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Volumn 83, Issue , 2014, Pages 208-225

Structure-activity relationships of 2′-modified-4′- selenoarabinofuranosyl-pyrimidines as anticancer agents

Author keywords

4 Selenonucleosides; Antimetabolite; Mitsunobu reaction; Stereoselective fluorination; Structure activity relationship

Indexed keywords

1 (2 AZIDO 2 DEOXY 4 SELENO DEXTRO ARABINOFURANOSYL) 5 UOROURACIL; 1 (2 AZIDO 2 DEOXY 4 SELENO DEXTRO ARABINOFURANOSYL)THYMINE; 1 (2 AZIDO 2 DEOXY 4 SELENO DEXTRO ARABINOFURANOSYL)URACIL; 1 (4 SELENO DEXTRO RIBOFURANOSYL) 5 CHLOROURACIL; 1 (4 SELENO DEXTRO RIBOFURANOSYL) 5 FLUOROURACIL; 1 (4 SELENO DEXTRO RIBOFURANOSYL) 5 IODOURACIL; 1 (4 SELENO DEXTRO RIBOFURANOSYL)THYMINE; 1 (4 SELENO DEXTRO RIBOFURANOSYL)URACIL; 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]THYMINE; 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSY]THYMINE; 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSY]URACIL; 2' 4' SELENOARABINOFURANOSYL PYRIMIDINE DERIVATIVE; 2' FLUORO DERIVATIVE; 5 BROMO 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 5 BROMO 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 5 CHLORO 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 5 CHLORO 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 5 FLUORO 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 5 FLUORO 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBFURANOSYL]URACIL; 5 IODO 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 5 IODO 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; ANTINEOPLASTIC AGENT; CYTOSINE DERIVATIVE; N3 BENZOYL 1 (2 AZIDO 2 DEOXY 4 SELENO DEXTRO ARABINOFURANOSYL)THYMINE; N3 BENZOYL 1 (2 AZIDO 2 DEOXY 4 SELENO DEXTRO ARABINOFURANOSYL)URACIL; PYRIMIDINE DERIVATIVE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG; URACIL DERIVATIVE; 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3-DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSYL]THYMINE; 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSYL]URACYL; 5 BENZOYL 5 FLUORO 1 (2 AZIDO 2 DEOXY 4 SELENO DEXTRO ARABINOFURANOSYL)URACIL; 5 FLUORO 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; 5 IODO 1 [5 O (TERT BUTYLDIPHENYLSILYL) 2,3 O ISOPROPYLIDENE 4 SELENO DEXTRO RIBOFFURANOSYL]URACIL; CYTARABINE; N3 BENZOYL 1 (2 AZIDO 2 DEOXY 4SELENO DEXTRO ARABINOFURANOSYL)THYMINE; N3 BENZOYL 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]THYMINE; N3 BENZOYL 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; N3 BENZOYL 5 BROMO 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; N3 BENZOYL 5 CHLORO 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; N3 BENZOYL 5 FLUORO 1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; N3 BENZOYL 5 IODO1 [3,5 O (1,1,3,3 TETRAISOPROPYLDISILOXANE 1,3 DIYL) 4 SELENO DEXTRO RIBOFURANOSYL]URACIL; SELENIUM DERIVATIVE; SELENIUM;

EID: 84903214329     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.06.031     Document Type: Article
Times cited : (28)

References (40)
  • 1
    • 0034966673 scopus 로고    scopus 로고
    • Antiviral drugs: Current state of the art
    • DOI 10.1016/S1386-6532(01)00167-6, PII S1386653201001676
    • E. De Clercq Antiviral drugs: current state of the art J. Clin. Virol. 22 2001 73 89 (Pubitemid 32551952)
    • (2001) Journal of Clinical Virology , vol.22 , Issue.1 , pp. 73-89
    • De Clercq, E.1
  • 2
    • 0032775451 scopus 로고    scopus 로고
    • Nucleoside and non-nucleoside IMP dehydrogenase inhibitors as antitumor and antiviral agents
    • P. Franchetti, and M. Grifantini Nucleoside and non-nucleoside IMP dehydrogenase inhibitors as antitumor and antiviral agents Curr. Med. Chem. 6 1999 599 614 (Pubitemid 29328003)
    • (1999) Current Medicinal Chemistry , vol.6 , Issue.7 , pp. 599-614
    • Franchetti, P.1    Grifantini, M.2
  • 3
    • 0024991964 scopus 로고
    • Computer-assisted structure-activity correlations of dideoxynucleoside analogs as potential anti-HIV drugs
    • DOI 10.1016/0166-3542(90)90030-B
    • M. Nasr, C. Litterst, and J. McGowan Computer-assisted structure-activity correlations of dideoxynucleoside analogs as potential anti-HIV drugs Antivir. Res. 14 1990 125 148 (Pubitemid 20300731)
    • (1990) Antiviral Research , vol.14 , Issue.3 , pp. 125-148
    • Nasr, M.1    Litterst, C.2    McGowan, J.3
  • 4
    • 0036558477 scopus 로고    scopus 로고
    • Azidonucleosides: Synthesis, reactions, and biological properties
    • DOI 10.1021/cr0104532
    • T. Pathak Azidonucleosides: synthesis, reactions, and biological properties Chem. Rev. 102 2002 1623 1667 (Pubitemid 35377651)
    • (2002) Chemical Reviews , vol.102 , Issue.5 , pp. 1623-1667
    • Pathak, T.1
  • 5
    • 0034631778 scopus 로고    scopus 로고
    • Fluorinated nucleosides
    • DOI 10.1016/S0008-6215(00)00089-6, PII S0008621500000896
    • K.W. Pankiewicz Fluorinated nucleosides Carbohydr. Res. 327 2000 87 105 (Pubitemid 30624999)
    • (2000) Carbohydrate Research , vol.327 , Issue.1-2 , pp. 87-105
    • Pankiewicz, K.W.1
  • 6
    • 84867403406 scopus 로고    scopus 로고
    • Synthesis and applications of fluorinated nucleoside analogues
    • H.W. Rajchel Synthesis and applications of fluorinated nucleoside analogues J. Fluor. Chem. 143 2012 11 48
    • (2012) J. Fluor. Chem. , vol.143 , pp. 11-48
    • Rajchel, H.W.1
  • 7
    • 0030816053 scopus 로고    scopus 로고
    • Synthesis and anti-hepatitis B virus activity of 9-(2-Deoxy-2-fluoro- β-L-arabinofuranosyl)purine nuleosides
    • DOI 10.1021/jm970233+
    • T. Ma, J.S. Lin, M.G. Newton, Y.-C. Cheng, and C.K. Chu Synthesis and anti-hepatitis B virus activity of 9-(2-Deoxy-2-fluoro-β-l-arabino furanosyl)purine Nucleosides J. Med. Chem. 40 1997 2750 2754 (Pubitemid 27366455)
    • (1997) Journal of Medicinal Chemistry , vol.40 , Issue.17 , pp. 2750-2754
    • Ma, T.1    Lin, J.-S.2    Newton, M.G.3    Cheng, Y.-C.4    Chu, C.K.5
  • 12
    • 0018331237 scopus 로고
    • Nucleosides. CX. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides
    • K.A. Watanabe, U. Reichman, K. Hirota, C. Lopez, and J.J. Fox Nucleosides. 110. Synthesis and antiherpes virus activity of some 2′-fluoro-2′-deoxyarabinofuranosylpyrimidine nucleosides J. Med. Chem. 22 1979 21 24 (Pubitemid 9082471)
    • (1979) Journal of Medicinal Chemistry , vol.22 , Issue.1 , pp. 21-24
    • Watanabe, K.A.1    Reichman, U.2    Hirota, K.3
  • 14
    • 80054853586 scopus 로고    scopus 로고
    • In vitro and in vivo efficacy of fluorodeoxycytidine analogs against highly pathogenic avian influenza H5N1, seasonal, and pandemic H1N1 virus infections
    • Y. Kumaki, C.W. Day, D.F. Smee, J.D. Morrey, and D.L. Barnard In vitro and in vivo efficacy of fluorodeoxycytidine analogs against highly pathogenic avian influenza H5N1, seasonal, and pandemic H1N1 virus infections Antivir. Res. 92 2011 329 340
    • (2011) Antivir. Res. , vol.92 , pp. 329-340
    • Kumaki, Y.1    Day, C.W.2    Smee, D.F.3    Morrey, J.D.4    Barnard, D.L.5
  • 15
    • 0017355393 scopus 로고
    • 2' Deoxy 2' azidocytidine, a new inhibitor of DNA replication in mammalian cells
    • DOI 10.1111/j.1432-1033.1977.tb11261.x
    • L. Skoog, G. Bjursell, L. Thelander, T. Hagerstrom, J. Hobbs, and F. Eckstein 2′-Deoxy-2′-azidocytidine, a new inhibitor of DNA replication in mammalian cells Eur. J. Biochem 72 1977 371 378 (Pubitemid 8022236)
    • (1977) European Journal of Biochemistry , vol.72 , Issue.2 , pp. 371-378
    • Skoog, L.1    Bjursell, G.2    Thelander, L.3
  • 19
    • 0018849119 scopus 로고
    • Antiviral, antimetabolic and antineoplastic activities of 2'- or 3'-amino or -azido-substituted deoxyribonucleosides
    • DOI 10.1016/0006-2952(80)90149-5
    • E. De Clercq, J. Balzarini, J. Descamps, and F. Eckstein Antiviral, antimetabolic and antineoplastic activities of 2′-or 3′-amino or -azido-substituted deoxyribonucleosides Biochem. Pharmacol. 29 1980 1849 1851 (Pubitemid 10071393)
    • (1980) Biochemical Pharmacology , vol.29 , Issue.12 , pp. 1849-1851
    • De Clercq, E.1    Balzarini, J.2    Descamps, J.3    Eckstein, F.4
  • 20
    • 0022256660 scopus 로고
    • Azidocytidine is a specific inhibitor of deoxyribonucleotide synthesis in 3T6 cells
    • L. Akerblom, and P. Reichard Azidocytidine is a specific inhibitor of deoxyribonucleotide synthesis in 3T6 cells J. Biol. Chem. 260 1985 9197 9202 (Pubitemid 15249899)
    • (1985) Journal of Biological Chemistry , vol.260 , Issue.16 , pp. 9197-9202
    • Akerblom, L.1    Reichard, P.2
  • 21
    • 33845335153 scopus 로고    scopus 로고
    • Synthesis and biological activity of phosphonated nucleosides: Part 1. Furanose, carbocyclic and heterocyclic analogues
    • DOI 10.2174/092986706779026110
    • A. Piperno, M.A. Chiacchio, D. Iannazzo, and R. Romeo Synthesis and biological activity of phosphonated nucleosides: part 1 furanose, carbocyclic and heterocyclic analogues Curr. Med. Chem. 13 2006 3675 3695 (Pubitemid 44873738)
    • (2006) Current Medicinal Chemistry , vol.13 , Issue.30 , pp. 3675-3695
    • Piperno, A.1    Chiacchio, M.A.2    Iannazzo, D.3    Romeo, R.4
  • 22
    • 0034500277 scopus 로고    scopus 로고
    • Biocatalytic selective modifications of conventional nucleosides, carbocyclic nucleosides, and C-nucleosides
    • M. Ferrero, and V. Gotor Biocatalytic selective modifications of conventional nucleosides, carbocyclic nucleosides, and C-nucleosides Chem. Rev. 100 2000 4319 4348
    • (2000) Chem. Rev. , vol.100 , pp. 4319-4348
    • Ferrero, M.1    Gotor, V.2
  • 23
    • 7544241609 scopus 로고    scopus 로고
    • Recent advances in the synthesis of the carbocyclic nucleosides as potential antiviral agents
    • J.A. Lee, and L.S. Jeong Recent advances in the synthesis of the carbocyclic nucleosides as potential antiviral agents Antivir. Chem. Chemother. 15 2004 235 250 (Pubitemid 39452242)
    • (2004) Antiviral Chemistry and Chemotherapy , vol.15 , Issue.5 , pp. 235-250
    • Jeong, L.S.1    Lee, J.A.2
  • 25
    • 0023958358 scopus 로고
    • Synthesis and antiviral evaluation of carbocyclic analogs of 2′-azido- and 2′-amino-2′-deoxycytidine
    • T.-S. Lin, X.-H. Zhang, Z.-H. Wang, and W.H. Prusoff Synthesis and antiviral evaluation of carbocyclic analogs of 2′-azido- and 2′-amino-2′-deoxycytidine J. Med. Chem. 31 1988 484 486
    • (1988) J. Med. Chem. , vol.31 , pp. 484-486
    • Lin, T.-S.1    Zhang, X.-H.2    Wang, Z.-H.3    Prusoff, W.H.4
  • 26
    • 0032479522 scopus 로고    scopus 로고
    • Antitumor activity of a novel orally effective nucleoside, 1-(2-deoxy-2-fluoro-4-thio-β-D-arabinofuranosyl)cytosine
    • DOI 10.1016/S0304-3835(98)00089-5, PII S0304383598000895
    • S. Miura, Y. Yoshimura, M. Endo, H. Machida, A. Matsuda, M. Tanaka, and T. Sasaki Antitumor activity of a novel orally effective nucleoside, 1-(2-deoxy-2-fluoro-4-thio-β-d-arabinofuranosyl)cytosine Cancer Lett. 129 1998 103 110 (Pubitemid 28375244)
    • (1998) Cancer Letters , vol.129 , Issue.1 , pp. 103-110
    • Miura, S.1    Yoshimura, Y.2    Endo, M.3    Machida, H.4    Matsuda, A.5    Tanaka, M.6    Sasaki, T.7
  • 27
    • 0032445346 scopus 로고    scopus 로고
    • Anti-herpesvirus activity profile of 4'-thioarabinofuranosyl purine and uracil nucleosides and activity of 1-β-D-2'-fluoro-4'-thioarabinofuranosyl guanine and 2,6-diaminopurine against clinical isolates of human cytomegalovirus
    • DOI 10.1016/S0166-3542(98)00042-4, PII S0166354298000424
    • H. Machida, N. Ashida, S. Miura, M. Endo, K. Yamada, K. Kitano, Y. Yoshimura, S. Sakata, O. Ijichi, and Y. Eizuru Anti-herpesvirus activity profile of 4′-thioarabinofuranosyl purine and uracil nucleosides and activity of 1-β-d-2′-fluoro-4′-thioarabinofuranosyl guanine and 2,6-diaminopurine against clinical isolates of human cytomegalovirus Antivir. Res. 39 1998 129 137 (Pubitemid 29027863)
    • (1998) Antiviral Research , vol.39 , Issue.2 , pp. 129-137
    • Machida, H.1    Ashida, N.2    Miura, S.3    Endo, M.4    Yamada, K.5    Kitano, K.6    Yoshimura, Y.7    Sakata, S.8    Ijichi, O.9    Eizuru, Y.10
  • 29
  • 31
    • 44949098319 scopus 로고    scopus 로고
    • Stereoselective synthesis and conformational study of novel 2′,3′-didehydro-2′,3′-dideoxy-4′-selenonucleosides
    • DOI 10.1021/jo8003277
    • D.K. Tosh, W.J. Choi, H.O. Kim, Y. Lee, S. Pal, X. Hou, J. Choi, S. Choi, and L.S. Jeong Stereoselective synthesis and conformational study of novel 2′,3′-didehydro-2′,3′-dideoxy-4′- selenonucleosides J. Org. Chem. 73 2008 4259 4262 (Pubitemid 351812936)
    • (2008) Journal of Organic Chemistry , vol.73 , Issue.11 , pp. 4259-4262
    • Tosh, D.K.1    Won, J.C.2    Hea, O.K.3    Lee, Y.4    Pal, S.5    Hou, X.6    Choi, J.7    Choi, S.8    Lak, S.J.9
  • 32
    • 69949094546 scopus 로고    scopus 로고
    • Discovery of a new template for anticancer agents: 2′-deoxy- 2′-fluoro-4′-selenoarabinofuranosyl-cytosine (2′-F-4′- seleno-ara-C)
    • L.S. Jeong, D.K. Tosh, W.J. Choi, S.K. Lee, Y.-J. Kang, S. Choi, J.H. Lee, H.K. Lee, H.W. Lee, and H.O. Kim Discovery of a new template for anticancer agents: 2′-deoxy-2′-fluoro-4′-selenoarabinofuranosyl-cytosine (2′-F-4′-seleno-ara-C) J. Med. Chem. 52 2009 5303 5306
    • (2009) J. Med. Chem. , vol.52 , pp. 5303-5306
    • Jeong, L.S.1    Tosh, D.K.2    Choi, W.J.3    Lee, S.K.4    Kang, Y.-J.5    Choi, S.6    Lee, J.H.7    Lee, H.K.8    Lee, H.W.9    Kim, H.O.10
  • 33
    • 77952376585 scopus 로고    scopus 로고
    • A new DNA building block, 4′-selenothymidine: Synthesis and modification to 4′-seleno-AZT as a potential anti-HIV agent
    • V. Alexander, W.J. Choi, J. Chun, H.O. Kim, J.H. Jeon, D.K. Tosh, H.W. Lee, G. Chandra, J. Choi, and L.S. Jeong A new DNA building block, 4′-selenothymidine: synthesis and modification to 4′-seleno-AZT as a potential anti-HIV agent Org. Lett. 12 2010 2242 2245
    • (2010) Org. Lett. , vol.12 , pp. 2242-2245
    • Alexander, V.1    Choi, W.J.2    Chun, J.3    Kim, H.O.4    Jeon, J.H.5    Tosh, D.K.6    Lee, H.W.7    Chandra, G.8    Choi, J.9    Jeong, L.S.10
  • 34
    • 84876892147 scopus 로고    scopus 로고
    • New RNA purine building blocks, 4′-selenopurine nucleosides: First synthesis and unusual mixture of sugar puckerings
    • J. Yu, J.-H. Kim, H.W. Lee, V. Alexander, H.-C. Ahn, W.J. Choi, J. Choi, and L.S. Jeong New RNA purine building blocks, 4′-selenopurine nucleosides: first synthesis and unusual mixture of sugar puckerings Chem. Eur. J. 19 2013 5528 5532
    • (2013) Chem. Eur. J. , vol.19 , pp. 5528-5532
    • Yu, J.1    Kim, J.-H.2    Lee, H.W.3    Alexander, V.4    Ahn, H.-C.5    Choi, W.J.6    Choi, J.7    Jeong, L.S.8
  • 35
    • 46549088790 scopus 로고    scopus 로고
    • A new DNA building block, 4′-selenothymidine: Synthesis and modification to 4′-seleno-AZT as a potential anti-HIV agent
    • K. Jayakanthan, B.D. Johnston, and B.M. Pinto A new DNA building block, 4′-selenothymidine: synthesis and modification to 4′-seleno-AZT as a potential anti-HIV agent Carbohydr. Res. 343 2008 1790 1800
    • (2008) Carbohydr. Res. , vol.343 , pp. 1790-1800
    • Jayakanthan, K.1    Johnston, B.D.2    Pinto, B.M.3
  • 37
    • 0036249876 scopus 로고    scopus 로고
    • Induction of apoptosis by 1,4-phenylenebis(methylene)selenocyanate in cultured human colon cancer cells
    • A
    • S.K. Lee, Y.H. Heo, V.E. Steelee, and J.M. Pezzuto Induction of apoptosis by 1,4-phenylenebis(methylene)selenocyanate in cultured human colon cancer cells Anticancer Res. 22 2002 97 102 (Pubitemid 34475281)
    • (2002) Anticancer Research , vol.22 , Issue.1 , pp. 97-102
    • Lee, S.K.1    Heo, Y.H.2    Steele, V.E.3    Pezzuto, J.M.4
  • 38
    • 0022584688 scopus 로고
    • Cellular pharmacology and optimal therapeutic concentrations of 1-β-D-arabinofuranosylcytosine 5'-triphosphate in leukemic blasts during treatment of refractory leukemia with high-dose 1-β-D- arabinofuranosylcytosine
    • W. Plunkett, S. Iacoboni, and M.J. Keating Cellular pharmacology and optimal therapeutic concentrations of 1-beta-D-arabinofuranosylcytosine 5′-triphosphate in leukemic blasts during treatment of refractory leukemia with high-dose 1-beta-D-arabinofuranosylcytosine Scand. J. Haematol. Suppl. 44 1986 51 59 (Pubitemid 16155999)
    • (1986) Scandinavian Journal of Haematology , vol.36 , Issue.SUPPL. 44 , pp. 51-59
    • Plunkett, W.1    Iacoboni, S.2    Keating, M.J.3
  • 39
    • 0031972535 scopus 로고    scopus 로고
    • Ara-C: Cellular and molecular pharmacology
    • S. Grant Ara-C: cellular and molecular pharmacology Adv. Cancer Res. 72 1998 197 233 (Pubitemid 27435556)
    • (1997) Advances in Cancer Research , vol.72 , pp. 197-233
    • Grant, S.1


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