메뉴 건너뛰기




Volumn 61, Issue 12, 2001, Pages 1497-1507

Cellular pharmacokinetics and pharmacodynamics of the deoxycytidine analog 2′-C-cyano-2′-deoxy-1-β-D-arabino-pentofuranosylcytosine (CNDAC)

Author keywords

CNDAC; DNA polymerase; DNA synthesis; Nucleoside analog

Indexed keywords

2' C CYANO 2' DEOXY 1 BETA DEXTRO ARABINO PENTOFURANOSYLCYTOSINE; 2' C CYANO 2' DEOXY 1 BETA DEXTRO ARABINO PENTOFURANOSYLCYTOSINE 5' DIPHOSPHATE; 2' C CYANO 2' DEOXY 1 BETA DEXTRO ARABINO PENTOFURANOSYLCYTOSINE 5' MONOPHOSPHATE; 2' C CYANO 2' DEOXY 1 BETA DEXTRO ARABINO PENTOFURANOSYLCYTOSINE 5' TRIPHOSPHATE; ANTINEOPLASTIC AGENT; CYTIDINE DERIVATIVE; CYTIDINE TRIPHOSPHATE; DEOXYCYTIDINE DERIVATIVE; DNA; DNA DIRECTED DNA POLYMERASE ALPHA; GUANOSINE PHOSPHATE; NUCLEOTIDE; PRIMER DNA; UNCLASSIFIED DRUG;

EID: 0035876975     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(01)00617-7     Document Type: Article
Times cited : (18)

References (42)
  • 2
    • 0028108111 scopus 로고
    • Long-term results following treatment of newly-diagnosed acute myelogenous leukemia with continuous-infusion high-dose cytosine arabinoside
    • Ghaddar H.M., Plunkett W., Kantarjian H.M., Pierce S., Freireich E.J., Keating M.J., Estey E.H. Long-term results following treatment of newly-diagnosed acute myelogenous leukemia with continuous-infusion high-dose cytosine arabinoside. Leukemia. 8:1994;1269-1274.
    • (1994) Leukemia , vol.8 , pp. 1269-1274
    • Ghaddar, H.M.1    Plunkett, W.2    Kantarjian, H.M.3    Pierce, S.4    Freireich, E.J.5    Keating, M.J.6    Estey, E.H.7
  • 4
    • 0029809541 scopus 로고    scopus 로고
    • Gemcitabine: Preclinical pharmacology and mechanisms of action
    • Plunkett W., Huang P., Searcy C.E., Gandhi V. Gemcitabine preclinical pharmacology and mechanisms of action . Semin Oncol. 23:(Suppl 10):1996;3-15.
    • (1996) Semin Oncol , vol.23 , Issue.SUPPL. 10 , pp. 3-15
    • Plunkett, W.1    Huang, P.2    Searcy, C.E.3    Gandhi, V.4
  • 5
    • 0031603399 scopus 로고    scopus 로고
    • New antimetabolites in cancer chemotherapy and their clinical impact
    • Kaye S.B. New antimetabolites in cancer chemotherapy and their clinical impact. Br J Cancer. 78:(Suppl 3):1998;1-7.
    • (1998) Br J Cancer , vol.78 , Issue.SUPPL. 3 , pp. 1-7
    • Kaye, S.B.1
  • 6
    • 0030870485 scopus 로고    scopus 로고
    • Gemcitabine: A review of its pharmacology and clinical potential in non-small cell lung cancer and pancreatic cancer
    • Noble S., Goa K.L. Gemcitabine a review of its pharmacology and clinical potential in non-small cell lung cancer and pancreatic cancer . Drugs. 54:1997;447-472.
    • (1997) Drugs , vol.54 , pp. 447-472
    • Noble, S.1    Goa, K.L.2
  • 10
    • 0014341101 scopus 로고
    • Inhibition of mammalian DNA polymerase by the 5′-triphosphate of 1-β-D-arabinofuranosylcytosine and the 5′-triphosphate of 9-β-D-arabinofuranosyladenine
    • Furth J.J., Cohen S.S. Inhibition of mammalian DNA polymerase by the 5′-triphosphate of 1-β-D-arabinofuranosylcytosine and the 5′-triphosphate of 9-β-D-arabinofuranosyladenine. Cancer Res. 28:1968;2061-2067.
    • (1968) Cancer Res , vol.28 , pp. 2061-2067
    • Furth, J.J.1    Cohen, S.S.2
  • 11
    • 0017698311 scopus 로고
    • Metabolism of 1-β-D-arabinofuranosylcytosine in human leukemia cells
    • Chou T.-C., Arlin Z., Clarkson B.D., Philips F.S. Metabolism of 1-β-D-arabinofuranosylcytosine in human leukemia cells. Cancer Res. 37:1977;3561-3570.
    • (1977) Cancer Res , vol.37 , pp. 3561-3570
    • Chou, T.-C.1    Arlin, Z.2    Clarkson, B.D.3    Philips, F.S.4
  • 12
    • 0023783698 scopus 로고
    • Comparison of the cellular pharmacokinetics and toxicity of 2′,2′-difluorodeoxycytidine and 1-β-D-arabinofuranosylcytosine
    • Heinemann V., Hertel L.W., Grindey G.B., Plunkett W. Comparison of the cellular pharmacokinetics and toxicity of 2′,2′-difluorodeoxycytidine and 1-β-D-arabinofuranosylcytosine. Cancer Res. 48:1988;4024-4031.
    • (1988) Cancer Res , vol.48 , pp. 4024-4031
    • Heinemann, V.1    Hertel, L.W.2    Grindey, G.B.3    Plunkett, W.4
  • 14
    • 0019131198 scopus 로고
    • Correlation of cytotoxicity with incorporation of ara-C into DNA
    • Kufe D.W., Major P.P., Egan E.M., Beardsley J.P. Correlation of cytotoxicity with incorporation of ara-C into DNA. J Biol Chem. 225:1980;8997-9000.
    • (1980) J Biol Chem , vol.225 , pp. 8997-9000
    • Kufe, D.W.1    Major, P.P.2    Egan, E.M.3    Beardsley, J.P.4
  • 15
    • 0023514267 scopus 로고
    • Sequence specific effects of ara-5-aza-CTP and ara-CTP on DNA synthesis by purified human DNA polymerases in vitro: Visualization of chain elongation on a defined template
    • Townsend A.J., Cheng Y.-C. Sequence specific effects of ara-5-aza-CTP and ara-CTP on DNA synthesis by purified human DNA polymerases in vitro visualization of chain elongation on a defined template . Mol Pharmacol. 32:1987;330-339.
    • (1987) Mol Pharmacol , vol.32 , pp. 330-339
    • Townsend, A.J.1    Cheng, Y.-C.2
  • 16
    • 0014872311 scopus 로고
    • Studies in mouse L-cells on the incorporation of 1-β-D-arabinofuranosylcytosine into DNA and on inhibition of DNA polymerase by 1-β-D-arabinofuranosylcytosine 5′-triphosphate
    • Graham F.L., Whitmore G.F. Studies in mouse L-cells on the incorporation of 1-β-D-arabinofuranosylcytosine into DNA and on inhibition of DNA polymerase by 1-β-D-arabinofuranosylcytosine 5′-triphosphate. Cancer Res. 30:1970;2636-2644.
    • (1970) Cancer Res , vol.30 , pp. 2636-2644
    • Graham, F.L.1    Whitmore, G.F.2
  • 17
    • 0343333689 scopus 로고
    • DNA sequence plays a role in the effects of gemcitabine on strand elongation with DNA polymerase α
    • Searcy C., Huang P., Gandhi V., Plunkett W. DNA sequence plays a role in the effects of gemcitabine on strand elongation with DNA polymerase α Proc Am Assoc Cancer Res. 36:1995;404.
    • (1995) Proc Am Assoc Cancer Res , vol.36 , pp. 404
    • Searcy, C.1    Huang, P.2    Gandhi, V.3    Plunkett, W.4
  • 18
    • 0023677076 scopus 로고
    • Functional consequences of the arabinosylcytosine structural lesion in DNA
    • Mikita T., Beardsley G.P. Functional consequences of the arabinosylcytosine structural lesion in DNA. Biochemistry. 27:1988;4698-4705.
    • (1988) Biochemistry , vol.27 , pp. 4698-4705
    • Mikita, T.1    Beardsley, G.P.2
  • 19
    • 0014198205 scopus 로고
    • Effects of arabinonucleotides on ribonucleotide reduction by an enzyme system from rat tumor
    • Moore E.C., Cohen S.S. Effects of arabinonucleotides on ribonucleotide reduction by an enzyme system from rat tumor. J Biol Chem. 242:1967;2116-2118.
    • (1967) J Biol Chem , vol.242 , pp. 2116-2118
    • Moore, E.C.1    Cohen, S.S.2
  • 21
    • 0025737572 scopus 로고
    • 2′-Deoxy-2′-methylenecytidine and 2′-deoxy-2′,2′-difluorocytidine 5′-diphosphates: Potent mechanism-based inhibitors of ribonucleotide reductase
    • Baker C.H., Banzon J., Bollinger J.M., Stubbe J., Samano V., Robins M.J., Lippert B., Jarvi E., Resvick R. 2′-Deoxy-2′-methylenecytidine and 2′-deoxy-2′,2′-difluorocytidine 5′-diphosphates potent mechanism-based inhibitors of ribonucleotide reductase . J Med Chem. 34:1991;1879-1884.
    • (1991) J Med Chem , vol.34 , pp. 1879-1884
    • Baker, C.H.1    Banzon, J.2    Bollinger, J.M.3    Stubbe, J.4    Samano, V.5    Robins, M.J.6    Lippert, B.7    Jarvi, E.8    Resvick, R.9
  • 22
    • 0025295958 scopus 로고
    • Modulatory activity of 2′,2′-difluorodeoxycytidine on the phosphorylation and cytotoxicity of arabinosyl nucleosides
    • Gandhi V., Plunkett W. Modulatory activity of 2′,2′-difluorodeoxycytidine on the phosphorylation and cytotoxicity of arabinosyl nucleosides. Cancer Res. 50:1990;3675-3680.
    • (1990) Cancer Res , vol.50 , pp. 3675-3680
    • Gandhi, V.1    Plunkett, W.2
  • 23
    • 0028240063 scopus 로고
    • Metabolism of 2′,2′-difluoro-2′-deoxycytidine and radiation sensitization of human colon carcinoma cells
    • Shewach D.S., Hahn T.M., Chang E., Hertel L.W., Lawrence T.S. Metabolism of 2′,2′-difluoro-2′-deoxycytidine and radiation sensitization of human colon carcinoma cells. Cancer Res. 54:1994;3218-3223.
    • (1994) Cancer Res , vol.54 , pp. 3218-3223
    • Shewach, D.S.1    Hahn, T.M.2    Chang, E.3    Hertel, L.W.4    Lawrence, T.S.5
  • 24
    • 0026000303 scopus 로고
    • Nucleosides and nucleotides. 100. 2′-C-Cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine (CNDAC): Design of a potential mechanism-based DNA-strand-breaking antineoplastic nucleoside
    • Matsuda A., Nakajima Y., Azuma A., Tanaka M., Sasaki T. Nucleosides and nucleotides. 100. 2′-C-Cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine (CNDAC) design of a potential mechanism-based DNA-strand-breaking antineoplastic nucleoside . J Med Chem. 34:1991;2917-2919.
    • (1991) J Med Chem , vol.34 , pp. 2917-2919
    • Matsuda, A.1    Nakajima, Y.2    Azuma, A.3    Tanaka, M.4    Sasaki, T.5
  • 25
    • 0027748199 scopus 로고
    • Nucleosides and nucleotides. 122. 2′-C-Cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine and its derivatives. A new class of nucleoside with a broad antitumor spectrum
    • Azuma A., Nakajima Y., Nishizono N., Minakawa N., Suzuki M., Hanaoka K., Kobayashi T., Tanaka M., Sasaki T., Matsuda A. Nucleosides and nucleotides. 122. 2′-C-Cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine and its derivatives. A new class of nucleoside with a broad antitumor spectrum. J Med Chem. 36:1993;4183-4819.
    • (1993) J Med Chem , vol.36 , pp. 4183-4819
    • Azuma, A.1    Nakajima, Y.2    Nishizono, N.3    Minakawa, N.4    Suzuki, M.5    Hanaoka, K.6    Kobayashi, T.7    Tanaka, M.8    Sasaki, T.9    Matsuda, A.10
  • 26
    • 0029030791 scopus 로고
    • 2′-C-Cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine (CNDAC): A mechanism-based DNA-strand-breaking antitumor nucleoside
    • Matsuda A., Azuma A. 2′-C-Cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine (CNDAC) a mechanism-based DNA-strand-breaking antitumor nucleoside . Nucleosides Nucleotides. 14:1995;461-471.
    • (1995) Nucleosides Nucleotides , vol.14 , pp. 461-471
    • Matsuda, A.1    Azuma, A.2
  • 28
    • 0026702085 scopus 로고
    • Antitumor activity of a novel nucleoside, 2′-C-cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine (CNDAC) against murine and human tumors
    • Tanaka M., Matsuda A., Terao T., Sasaki T. Antitumor activity of a novel nucleoside, 2′-C-cyano-2′-deoxy-1-β-D-arabinofuranosylcytosine (CNDAC) against murine and human tumors. Cancer Lett. 64:1992;67-74.
    • (1992) Cancer Lett , vol.64 , pp. 67-74
    • Tanaka, M.1    Matsuda, A.2    Terao, T.3    Sasaki, T.4
  • 31
    • 0025267758 scopus 로고
    • Convenient synthesis of cytidine 5′-triphosphate, guanosine 5′-triphosphate, and uridine 5′-triphosphate and their use in the preparation of UDP-glucose, UDP-glucuronic acid, and GDP-mannose
    • Simon E.S., Grabowski S., Whitesides G.M. Convenient synthesis of cytidine 5′-triphosphate, guanosine 5′-triphosphate, and uridine 5′-triphosphate and their use in the preparation of UDP-glucose, UDP-glucuronic acid, and GDP-mannose. J Org Chem. 55:1990;1834-1841.
    • (1990) J Org Chem , vol.55 , pp. 1834-1841
    • Simon, E.S.1    Grabowski, S.2    Whitesides, G.M.3
  • 32
    • 0025130572 scopus 로고
    • Termination of DNA synthesis by 9-β-D-arabinofuranosyl-2-fluoroadenine: A mechanism for cytotoxicity
    • Huang P., Chubb S., Plunkett W. Termination of DNA synthesis by 9-β-D-arabinofuranosyl-2-fluoroadenine a mechanism for cytotoxicity . J Biol Chem. 265:1990;16617-16625.
    • (1990) J Biol Chem , vol.265 , pp. 16617-16625
    • Huang, P.1    Chubb, S.2    Plunkett, W.3
  • 33
    • 0023130372 scopus 로고
    • Evaluation of a tetrazolium-based semiautomated colorimetric assay; Assessment of chemosensitivity testing
    • Carmichael J., Degraff W.G., Gazdar A.F., Minna J.D., Mitchell J.B. Evaluation of a tetrazolium-based semiautomated colorimetric assay; assessment of chemosensitivity testing. Cancer Res. 47:1987;943-946.
    • (1987) Cancer Res , vol.47 , pp. 943-946
    • Carmichael, J.1    Degraff, W.G.2    Gazdar, A.F.3    Minna, J.D.4    Mitchell, J.B.5
  • 34
    • 0023665197 scopus 로고
    • DNA polymerase insertion fidelity. Gel assay for site-specific kinetics
    • Boosalis M.S., Petruska J., Goodman M.F. DNA polymerase insertion fidelity. Gel assay for site-specific kinetics. J Biol Chem. 262:1987;14689-14696.
    • (1987) J Biol Chem , vol.262 , pp. 14689-14696
    • Boosalis, M.S.1    Petruska, J.2    Goodman, M.F.3
  • 35
    • 0026078484 scopus 로고
    • Mechanism of inhibition of human immunodeficiency virus type 1 reverse transcriptase and human DNA polymerase α, β, and γ by the 5′-triphosphates of carbovir, 3′-azide-3′-deoxythymidine, 2′,3′-dideoxyguanosine, and 3′-deoxythymidine
    • Parker W.B., White E.L., Shaddix S.C., Ross L.J., Buckheit R.W., Germany J.M., Secrist J.A., Vince R., Shannon W. Mechanism of inhibition of human immunodeficiency virus type 1 reverse transcriptase and human DNA polymerase α, β, and γ by the 5′-triphosphates of carbovir, 3′-azide-3′-deoxythymidine, 2′,3′-dideoxyguanosine, and 3′-deoxythymidine. J Biol Chem. 266:1991;1754-1762.
    • (1991) J Biol Chem , vol.266 , pp. 1754-1762
    • Parker, W.B.1    White, E.L.2    Shaddix, S.C.3    Ross, L.J.4    Buckheit, R.W.5    Germany, J.M.6    Secrist, J.A.7    Vince, R.8    Shannon, W.9
  • 36
    • 0021118703 scopus 로고
    • Quantitative analysis of dose-effect relationships: The combined effects of multiple drugs or enzyme inhibitors
    • Chou T.C., Talalay P. Quantitative analysis of dose-effect relationships the combined effects of multiple drugs or enzyme inhibitors . Adv Enzyme Regul. 22:1984;27-55.
    • (1984) Adv Enzyme Regul , vol.22 , pp. 27-55
    • Chou, T.C.1    Talalay, P.2
  • 37
    • 0032485857 scopus 로고    scopus 로고
    • Detection of a new substrate-derived radical during inactivation of ribonucleotide reductase from Escherichia coli by gemcitabine 5′-diphosphate
    • van der Donk W.A., Yu G., Perez L., Sanchez R.J., Stubbe J., Samano V., Robins M.J. Detection of a new substrate-derived radical during inactivation of ribonucleotide reductase from Escherichia coli by gemcitabine 5′-diphosphate. Biochemistry. 37:1998;6419-6426.
    • (1998) Biochemistry , vol.37 , pp. 6419-6426
    • Van Der Donk, W.A.1    Yu, G.2    Perez, L.3    Sanchez, R.J.4    Stubbe, J.5    Samano, V.6    Robins, M.J.7
  • 38
    • 0014871577 scopus 로고
    • The effect of 1-β-D-arabinofuranosylcytosine on growth, viability, and DNA synthesis of mouse L-cells
    • Graham F.L., Whitmore G.F. The effect of 1-β-D-arabinofuranosylcytosine on growth, viability, and DNA synthesis of mouse L-cells. Cancer Res. 11:1970;2627-2635.
    • (1970) Cancer Res , vol.11 , pp. 2627-2635
    • Graham, F.L.1    Whitmore, G.F.2
  • 39
    • 0019986283 scopus 로고
    • Effect of ara-C incorporation on deoxyribonucleic acid synthesis in cells
    • Major P.P., Egan E.M., Herrick J.J., Kufe D.W. Effect of ara-C incorporation on deoxyribonucleic acid synthesis in cells. Biochem Pharmacol. 31:1982;2937-2940.
    • (1982) Biochem Pharmacol , vol.31 , pp. 2937-2940
    • Major, P.P.1    Egan, E.M.2    Herrick, J.J.3    Kufe, D.W.4
  • 40
    • 0025777811 scopus 로고
    • Action of 9-β-D-arabinofuranosyl-2-fluoroadenine on RNA metabolism
    • Huang P., Plunkett W. Action of 9-β-D-arabinofuranosyl-2-fluoroadenine on RNA metabolism. Mol Pharmacol. 39:1991;449-455.
    • (1991) Mol Pharmacol , vol.39 , pp. 449-455
    • Huang, P.1    Plunkett, W.2
  • 41
    • 0030739916 scopus 로고    scopus 로고
    • Antitumor mechanisms of 3′-ethynylcytidine and 3′-ethynyluridine as RNA synthesis inhibitors: Development and characterization of 3′-ethynyluridine-resistant cells
    • Tabata S., Tanaka M., Endo Y., Obata T., Matsuda A., Sasaki T. Antitumor mechanisms of 3′-ethynylcytidine and 3′-ethynyluridine as RNA synthesis inhibitors development and characterization of 3′-ethynyluridine-resistant cells . Cancer Lett. 116:1997;225-231.
    • (1997) Cancer Lett , vol.116 , pp. 225-231
    • Tabata, S.1    Tanaka, M.2    Endo, Y.3    Obata, T.4    Matsuda, A.5    Sasaki, T.6
  • 42
    • 0033902940 scopus 로고    scopus 로고
    • Inhibition of RNA transcription: A biochemical mechanism of action against chronic lymphocytic leukemia cells by fludarabine
    • Huang P., Sandoval A., Van Den Neste E., Keating M.J., Plunkett W. Inhibition of RNA transcription a biochemical mechanism of action against chronic lymphocytic leukemia cells by fludarabine . Leukemia. 14:2000;1405-1413.
    • (2000) Leukemia , vol.14 , pp. 1405-1413
    • Huang, P.1    Sandoval, A.2    Van Den Neste, E.3    Keating, M.J.4    Plunkett, W.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.