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Volumn 59, Issue 10, 2000, Pages 1227-1236

Structure and activity of specific inhibitors of thymidine phosphorylase to potentiate the function of antitumor 2'-deoxyribonucleosides

Author keywords

5 iodo 2' deoxyuridine; 5 trifluoromethyl 2' deoxyuridine; Competitive inhibitor; Thymidine phosphorylase; Uridine phosphorylase

Indexed keywords

2' DEOXYNUCLEOSIDE; ANTINEOPLASTIC AGENT; ENZYME INHIBITOR; IDOXURIDINE; PYRIMIDINE DERIVATIVE; PYRIMIDINE NUCLEOSIDE; THYMIDINE PHOSPHORYLASE; TRIFLURIDINE; URIDINE PHOSPHORYLASE;

EID: 0034657004     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(00)00253-7     Document Type: Article
Times cited : (219)

References (43)
  • 1
    • 0015217521 scopus 로고
    • Cytoplasmic uridine phosphorylase of rat liver
    • Kraut A., Yamada E.W. Cytoplasmic uridine phosphorylase of rat liver. J Biol Chem. 246:1971;2021-2030.
    • (1971) J Biol Chem , vol.246 , pp. 2021-2030
    • Kraut, A.1    Yamada, E.W.2
  • 2
    • 0029035986 scopus 로고
    • Purification, cloning, and expression of murine uridine phosphorylase
    • Watanabe S., Hino A., Wada K., Eliason J.F., Uchida T. Purification, cloning, and expression of murine uridine phosphorylase. J Biol Chem. 270:1995;12191-12196.
    • (1995) J Biol Chem , vol.270 , pp. 12191-12196
    • Watanabe, S.1    Hino, A.2    Wada, K.3    Eliason, J.F.4    Uchida, T.5
  • 3
    • 0019404119 scopus 로고
    • Catabolism of thymidine in human blood platelets: Purification and properties of thymidine phosphorylase
    • Desgranges C., Razaka G., Rabaud M., Bricaud H. Catabolism of thymidine in human blood platelets Purification and properties of thymidine phosphorylase . Biochim Biophys Acta. 654:1981;211-218.
    • (1981) Biochim Biophys Acta , vol.654 , pp. 211-218
    • Desgranges, C.1    Razaka, G.2    Rabaud, M.3    Bricaud, H.4
  • 4
    • 0025214992 scopus 로고
    • Purification and tissue distribution of human thymidine phosphorylase; High expression in lymphocytes, reticulocytes and tumors
    • Yoshimura A., Kuwazuru Y., Furukawa T., Yoshida H., Yamada K., Akiyama S. Purification and tissue distribution of human thymidine phosphorylase; high expression in lymphocytes, reticulocytes and tumors. Biochim Biophys Acta. 1034:1990;107-113.
    • (1990) Biochim Biophys Acta , vol.1034 , pp. 107-113
    • Yoshimura, A.1    Kuwazuru, Y.2    Furukawa, T.3    Yoshida, H.4    Yamada, K.5    Akiyama, S.6
  • 5
    • 0005894447 scopus 로고
    • Uridine and deoxyuridine phosphorylase from Ehrlich ascites tumor
    • Pontis H., Degerstedt G., Reichard P. Uridine and deoxyuridine phosphorylase from Ehrlich ascites tumor. Biochim Biophys Acta. 51:1961;138-147.
    • (1961) Biochim Biophys Acta , vol.51 , pp. 138-147
    • Pontis, H.1    Degerstedt, G.2    Reichard, P.3
  • 6
  • 7
    • 2042544213 scopus 로고
    • Studies of fluorinated pyrimidines. XVIII. The degradation of 5-fluoro-2′-deoxyuridine and related compounds by nucleoside phosphorylase
    • Birnie G.D., Kroeger H., Heidelberger C. Studies of fluorinated pyrimidines. XVIII. The degradation of 5-fluoro-2′-deoxyuridine and related compounds by nucleoside phosphorylase. Biochemistry. 2:1963;566-572.
    • (1963) Biochemistry , vol.2 , pp. 566-572
    • Birnie, G.D.1    Kroeger, H.2    Heidelberger, C.3
  • 9
    • 0022475937 scopus 로고
    • Enzymatic cleavage of 5-substituted-2′-deoxyuridines by pyrimidine nucleoside phosphorylases
    • Veres Z., Szabolcs A., Szinai I., Dénes G., Jeney A. Enzymatic cleavage of 5-substituted-2′-deoxyuridines by pyrimidine nucleoside phosphorylases. Biochem Pharmacol. 35:1986;1057-1059.
    • (1986) Biochem Pharmacol , vol.35 , pp. 1057-1059
    • Veres, Z.1    Szabolcs, A.2    Szinai, I.3    Dénes, G.4    Jeney, A.5
  • 10
    • 0018869122 scopus 로고
    • Thymidine phosphorylase: Substrate specificity for 5-substituted 2′-deoxyuridines
    • Nakayama C., Wataya Y., Meyer R.B., Santi D.V., Saneyoshi M., Ueda T. Thymidine phosphorylase Substrate specificity for 5-substituted 2′-deoxyuridines . J Med Chem. 23:1980;962-964.
    • (1980) J Med Chem , vol.23 , pp. 962-964
    • Nakayama, C.1    Wataya, Y.2    Meyer, R.B.3    Santi, D.V.4    Saneyoshi, M.5    Ueda, T.6
  • 12
    • 0019413343 scopus 로고
    • Metabolism of pyrimidine nucleotides in various tissues and tumor cells from rodents
    • Ikenaka K., Fukushima M., Nakamura H., Okamoto M., Shirasaka T., Fujii S. Metabolism of pyrimidine nucleotides in various tissues and tumor cells from rodents. Gann. 72:1981;590-597.
    • (1981) Gann , vol.72 , pp. 590-597
    • Ikenaka, K.1    Fukushima, M.2    Nakamura, H.3    Okamoto, M.4    Shirasaka, T.5    Fujii, S.6
  • 13
    • 0019983556 scopus 로고
    • Activities of various enzymes of pyrimidine nucleotide and DNA syntheses in normal and neoplastic human tissues
    • Maehara Y., Nakamura H., Nakane Y., Kawai K., Okamoto M., Nagayama S., Shirasaka T., Fujii S. Activities of various enzymes of pyrimidine nucleotide and DNA syntheses in normal and neoplastic human tissues. Gann. 73:1982;289-298.
    • (1982) Gann , vol.73 , pp. 289-298
    • Maehara, Y.1    Nakamura, H.2    Nakane, Y.3    Kawai, K.4    Okamoto, M.5    Nagayama, S.6    Shirasaka, T.7    Fujii, S.8
  • 14
    • 0027306127 scopus 로고
    • Differences in activities and substrate specificity of human and murine pyrimidine phosphorylase: Implications for chemotherapy with 5-fluoropyrimidines
    • el Kouni M.H., el Kouni M.M., Naguib F.N.M. Differences in activities and substrate specificity of human and murine pyrimidine phosphorylase Implications for chemotherapy with 5-fluoropyrimidines . Cancer Res. 53:1993;3687-3693.
    • (1993) Cancer Res , vol.53 , pp. 3687-3693
    • El Kouni, M.H.1    El Kouni, M.M.2    Naguib, F.N.M.3
  • 15
    • 0020037313 scopus 로고
    • 5-Benzylacyclouridine and 5-benzyloxybenzylacyclouridine, potent inhibitors of uridine phosphorylase
    • Niedzwicki J.G., Chu S.H., el Kouni M.H., Rowe E.C., Cha S. 5-Benzylacyclouridine and 5-benzyloxybenzylacyclouridine, potent inhibitors of uridine phosphorylase. Biochem Pharmacol. 31:1982;1857-1861.
    • (1982) Biochem Pharmacol , vol.31 , pp. 1857-1861
    • Niedzwicki, J.G.1    Chu, S.H.2    El Kouni, M.H.3    Rowe, E.C.4    Cha, S.5
  • 17
    • 0014197030 scopus 로고
    • Inhibition of thymidine phosphorylase by 6-aminothymine and derivatives of 6-aminouracil
    • Langen P., Etzold G., Bärwolff D., Preussel B. Inhibition of thymidine phosphorylase by 6-aminothymine and derivatives of 6-aminouracil. Biochem Pharmacol. 16:1967;1833-1837.
    • (1967) Biochem Pharmacol , vol.16 , pp. 1833-1837
    • Langen, P.1    Etzold, G.2    Bärwolff, D.3    Preussel, B.4
  • 18
    • 0018863977 scopus 로고
    • Inhibition of nucleoside phosphorylase cleavage of 5-fluoro-2′-deoxyuridine by 2,4-pyrimidinedione derivatives
    • Woodman P.W., Sarrif A.M., Heidelberger C. Inhibition of nucleoside phosphorylase cleavage of 5-fluoro-2′-deoxyuridine by 2,4-pyrimidinedione derivatives. Biochem Pharmacol. 29:1980;1059-1063.
    • (1980) Biochem Pharmacol , vol.29 , pp. 1059-1063
    • Woodman, P.W.1    Sarrif, A.M.2    Heidelberger, C.3
  • 19
    • 0020655660 scopus 로고
    • Structure-activity relationship of ligands of the pyrimidine nucleoside phosphorylase
    • Niedzwicki J.G., el Kouni M.H., Chu S.H., Cha S. Structure-activity relationship of ligands of the pyrimidine nucleoside phosphorylase. Biochem Pharmacol. 32:1983;399-415.
    • (1983) Biochem Pharmacol , vol.32 , pp. 399-415
    • Niedzwicki, J.G.1    El Kouni, M.H.2    Chu, S.H.3    Cha, S.4
  • 20
    • 0021019292 scopus 로고
    • Phosphorolysis of (E)-5-(2-bromovinyl)-2′-deoxyuridine (BVDU) and other 5-substituted-2′-deoxyuridines by purified human thymidine phosphorylase and intact blood platelets
    • Desgranges C., Razaka G., Rabaud M., Bricaud H., Balzarini J., De Clercq E. Phosphorolysis of (E)-5-(2-bromovinyl)-2′-deoxyuridine (BVDU) and other 5-substituted-2′-deoxyuridines by purified human thymidine phosphorylase and intact blood platelets. Biochem Pharmacol. 32:1983;3583-3590.
    • (1983) Biochem Pharmacol , vol.32 , pp. 3583-3590
    • Desgranges, C.1    Razaka, G.2    Rabaud, M.3    Bricaud, H.4    Balzarini, J.5    De Clercq, E.6
  • 21
    • 0025877266 scopus 로고
    • Inhibition of uridine phosphorylase by some pyrimidine derivatives
    • Grancharov K., Mladenova J., Golovinsky E. Inhibition of uridine phosphorylase by some pyrimidine derivatives. Biochem Pharmacol. 41:1991;1769-1772.
    • (1991) Biochem Pharmacol , vol.41 , pp. 1769-1772
    • Grancharov, K.1    Mladenova, J.2    Golovinsky, E.3
  • 25
    • 0001797152 scopus 로고    scopus 로고
    • Thymidine phosphorylase/platelet-derived endothelial cell growth factor: An angiogenic enzyme
    • R. Bicknell, C.E. Lewis, & N. Ferrara. London: Oxford University Press
    • Moghaddam A., Choudhuri R., Bicknell R. Thymidine phosphorylase/platelet-derived endothelial cell growth factor An angiogenic enzyme . Bicknell R., Lewis C.E., Ferrara N. Tumour Angiogenesis. 1997;251-260 Oxford University Press, London.
    • (1997) Tumour Angiogenesis , pp. 251-260
    • Moghaddam, A.1    Choudhuri, R.2    Bicknell, R.3
  • 27
    • 0029997353 scopus 로고    scopus 로고
    • Thymidine phosphorylase/platelet-derived endothelial cell growth factor expression associated with hepatic metastasis in gastric carcinoma
    • Maeda K., Chung Y.S., Ogawa Y., Takatsuka S., Kang S.M., Ogawa M., Sawada T., Onoda N., Kato Y., Sowa M. Thymidine phosphorylase/platelet-derived endothelial cell growth factor expression associated with hepatic metastasis in gastric carcinoma. Br J Cancer. 73:1996;884-888.
    • (1996) Br J Cancer , vol.73 , pp. 884-888
    • Maeda, K.1    Chung, Y.S.2    Ogawa, Y.3    Takatsuka, S.4    Kang, S.M.5    Ogawa, M.6    Sawada, T.7    Onoda, N.8    Kato, Y.9    Sowa, M.10
  • 29
    • 0029821907 scopus 로고    scopus 로고
    • Expression of the angiogenic factor thymidine phosphorylase/platelet-derived endothelial cell growth factor in primary bladder cancers
    • O'Brien T.S., Fox S.B., Dickinson A.J., Turley H., Westwood M., Moghaddam A., Gatter K.C., Bicknell R., Harris A.L. Expression of the angiogenic factor thymidine phosphorylase/platelet-derived endothelial cell growth factor in primary bladder cancers. Cancer Res. 56:1996;4799-4804.
    • (1996) Cancer Res , vol.56 , pp. 4799-4804
    • O'Brien, T.S.1    Fox, S.B.2    Dickinson, A.J.3    Turley, H.4    Westwood, M.5    Moghaddam, A.6    Gatter, K.C.7    Bicknell, R.8    Harris, A.L.9
  • 31
    • 0031038068 scopus 로고    scopus 로고
    • Expression of the angiogenic factors vascular endothelial cell growth factor, acidic and basic fibroblast growth factor, tumor growth factor β-1, platelet-derived endothelial cell growth factor, placenta growth factor, and pleiotrophin in human primary breast cancer and its relation to angiogenesis
    • Relf M., LeJeune S., Scott P.A.E., Fox S., Smith K., Leek R., Moghaddam A., Whitehouse R., Bicknell R., Harris A.L. Expression of the angiogenic factors vascular endothelial cell growth factor, acidic and basic fibroblast growth factor, tumor growth factor β-1, platelet-derived endothelial cell growth factor, placenta growth factor, and pleiotrophin in human primary breast cancer and its relation to angiogenesis. Cancer Res. 57:1997;963-969.
    • (1997) Cancer Res , vol.57 , pp. 963-969
    • Relf, M.1    Lejeune, S.2    Scott, P.A.E.3    Fox, S.4    Smith, K.5    Leek, R.6    Moghaddam, A.7    Whitehouse, R.8    Bicknell, R.9    Harris, A.L.10
  • 32
    • 0018124456 scopus 로고
    • Purification of thymidine phosphorylase from human amniochorion
    • Kubilus J., Lee L., Baden H.P. Purification of thymidine phosphorylase from human amniochorion. Biochim Biophys Acta. 527:1978;221-228.
    • (1978) Biochim Biophys Acta , vol.527 , pp. 221-228
    • Kubilus, J.1    Lee, L.2    Baden, H.P.3
  • 33
    • 0027227591 scopus 로고
    • Inhibition by oxonic acid of gastrointestinal toxicity of 5-fluorouracil without loss of its antitumor activity in rats
    • Shirasaka T., Shimamoto Y., Fukushima M. Inhibition by oxonic acid of gastrointestinal toxicity of 5-fluorouracil without loss of its antitumor activity in rats. Cancer Res. 53:1993;4004-4009.
    • (1993) Cancer Res , vol.53 , pp. 4004-4009
    • Shirasaka, T.1    Shimamoto, Y.2    Fukushima, M.3
  • 34
    • 0023250474 scopus 로고
    • Inhibitory effects of pyrimidine, barbituric acid and pyridine derivatives on 5-flurouracil degradation in rat liver extracts
    • Tatsumi K., Fukushima M., Shirasaka T., Fujii S. Inhibitory effects of pyrimidine, barbituric acid and pyridine derivatives on 5-flurouracil degradation in rat liver extracts. Jpn J Cancer Res. 78:1987;748-755.
    • (1987) Jpn J Cancer Res , vol.78 , pp. 748-755
    • Tatsumi, K.1    Fukushima, M.2    Shirasaka, T.3    Fujii, S.4
  • 35
    • 0028957177 scopus 로고
    • Role of thymidine phosphorylase activity in the angiogenic effect of platelet-derived endothelial cell growth factor/thymidine phosphorylase
    • Miyadera K., Sumizawa T., Haraguchi M., Yoshida H., Konstanty W., Yamada Y., Akiyama S. Role of thymidine phosphorylase activity in the angiogenic effect of platelet-derived endothelial cell growth factor/thymidine phosphorylase. Cancer Res. 55:1995;1687-1690.
    • (1995) Cancer Res , vol.55 , pp. 1687-1690
    • Miyadera, K.1    Sumizawa, T.2    Haraguchi, M.3    Yoshida, H.4    Konstanty, W.5    Yamada, Y.6    Akiyama, S.7
  • 36
    • 0014783519 scopus 로고
    • Irreversible enzyme inhibitors. CLXXI. Inhibition of FUDR phosphorylase from Walker 256 rat tumor by 5-substituted uracils
    • Baker B.R., Kelley J.L. Irreversible enzyme inhibitors. CLXXI. Inhibition of FUDR phosphorylase from Walker 256 rat tumor by 5-substituted uracils. J Med Chem. 13:1970;461-467.
    • (1970) J Med Chem , vol.13 , pp. 461-467
    • Baker, B.R.1    Kelley, J.L.2
  • 37
    • 0024807857 scopus 로고
    • Species differences in substrate specificity of pyrimidine nucleoside phosphorylase
    • Maehara Y., Sakaguchi Y., Kusumoto T., Kusumoto H., Sugimachi K. Species differences in substrate specificity of pyrimidine nucleoside phosphorylase. J Surg Oncol. 42:1989;184-186.
    • (1989) J Surg Oncol , vol.42 , pp. 184-186
    • Maehara, Y.1    Sakaguchi, Y.2    Kusumoto, T.3    Kusumoto, H.4    Sugimachi, K.5
  • 38
    • 0013865603 scopus 로고
    • Enhancement of 5-iododeoxyuridine incorporation into DNA of cat tissues in vivo by inhibition of uridine-deoxyuridine phosphorylase
    • Langen P., Etzold G. Enhancement of 5-iododeoxyuridine incorporation into DNA of cat tissues in vivo by inhibition of uridine-deoxyuridine phosphorylase. Mol Pharmacol. 2:1966;89-92.
    • (1966) Mol Pharmacol , vol.2 , pp. 89-92
    • Langen, P.1    Etzold, G.2
  • 39
    • 0014493162 scopus 로고
    • The fate of 5-trifluoromethyl-2′-deoxyuridine in monkeys, dogs, mice, and tumor-bearing mice
    • Rogers W.I., Hartman A.C., Palm P.E., Okstein C., Kensler C.J. The fate of 5-trifluoromethyl-2′-deoxyuridine in monkeys, dogs, mice, and tumor-bearing mice. Cancer Res. 29:1969;953-961.
    • (1969) Cancer Res , vol.29 , pp. 953-961
    • Rogers, W.I.1    Hartman, A.C.2    Palm, P.E.3    Okstein, C.4    Kensler, C.J.5
  • 40
    • 0018842146 scopus 로고
    • Specificity of pyrimidine nucleoside phosphorylases and the phosphorolysis of 5-fluoro-2′-deoxyuridine
    • Woodman P.W., Sarrif A.M., Heidelberger C. Specificity of pyrimidine nucleoside phosphorylases and the phosphorolysis of 5-fluoro-2′-deoxyuridine. Cancer Res. 40:1980;507-511.
    • (1980) Cancer Res , vol.40 , pp. 507-511
    • Woodman, P.W.1    Sarrif, A.M.2    Heidelberger, C.3
  • 41
    • 0015038011 scopus 로고
    • Phase I and II studies of 2′-deoxy-5-(trifluoromethyl)-uridine (NSC-75520)
    • Ansfield F.J., Ramirez G. Phase I and II studies of 2′-deoxy-5-(trifluoromethyl)-uridine (NSC-75520). Cancer Chemother Rep. 55:1971;205-208.
    • (1971) Cancer Chemother Rep , vol.55 , pp. 205-208
    • Ansfield, F.J.1    Ramirez, G.2
  • 42
    • 0032401829 scopus 로고    scopus 로고
    • Expression, characterization, and detection of human uridine phosphorylase and identification of variant uridine phosphorolytic activity in selected human tumors
    • Liu M., Cao D., Russell R., Handschumacher R.E., Pizzorno G. Expression, characterization, and detection of human uridine phosphorylase and identification of variant uridine phosphorolytic activity in selected human tumors. Cancer Res. 58:1998;5418-5424.
    • (1998) Cancer Res , vol.58 , pp. 5418-5424
    • Liu, M.1    Cao, D.2    Russell, R.3    Handschumacher, R.E.4    Pizzorno, G.5


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