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Volumn 22, Issue 8, 2013, Pages 4016-4029

Cytotoxicity and QSAR study of (thio)ureas derived from phenylalkylamines and pyridylalkylamines

Author keywords

Anticancer; Multiple linear regression; QSAR; Urea

Indexed keywords

1 (3,4 DIMETHOXYPHENETHYL) 3 (4 CHLOROPHENYL)THIOUREA; 1 (3,4 DIMETHOXYPHENETHYL) 3 (4 CHLOROPHENYL)UREA; 1 (3,4 DIMETHOXYPHENETHYL) 3 (4 NITROPHENYL)THIOUREA; 1 (4 CHLOROPHENYL) 3 (2 (PYRIDIN 2 YL)ETHYL)UREA; 1 (4 CHLOROPHENYL) 3 (PYRIDIN 2 YLMETHYL)THIOUREA; 1 (4 CHLOROPHENYL) 3 (PYRIDIN 2 YLMETHYL)UREA; 1 (4 CHLOROPHENYL) 3 PHENETHYLTHIOUREA; 1 (4 CHLOROPHENYL) 3 PHENETHYLUREA; 1 (4 NITROPHENYL) 3 (2 (PYRIDIN 2 YL)ETHYL)THIOUREA; 1 (4 NITROPHENYL) 3 (PYRIDIN 2 YLMETHYL)THIOUREA; 1 (4 NITROPHENYL) 3 PHENETHYLTHIOUREA; 1,1' (1,3 PHENYLENEBIS(METHYLENE))BIS(3 (4 CHLOROPHENYL)THIOUREA); 1,1' (1,3 PHENYLENEBIS(METHYLENE))BIS(3 (4 NITROPHENYL)THIOUREA; 1,1' (1,3 PHENYLENEBIS(METHYLENE))BIS(3 (4CHLOROPHENYL)THIOUREA); 2 (2 PYRIDYL)ETHYLAMINE; 2 PICOLYLAMINE DERIVATIVE; ALIPHATIC AMINE; ANTINEOPLASTIC AGENT; DOXORUBICIN; ETOPOSIDE; HOMOVERATYLAMINE DERIVATIVE; PHENYLALKYLAMINE; THIOUREA DERIVATIVE; UNCLASSIFIED DRUG; XYLYLENEDIAMINE DERIVATIVE;

EID: 84879501042     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-012-0402-6     Document Type: Article
Times cited : (18)

References (49)
  • 1
    • 84983339977 scopus 로고
    • Polycyclic azines. III. Synthesis of 3-aminoimidazo[1,5-a]pyridine derivatives by cyclodesulfurization of N′-substituted-N-(2-pyridylmethyl) thioureas with dicyclohexylcarbodiimide
    • 10.1002/jhet.5570170327 1:CAS:528:DyaL3cXls1yiurs%3D
    • Bourdais J, Omar A-MME (1980) Polycyclic azines. III. Synthesis of 3-aminoimidazo[1,5-a]pyridine derivatives by cyclodesulfurization of N′-substituted-N-(2-pyridylmethyl)thioureas with dicyclohexylcarbodiimide. J Heterocyclic Chem 17:555-558
    • (1980) J Heterocyclic Chem , vol.17 , pp. 555-558
    • Bourdais, J.1    Omar, A.-M.2
  • 4
    • 0015342854 scopus 로고
    • Substituted thiazolidones as anticonvulsants
    • 5035284 10.1021/jm00275a031 1:CAS:528:DyaE38XksVejtbs%3D
    • Dwivedi C, Gupta TK, Parmar SS (1972) Substituted thiazolidones as anticonvulsants. J Med Chem 15:553-554
    • (1972) J Med Chem , vol.15 , pp. 553-554
    • Dwivedi, C.1    Gupta, T.K.2    Parmar, S.S.3
  • 5
    • 28844447055 scopus 로고    scopus 로고
    • Synthesis, cytotoxicity, and DNA-topoisomerase inhibitory activity of new asymmetric ureas and thioureas
    • 16183295 10.1016/j.bmc.2005.08.031 1:CAS:528:DC%2BD2MXhtlSiurvN
    • Esteves-Souza A, Pissinate K, Nascimento MG, Grynberga NF, Echevarria A (2006) Synthesis, cytotoxicity, and DNA-topoisomerase inhibitory activity of new asymmetric ureas and thioureas. Bioorg Med Chem 14:492-499
    • (2006) Bioorg Med Chem , vol.14 , pp. 492-499
    • Esteves-Souza, A.1    Pissinate, K.2    Nascimento, M.G.3    Grynberga, N.F.4    Echevarria, A.5
  • 6
    • 34248652944 scopus 로고    scopus 로고
    • Alkylation potency and protein specificity of aromatic urea derivatives and bioisosteres as potential irreversible antagonists of the colchicine-binding site
    • 17498960 10.1016/j.bmc.2007.04.028 1:CAS:528:DC%2BD2sXlvFSjs7w%3D
    • Fortin JS, Lacroix J, Desjardins M, Patenaude A, Petitclerc E, C-Gaudreault R (2007) Alkylation potency and protein specificity of aromatic urea derivatives and bioisosteres as potential irreversible antagonists of the colchicine-binding site. Bioorg Med Chem 15:4456-4469
    • (2007) Bioorg Med Chem , vol.15 , pp. 4456-4469
    • Fortin, J.S.1    Lacroix, J.2    Desjardins, M.3    Patenaude, A.4    Petitclerc, E.5    C-Gaudreault, R.6
  • 7
    • 77954349757 scopus 로고    scopus 로고
    • Synthesis, antiproliferative activity evaluation and structure-activity relationships of novel aromatic urea and amide analogues of N-phenyl-N′- (2-chloroethyl)ureas
    • 20400211 10.1016/j.ejmech.2010.03.018 1:CAS:528:DC%2BC3cXmtF2js78%3D
    • Fortin S, Moreau E, Lacroix J, Côté MF, Petitclerc E, C-Gaudreault R (2010) Synthesis, antiproliferative activity evaluation and structure-activity relationships of novel aromatic urea and amide analogues of N-phenyl-N′-(2-chloroethyl)ureas. Eur J Med Chem 45:2928-2937
    • (2010) Eur J Med Chem , vol.45 , pp. 2928-2937
    • Fortin, S.1    Moreau, E.2    Lacroix, J.3    Côté, M.F.4    Petitclerc, E.5    C-Gaudreault, R.6
  • 9
    • 0033575750 scopus 로고    scopus 로고
    • Synthesis and cytotoxic activity of N-(2-pyridylsulfenyl)urea derivatives. A new class of potential antineoplastic agents
    • 10476861 10.1016/S0960-894X(99)00373-X 1:CAS:528:DyaK1MXlslWhtbY%3D
    • Gil MJ, Mañú MA, Arteaga C, Migliaccio M, Encío I, González A, Martínez-Merino V (1999) Synthesis and cytotoxic activity of N-(2-pyridylsulfenyl)urea derivatives. A new class of potential antineoplastic agents. Bioorg Med Chem Lett 9:2321-2324
    • (1999) Bioorg Med Chem Lett , vol.9 , pp. 2321-2324
    • Gil, M.J.1    Mañú, M.A.2    Arteaga, C.3    Migliaccio, M.4    Encío, I.5    González, A.6    Martínez-Merino, V.7
  • 10
    • 0000041241 scopus 로고    scopus 로고
    • A critical appraisal of the evolution of N-nitrosoureas as anticancer drugs
    • 11848890 10.1021/cr941192h 1:CAS:528:DyaK2sXisF2muro%3D
    • Gnewuch CT, Sosnovsky G (1997) A critical appraisal of the evolution of N-nitrosoureas as anticancer drugs. Chem Rev 97:829-1013
    • (1997) Chem Rev , vol.97 , pp. 829-1013
    • Gnewuch, C.T.1    Sosnovsky, G.2
  • 11
    • 33846626887 scopus 로고    scopus 로고
    • Synthesis and anion-selective complexation of homobenzylic tripodal thiourea derivatives
    • Hisaki I, Sasaki S-I, Hirose K, Tobe Y (2007) Synthesis and anion-selective complexation of homobenzylic tripodal thiourea derivatives. Eur J Org Chem 2007:607-615
    • (2007) Eur J Org Chem , vol.2007 , pp. 607-615
    • Hisaki, I.1    Sasaki, S.-I.2    Hirose, K.3    Tobe, Y.4
  • 12
    • 0032403865 scopus 로고    scopus 로고
    • 3-(Iodoacetamido)-benzoylurea: A novel cancericidal tubulin ligand that inhibits microtubule polymerization, phosphorylates bcl-2, and induces apoptosis in tumor cells
    • 9850070 1:CAS:528:DyaK1cXotVSktLc%3D
    • Jiang J-D, Davis AS, Middleton K, Ling Y-H, Perez-Soler R, Holland JF, Bekesi JG (1998a) 3-(Iodoacetamido)-benzoylurea: a novel cancericidal tubulin ligand that inhibits microtubule polymerization, phosphorylates bcl-2, and induces apoptosis in tumor cells. Cancer Res 58:5389-5395
    • (1998) Cancer Res , vol.58 , pp. 5389-5395
    • Jiang, J.-D.1    Davis, A.S.2    Middleton, K.3    Ling, Y.-H.4    Perez-Soler, R.5    Holland, J.F.6    Bekesi, J.G.7
  • 13
    • 0031708738 scopus 로고    scopus 로고
    • Synthesis, cancericidal and antimicrotubule activities of 3-(haloacetamido)-benzoylureas
    • 1:CAS:528:DyaK1cXntVajtrY%3D
    • Jiang JD, Roboz J, Weisz I, Deng L, Ma L, Holland JF, Bekesi JG (1998b) Synthesis, cancericidal and antimicrotubule activities of 3-(haloacetamido)- benzoylureas. Anti-Cancer Drug Des 13:735-747
    • (1998) Anti-Cancer Drug des , vol.13 , pp. 735-747
    • Jiang, J.D.1    Roboz, J.2    Weisz, I.3    Deng, L.4    Ma, L.5    Holland, J.F.6    Bekesi, J.G.7
  • 15
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-chemical descriptors in QSAR/QSPR studies
    • 11848779 10.1021/cr950202r 1:CAS:528:DyaK28Xitl2rtbY%3D
    • Karelson M, Lobanov VS, Katritzky AR (1996) Quantum-chemical descriptors in QSAR/QSPR studies. Chem Rev 96:1027-1044
    • (1996) Chem Rev , vol.96 , pp. 1027-1044
    • Karelson, M.1    Lobanov, V.S.2    Katritzky, A.R.3
  • 16
    • 0038392840 scopus 로고    scopus 로고
    • Inhibition of microtubule polymerization by 3-bromopropionylamino benzoylurea (JIMB01), a new cancericidal tubulin ligand
    • 12754105 10.1016/S0006-2952(03)00101-1 1:CAS:528:DC%2BD3sXjs1Cqt70%3D
    • Li J-N, Song D-Q, Lin Y-H, Hu Q-Y, Yin L, Bekesi G, Holland JF, Jiang J-D (2003) Inhibition of microtubule polymerization by 3-bromopropionylamino benzoylurea (JIMB01), a new cancericidal tubulin ligand. Biochem Pharmacol 65:1691-1699
    • (2003) Biochem Pharmacol , vol.65 , pp. 1691-1699
    • Li, J.-N.1    Song, D.-Q.2    Lin, Y.-H.3    Hu, Q.-Y.4    Yin, L.5    Bekesi, G.6    Holland, J.F.7    Jiang, J.-D.8
  • 18
    • 31444441573 scopus 로고    scopus 로고
    • Quantitative prediction of imprinting factor of molecularly imprinted polymers by artificial neural network
    • 10.1007/s10822-005-9004-4 1:CAS:528:DC%2BD28Xnt1eqsQ%3D%3D
    • Nantasenamat C, Naenna T, Isarankura-Na-Ayudhya C, Prachayasittikul V (2005) Quantitative prediction of imprinting factor of molecularly imprinted polymers by artificial neural network. J Comput Aid Mol Des 19:509-524
    • (2005) J Comput Aid Mol des , vol.19 , pp. 509-524
    • Nantasenamat, C.1    Naenna, T.2    Isarankura-Na-Ayudhya, C.3    Prachayasittikul, V.4
  • 19
    • 34248574742 scopus 로고    scopus 로고
    • Quantitative structure-imprinting factor relationship of molecularly imprinted polymers
    • 17317143 10.1016/j.bios.2007.01.017 1:CAS:528:DC%2BD2sXlsFKmt7c%3D
    • Nantasenamat C, Isarankura-Na-Ayudhya C, Naenna T, Prachayasittikul V (2007a) Quantitative structure-imprinting factor relationship of molecularly imprinted polymers. Biosens Bioelectron 22:3309-3317
    • (2007) Biosens Bioelectron , vol.22 , pp. 3309-3317
    • Nantasenamat, C.1    Isarankura-Na-Ayudhya, C.2    Naenna, T.3    Prachayasittikul, V.4
  • 21
    • 52049113437 scopus 로고    scopus 로고
    • Prediction of bond dissociation enthalpy of antioxidant phenols by support vector machine
    • 18499490 10.1016/j.jmgm.2008.04.005 1:CAS:528:DC%2BD1cXhtFCgurzN
    • Nantasenamat C, Isarankura-Na-Ayudhya C, Naenna T, Prachayasittikul V (2008a) Prediction of bond dissociation enthalpy of antioxidant phenols by support vector machine. J Mol Graph Model 27:188-196
    • (2008) J Mol Graph Model , vol.27 , pp. 188-196
    • Nantasenamat, C.1    Isarankura-Na-Ayudhya, C.2    Naenna, T.3    Prachayasittikul, V.4
  • 24
    • 77953707142 scopus 로고    scopus 로고
    • Advances in computational methods to predict the biological activity of compounds
    • 10.1517/17460441.2010.492827 1:CAS:528:DC%2BC3cXnsVOgur0%3D
    • Nantasenamat C, Isarankura-Na-Ayudhya C, Prachayasittikul V (2010) Advances in computational methods to predict the biological activity of compounds. Exp Opin Drug Discov 5:633-654
    • (2010) Exp Opin Drug Discov , vol.5 , pp. 633-654
    • Nantasenamat, C.1    Isarankura-Na-Ayudhya, C.2    Prachayasittikul, V.3
  • 25
    • 0038121524 scopus 로고    scopus 로고
    • Hydrogen-bond forming ionophore for highly efficient transport of phosphate anions across the nitrobenzene-water interface
    • 12866885 10.1039/b301141k 1:CAS:528:DC%2BD3sXktlOjtLs%3D
    • Nishizawa S, Yokobori T, Kato R, Yoshimoto K, Kamaishi T, Teramae N (2003) Hydrogen-bond forming ionophore for highly efficient transport of phosphate anions across the nitrobenzene-water interface. Analyst 128:663-669
    • (2003) Analyst , vol.128 , pp. 663-669
    • Nishizawa, S.1    Yokobori, T.2    Kato, R.3    Yoshimoto, K.4    Kamaishi, T.5    Teramae, N.6
  • 26
    • 0347291894 scopus 로고
    • Absolute hardness: Companion parameter to absolute electronegativity
    • 10.1021/ja00364a005 1:CAS:528:DyaL2cXht1yrtw%3D%3D
    • Parr RG, Pearson RG (1983) Absolute hardness: companion parameter to absolute electronegativity. J Am Chem Soc 105:7512-7516
    • (1983) J Am Chem Soc , vol.105 , pp. 7512-7516
    • Parr, R.G.1    Pearson, R.G.2
  • 27
    • 36749117171 scopus 로고
    • Electronegativity: The density functional viewpoint
    • 10.1063/1.436185 1:CAS:528:DyaE1cXktlSqurc%3D
    • Parr RG, Donnelly RA, Levy M, Palke WE (1978) Electronegativity: the density functional viewpoint. J Chem Phys 68:3801-3807
    • (1978) J Chem Phys , vol.68 , pp. 3801-3807
    • Parr, R.G.1    Donnelly, R.A.2    Levy, M.3    Palke, W.E.4
  • 28
    • 0040942563 scopus 로고    scopus 로고
    • Electrophilicity index
    • 10.1021/ja983494x 1:CAS:528:DyaK1MXhtFagt7o%3D
    • Parr RG, Szentpaly Lv, Liu S (1999) Electrophilicity index. J Am Chem Soc 121:1922-1924
    • (1999) J Am Chem Soc , vol.121 , pp. 1922-1924
    • Parr, R.G.1    Szentpaly, L.2    Liu, S.3
  • 29
    • 79953289662 scopus 로고    scopus 로고
    • QSAR modeling of antibacterial activity of some benzimidazole derivatives
    • 10.2298/CICEQ100405050P 1:CAS:528:DC%2BC3MXhs1ejurjF
    • Podunavac-Kuzmanovic SO, Cvetkovic DD (2011) QSAR modeling of antibacterial activity of some benzimidazole derivatives. Chem Ind Chem Eng Q 17:33-38
    • (2011) Chem Ind Chem Eng Q , vol.17 , pp. 33-38
    • Podunavac-Kuzmanovic, S.O.1    Cvetkovic, D.D.2
  • 30
    • 75749143457 scopus 로고    scopus 로고
    • Elucidating the structure-activity relationships of the vasorelaxation and antioxidation properties of thionicotinic acid derivatives
    • 20110883 10.3390/molecules15010198 1:CAS:528:DC%2BC3cXmtlGgsQ%3D%3D
    • Prachayasittikul S, Wongsawatkul O, Worachartcheewan A, Nantasenamat C, Ruchirawat S, Prachayasittikul V (2010) Elucidating the structure-activity relationships of the vasorelaxation and antioxidation properties of thionicotinic acid derivatives. Molecules 15:198-214
    • (2010) Molecules , vol.15 , pp. 198-214
    • Prachayasittikul, S.1    Wongsawatkul, O.2    Worachartcheewan, A.3    Nantasenamat, C.4    Ruchirawat, S.5    Prachayasittikul, V.6
  • 31
    • 77349118931 scopus 로고    scopus 로고
    • Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents
    • 20056520 10.1016/j.ejmech.2009.12.016 1:CAS:528:DC%2BC3cXivFKjsb4%3D
    • Saeed S, Rashid N, Jones PG, Ali M, Hussain R (2010) Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents. Eur J Med Chem 45:1323-1331
    • (2010) Eur J Med Chem , vol.45 , pp. 1323-1331
    • Saeed, S.1    Rashid, N.2    Jones, P.G.3    Ali, M.4    Hussain, R.5
  • 32
    • 84879690659 scopus 로고    scopus 로고
    • Stepwise MLR and PCR QSAR study of the pharmaceutical activities of antimalarial 3-hydroxypyridinone agents using B3LYP/6-311++G descriptors
    • 10.1007/s00044-012-0152-5
    • Saghaie L, Sakhi H, Hassan Sabzyan H, Shahlaei M, Shamshirian D (2012) Stepwise MLR and PCR QSAR study of the pharmaceutical activities of antimalarial 3-hydroxypyridinone agents using B3LYP/6-311++Gdescriptors. Med Chem Res. doi: 10.1007/s00044-012-0152-5
    • (2012) Med Chem Res
    • Saghaie, L.1    Sakhi, H.2    Hassan Sabzyan, H.3    Shahlaei, M.4    Shamshirian, D.5
  • 33
    • 84879693804 scopus 로고    scopus 로고
    • In vitro anti-inflammatory potential and QSAR analysis of oxazolo/thiazolo pyrimidine derivatives
    • 10.1007/s00044-012-0189-5
    • Sawant RL, Bansode CA, Wadekar JB (2012) In vitro anti-inflammatory potential and QSAR analysis of oxazolo/thiazolo pyrimidine derivatives. Med Chem Res. doi: 10.1007/s00044-012-0189-5
    • (2012) Med Chem Res
    • Sawant, R.L.1    Bansode, C.A.2    Wadekar, J.B.3
  • 34
    • 73849141957 scopus 로고    scopus 로고
    • Synthesis, anti-inflammatory and anticancer activity evaluation of some novel acridine derivatives
    • 19926172 10.1016/j.ejmech.2009.10.042 1:CAS:528:DC%2BC3cXos1Shtg%3D%3D
    • Sondhi SM, Singh J, Rani R, Gupta PP, Agrawal SK, Saxena AK (2010) Synthesis, anti-inflammatory and anticancer activity evaluation of some novel acridine derivatives. Eur J Med Chem 45:555-563
    • (2010) Eur J Med Chem , vol.45 , pp. 555-563
    • Sondhi, S.M.1    Singh, J.2    Rani, R.3    Gupta, P.P.4    Agrawal, S.K.5    Saxena, A.K.6
  • 36
    • 79551686548 scopus 로고    scopus 로고
    • Synthesis and crystal structure analysis of thiourea-pendant pyridines
    • 10.1007/s10870-008-9482-z 1:CAS:528:DC%2BD1MXjsVShtrg%3D
    • Suksai C, Pakawatchai C, Tuntulani T (2009) Synthesis and crystal structure analysis of thiourea-pendant pyridines. J Chem Crystallogr 39:348-352
    • (2009) J Chem Crystallogr , vol.39 , pp. 348-352
    • Suksai, C.1    Pakawatchai, C.2    Tuntulani, T.3
  • 39
    • 0032433899 scopus 로고    scopus 로고
    • Antitumor activity of triptolide against cholangiocarcinoma growth in vitro and in hamsters
    • 10072166 10.1016/S0304-3835(98)00222-5 1:CAS:528:DyaK1cXnt1aqsLg%3D
    • Tengchaisri T, Chawengkirttikul R, Rachaphaew N, Reutrakul V, Sangsuwan R, Sirisinha S (1998) Antitumor activity of triptolide against cholangiocarcinoma growth in vitro and in hamsters. Cancer Lett 133:169-175
    • (1998) Cancer Lett , vol.133 , pp. 169-175
    • Tengchaisri, T.1    Chawengkirttikul, R.2    Rachaphaew, N.3    Reutrakul, V.4    Sangsuwan, R.5    Sirisinha, S.6
  • 40
    • 0038031513 scopus 로고    scopus 로고
    • Application of quantum chemical descriptor in quantitative structure activity and structure property relationship
    • 10.1016/S0009-2614(00)00488-7 1:CAS:528:DC%2BD3cXktVaksL4%3D
    • Thanikaivelan P, Subramanian V, Raghava Rao J, Unni Nair B (2000) Application of quantum chemical descriptor in quantitative structure activity and structure property relationship. Chem Phys Lett 323:59-70
    • (2000) Chem Phys Lett , vol.323 , pp. 59-70
    • Thanikaivelan, P.1    Subramanian, V.2    Raghava Rao, J.3    Unni Nair, B.4
  • 42
    • 84879507644 scopus 로고    scopus 로고
    • A quantitative structure-activity relationship (QSAR) study of anti-cancer drugs
    • 1:CAS:528:DC%2BC3MXht1Gjtb7F
    • Vahdani S, Bayat Z (2011) A quantitative structure-activity relationship (QSAR) study of anti-cancer drugs. Der Chemica Sinica 2:235-243
    • (2011) Der Chemica Sinica , vol.2 , pp. 235-243
    • Vahdani, S.1    Bayat, Z.2
  • 44
    • 0034265479 scopus 로고    scopus 로고
    • Unsupervised forward selection: A method for eliminating redundant variables
    • 11045809 10.1021/ci000384c 1:CAS:528:DC%2BD3cXmt1Kisrg%3D
    • Whitley DC, Ford MG, Livingstone DJ (2000) Unsupervised forward selection: a method for eliminating redundant variables. J Chem Inf Comput Sci 40:1160-1168
    • (2000) J Chem Inf Comput Sci , vol.40 , pp. 1160-1168
    • Whitley, D.C.1    Ford, M.G.2    Livingstone, D.J.3
  • 49
    • 0034703291 scopus 로고    scopus 로고
    • Preparation of aryl isothiocyanates via protected phenylthiocarbamates and application to the synthesis of caffeic acid (4-isothiocyanato)phenyl ester
    • 10987967 10.1021/jo000139s 1:CAS:528:DC%2BD3cXlslChsbw%3D
    • Zhang X, Lee YK, Kelley JA, Burke TR Jr (2000) Preparation of aryl isothiocyanates via protected phenylthiocarbamates and application to the synthesis of caffeic acid (4-isothiocyanato)phenyl ester. J Org Chem 65:6237-6240
    • (2000) J Org Chem , vol.65 , pp. 6237-6240
    • Zhang, X.1    Lee, Y.K.2    Kelley, J.A.3    Burke, Jr.T.R.4


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