HIV activity of 4′-thio-2′,3′ -dideoxynucleosides. J. Med. Chem. 1992, 35, 533-538.
    • (1992) J. Med. Chem. , vol.35 , pp. 533-538
    • Secrist III, J.A.1    Riggs, R.M.2    Tiwari, K.N.3    Montgomery, J.A.4
  • 3
    • 0027493548 scopus 로고
    • The synthesis and biological activity of 1-(2-deoxy-4-thio-α -L-threo pentofuranosyl) thymine
    • Tiwari, K.N.; Montgomery, J.A.; Secrist, J.A., III. The synthesis and biological activity of 1-(2-deoxy-4-thio-α-L-threo pentofuranosyl) thymine. Nucleosides Nucleotides 1993, 12 (8), 841-846.
    • (1993) Nucleosides Nucleotides , vol.12 , Issue.8 , pp. 841-846
    • Tiwari, K.N.1    Montgomery, J.A.2    Secrist III, J.A.3
  • 5
    • 0028133554 scopus 로고
    • Synthesis and biological activity of 4′-thio nucleosides of 2-chloro adenine
    • Tiwari, K.N.; Secrist, J.A., III; Montgomery, J.A. Synthesis and biological activity of 4′-thio nucleosides of 2-chloro adenine. Nucleosides Nucleotides 1994, 13, 1819-1828.
    • (1994) Nucleosides Nucleotides , vol.13 , pp. 1819-1828
    • Tiwari, K.N.1    Secrist III, J.A.2    Montgomery, J.A.3
  • 8
    • 0034672617 scopus 로고    scopus 로고
    • Metabolism of 4′-thio-β-D-arabinofuranosylcytosine in CEM cells
    • Parker, W.B.; Shaddix, S.C.; Rose, L.M.; Waud, W.R.; Shewach, D.S.; Tiwari, K.N.; Secrist, J.A., III. Metabolism of 4′-thio-β -D-arabinofuranosylcytosine in CEM cells. Biochem. Pharmacol. 2000, 60, 1925-1932; Someya, H.; Shaddix, S.C.; Tiwari, K.N.; Secrist, J.A., III. Phosphorylation of 4′-thio-β-D-arabinofuranosylcytosine and its analogs by human deoxycytidine kinase. J. Pharmacol. Exp. Ther. 2003, 304, 1314-1322.
    • (2000) Biochem. Pharmacol. , vol.60 , pp. 1925-1932
    • Parker, W.B.1    Shaddix, S.C.2    Rose, L.M.3    Waud, W.R.4    Shewach, D.S.5    Tiwari, K.N.6    Secrist III, J.A.7
  • 9
    • 0037332576 scopus 로고    scopus 로고
    • Phosphorylation of 4′-thio-β-D-arabinofuranosylcytosine and its analogs by human deoxycytidine kinase
    • Parker, W.B.; Shaddix, S.C.; Rose, L.M.; Waud, W.R.; Shewach, D.S.; Tiwari, K.N.; Secrist, J.A., III. Metabolism of 4′-thio-β -D-arabinofuranosylcytosine in CEM cells. Biochem. Pharmacol. 2000, 60, 1925-1932; Someya, H.; Shaddix, S.C.; Tiwari, K.N.; Secrist, J.A., III. Phosphorylation of 4′-thio-β-D-arabinofuranosylcytosine and its analogs by human deoxycytidine kinase. J. Pharmacol. Exp. Ther. 2003, 304, 1314-1322.
    • (2003) J. Pharmacol. Exp. Ther. , vol.304 , pp. 1314-1322
    • Someya, H.1    Shaddix, S.C.2    Tiwari, K.N.3    Secrist III, J.A.4
  • 10
    • 0022283817 scopus 로고
    • Molecular, cellular and animal pharmacology of 5-aza-2′ -deoxycytidine
    • Momparler, R.L. Molecular, cellular and animal pharmacology of 5-aza-2′-deoxycytidine. Pharmac. Ther. 1985, 30, 287-299; Richel, D.J.; Colly, L.P.; Kluin-Nelemans, J.C.; Willemze, R. The antileukaemic activity of aza-2-deoxycytidine (aza-dC) in patients with relapsed and resistant leukaemia. Br. J. Cancer 1991, 64, 144-148.
    • (1985) Pharmac. Ther. , vol.30 , pp. 287-299
    • Momparler, R.L.1
  • 11
    • 0025807853 scopus 로고
    • The antileukaemic activity of aza-2-deoxycytidine (aza-dC) in patients with relapsed and resistant leukaemia
    • Momparler, R.L. Molecular, cellular and animal pharmacology of 5-aza-2′-deoxycytidine. Pharmac. Ther. 1985, 30, 287-299; Richel, D.J.; Colly, L.P.; Kluin-Nelemans, J.C.; Willemze, R. The antileukaemic activity of aza-2-deoxycytidine (aza-dC) in patients with relapsed and resistant leukaemia. Br. J. Cancer 1991, 64, 144-148.
    • (1991) Br. J. Cancer , vol.64 , pp. 144-148
    • Richel, D.J.1    Colly, L.P.2    Kluin-Nelemans, J.C.3    Willemze, R.4
  • 12
    • 0021180679 scopus 로고
    • Cell cycle effects and cellular pharmacology of 5-aza-2′ -deoxycytidine
    • Momparler, R.L.; Samson, J.; Momparler, L.F.; Rivard, G.E. Cell cycle effects and cellular pharmacology of 5-aza-2′-deoxycytidine. Cancer Chemother. Pharmacol. 1984, 13, 191-194; Glover, A.B.; Leyland-Jones. Biochemistry of azacitidine: A review. Cancer Treatment Reports 1987, 71, 959-964; Veselý, J. Mode of action and effects of 5-azacytidine and of its derivatives in eukaryotic cells. Pharmac. Ther. 1985, 28, 227-235.
    • (1984) Cancer Chemother. Pharmacol. , vol.13 , pp. 191-194
    • Momparler, R.L.1    Samson, J.2    Momparler, L.F.3    Rivard, G.E.4
  • 13
    • 0023266684 scopus 로고
    • Biochemistry of azacitidine: A review
    • Momparler, R.L.; Samson, J.; Momparler, L.F.; Rivard, G.E. Cell cycle effects and cellular pharmacology of 5-aza-2′-deoxycytidine. Cancer Chemother. Pharmacol. 1984, 13, 191-194; Glover, A.B.; Leyland-Jones. Biochemistry of azacitidine: A review. Cancer Treatment Reports 1987, 71, 959-964; Veselý, J. Mode of action and effects of 5-azacytidine and of its derivatives in eukaryotic cells. Pharmac. Ther. 1985, 28, 227-235.
    • (1987) Cancer Treatment Reports , vol.71 , pp. 959-964
    • Glover, A.B.1    Leyland-Jones2
  • 14
    • 0022364737 scopus 로고
    • Mode of action and effects of 5-azacytidine and of its derivatives in eukaryotic cells
    • Momparler, R.L.; Samson, J.; Momparler, L.F.; Rivard, G.E. Cell cycle effects and cellular pharmacology of 5-aza-2′-deoxycytidine. Cancer Chemother. Pharmacol. 1984, 13, 191-194; Glover, A.B.; Leyland-Jones. Biochemistry of azacitidine: A review. Cancer Treatment Reports 1987, 71, 959-964; Veselý, J. Mode of action and effects of 5-azacytidine and of its derivatives in eukaryotic cells. Pharmac. Ther. 1985, 28, 227-235.
    • (1985) Pharmac. Ther. , vol.28 , pp. 227-235
    • Veselý, J.1
  • 15
    • 0017704196 scopus 로고
    • Synthesis and antitumor activity of dihydro-5-azacytidine, a hydrolytically stable analogue of 5-azacytidine
    • Beisler, J.A.; Abbasi, M.M.; Kelley, J.A.; Driscoll, J.S. Synthesis and antitumor activity of dihydro-5-azacytidine, a hydrolytically stable analogue of 5-azacytidine. J. Med. Chem. 1977, 20, 806-812.
    • (1977) J. Med. Chem. , vol.20 , pp. 806-812
    • Beisler, J.A.1    Abbasi, M.M.2    Kelley, J.A.3    Driscoll, J.S.4
  • 16
    • 0017725275 scopus 로고
    • Comparative studies of the cytostatic action and metabolism of 5-azacytidine and 5,6-dihydro-5-azacytidine
    • Voytek, P.; Beisler, J.A.; Abbasi, M.M.; Wolpert-DeFilippes, M.K. Comparative studies of the cytostatic action and metabolism of 5-azacytidine and 5,6-dihydro-5-azacytidine. Cancer Research 1977, 37, 1956-1961.
    • (1977) Cancer Research , vol.37 , pp. 1956-1961
    • Voytek, P.1    Beisler, J.A.2    Abbasi, M.M.3    Wolpert-DeFilippes, M.K.4
  • 18
    • 0026045160 scopus 로고
    • Synthesis and biological activity of 2′-deoxy-4′-thio pyrimidine nucleosides
    • Secrist, J.A., III; Tiwari, K.N.; Riordan, J.M.; Montgomery, J.A. Synthesis and biological activity of 2′-deoxy-4′-thio pyrimidine nucleosides. J. Med. Chem. 1991, 34, 2361-2366.
    • (1991) J. Med. Chem. , vol.34 , pp. 2361-2366
    • Secrist III, J.A.1    Tiwari, K.N.2    Riordan, J.M.3    Montgomery, J.A.4
  • 19
    • 0027287902 scopus 로고
    • Metabolism of carbovir, a potent inhibitor of human immunodeficiency virus type 1, and its effect on cellular metabolism
    • ser-interferon with γ-interferon on human cell lines of various histogenesis. Cancer Res. 1986, 46, 483-488; Struck, R.F.; Schmid, S.M. ; Waud, W.R. Antitumor activity of halogen analogues of phosphoramide, isophosphoramide, and triphosphoramide mustards, the cytotoxic metabolites of cyclophosphamide, ifosfamide and trofosfamide. Cancer Chemother. Pharmacol. 1994, 34, 191-196; Waud, W.R.; Tiwari, A.; Schmid, S.M.; Shih, T.-W.; Strong, J.M.; Hartman, N.R.; O'Reilly, S.; Struck, R.F. 4-demethylpenclomedine, an antitumor-active, potentially nonneurotoxic metabolite of penclomedine. Cancer Res. 1997, 57, 815-817.
    • (1993) Antimicrob. Agents Chemother. , vol.37 , pp. 1004-1009
    • Parker, W.B.1    Shaddix, S.C.2    Bowdon, B.J.3    Rose, L.M.4    Vince, R.5    Shannon, W.M.6    Bennett Jr., L.L.7
  • 20
    • 0022647385 scopus 로고
    • ser-interferon with γ-interferon on human cell lines of various histogenesis
    • ser-interferon with γ-interferon on human cell lines of various histogenesis. Cancer Res. 1986, 46, 483-488; Struck, R.F.; Schmid, S.M. ; Waud, W.R. Antitumor activity of halogen analogues of phosphoramide, isophosphoramide, and triphosphoramide mustards, the cytotoxic metabolites of cyclophosphamide, ifosfamide and trofosfamide. Cancer Chemother. Pharmacol. 1994, 34, 191-196; Waud, W.R.; Tiwari, A.; Schmid, S.M.; Shih, T.-W.; Strong, J.M.; Hartman, N.R.; O'Reilly, S.; Struck, R.F. 4-demethylpenclomedine, an antitumor-active, potentially nonneurotoxic metabolite of penclomedine. Cancer Res. 1997, 57, 815-817.
    • (1986) Cancer Res. , vol.46 , pp. 483-488
    • Schiller, J.H.1    Groveman, D.S.2    Schmid, S.M.3    Wilson, J.K.V.4    Cummings, K.B.5    Borden, E.C.6
  • 21
    • 0028243047 scopus 로고
    • Antitumor activity of halogen analogues of phosphoramide, isophosphoramide, and triphosphoramide mustards, the cytotoxic metabolites of cyclophosphamide, ifosfamide and trofosfamide
    • ser-interferon with γ-interferon on human cell lines of various histogenesis. Cancer Res. 1986, 46, 483-488; Struck, R.F.; Schmid, S.M. ; Waud, W.R. Antitumor activity of halogen analogues of phosphoramide, isophosphoramide, and triphosphoramide mustards, the cytotoxic metabolites of cyclophosphamide, ifosfamide and trofosfamide. Cancer Chemother. Pharmacol. 1994, 34, 191-196; Waud, W.R.; Tiwari, A.; Schmid, S.M.; Shih, T.-W.; Strong, J.M.; Hartman, N.R.; O'Reilly, S.; Struck, R.F. 4-demethylpenclomedine, an antitumor-active, potentially nonneurotoxic metabolite of penclomedine. Cancer Res. 1997, 57, 815-817.
    • (1994) Cancer Chemother. Pharmacol. , vol.34 , pp. 191-196
    • Struck, R.F.1    Schmid, S.M.2    Waud, W.R.3
  • 22
    • 0031029575 scopus 로고    scopus 로고
    • 4-Demethylpenclomedine, an antitumor-active, potentially nonneurotoxic metabolite of penclomedine
    • ser-interferon with γ-interferon on human cell lines of various histogenesis. Cancer Res. 1986, 46, 483-488; Struck, R.F.; Schmid, S.M. ; Waud, W.R. Antitumor activity of halogen analogues of phosphoramide, isophosphoramide, and triphosphoramide mustards, the cytotoxic metabolites of cyclophosphamide, ifosfamide and trofosfamide. Cancer Chemother. Pharmacol. 1994, 34, 191-196; Waud, W.R.; Tiwari, A.; Schmid, S.M.; Shih, T.-W.; Strong, J.M.; Hartman, N.R.; O'Reilly, S.; Struck, R.F. 4-demethylpenclomedine, an antitumor-active, potentially nonneurotoxic metabolite of penclomedine. Cancer Res. 1997, 57, 815-817.
    • (1997) Cancer Res. , vol.57 , pp. 815-817
    • Waud, W.R.1    Tiwari, A.2    Schmid, S.M.3    Shih, T.-W.4    Strong, J.M.5    Hartman, N.R.6    O'Reilly, S.7    Struck, R.F.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.