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Volumn 27, Issue 11, 2013, Pages 951-964

Antioxidant properties of phenolic Schiff bases: Structure-activity relationship and mechanism of action

Author keywords

Antioxidant; BDE; DFT; Free radical scavenging; Kinetics; Schiff bases; Structure activity relationship

Indexed keywords

ATOMS; CHEMICAL BONDS; CONTINUUM MECHANICS; DENSITY FUNCTIONAL THEORY; ELECTRON TRANSITIONS; FREE RADICAL REACTIONS; FREE RADICALS;

EID: 84890856883     PISSN: 0920654X     EISSN: 15734951     Source Type: Journal    
DOI: 10.1007/s10822-013-9692-0     Document Type: Article
Times cited : (75)

References (52)
  • 1
    • 0029888128 scopus 로고    scopus 로고
    • Structure-antioxidant activity relationships of flavonoids and phenolic acids
    • 10.1016/0891-5849(95)02227-9 1:CAS:528:DyaK28XjsVChu7g%3D
    • Rice-Evans C, Miller NJ, Paganga G (1996) Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic Biol Med 20:933-956
    • (1996) Free Radic Biol Med , vol.20 , pp. 933-956
    • Rice-Evans, C.1    Miller, N.J.2    Paganga, G.3
  • 3
    • 72649088603 scopus 로고    scopus 로고
    • Free radical scavenging properties of guaiacol oligomers: A combined experimental and quantum study of the guaiacyl-moiety role
    • 10.1021/jp906285b 1:CAS:528:DC%2BD1MXhtlyht7bO
    • Anouar E, Calliste C, Kosinova P, Di Meo F, Duroux J, Champavier Y, Marakchi K, Trouillas P (2009) Free radical scavenging properties of guaiacol oligomers: a combined experimental and quantum study of the guaiacyl-moiety role. J Phys Chem A 113:13881-13891
    • (2009) J Phys Chem A , vol.113 , pp. 13881-13891
    • Anouar, E.1    Calliste, C.2    Kosinova, P.3    Di Meo, F.4    Duroux, J.5    Champavier, Y.6    Marakchi, K.7    Trouillas, P.8
  • 4
    • 0141923187 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of benzo [d] isothiazole, benzothiazole and thiazole Schiff bases
    • 10.1016/S0968-0896(03)00493-0 1:CAS:528:DC%2BD3sXnvVymu7s%3D
    • Vicini P, Geronikaki A, Incerti M, Busonera B, Poni G, Cabras CA, La Colla P (2003) Synthesis and biological evaluation of benzo [d] isothiazole, benzothiazole and thiazole Schiff bases. Bioorg Med Chem 11:4785-4789
    • (2003) Bioorg Med Chem , vol.11 , pp. 4785-4789
    • Vicini, P.1    Geronikaki, A.2    Incerti, M.3    Busonera, B.4    Poni, G.5    Cabras, C.A.6    La Colla, P.7
  • 5
    • 0036554285 scopus 로고    scopus 로고
    • S-methyldithiocarbazate and its Schiff bases: Evaluation of bondings and biological properties
    • 10.1080/10258140290027207 1:CAS:528:DC%2BD38Xks1yqurs%3D
    • Tarafder M, Kasbollah A, Saravanan N, Crouse KA, Ali AM (2002) S-methyldithiocarbazate and its Schiff bases: evaluation of bondings and biological properties. J Biochem Mol Biol Biophys 6:85-91
    • (2002) J Biochem Mol Biol Biophys , vol.6 , pp. 85-91
    • Tarafder, M.1    Kasbollah, A.2    Saravanan, N.3    Crouse, K.A.4    Ali, A.M.5
  • 7
    • 33746112996 scopus 로고    scopus 로고
    • Antibacterial cobalt (II), copper (II), nickel (II) and zinc (II) complexes of mercaptothiadiazole-derived furanyl, thienyl, pyrrolyl, salicylyl and pyridinyl Schiff bases
    • 10.1080/14756360500397505 1:CAS:528:DC%2BD28Xms1ajtbY%3D
    • Chohan ZH, Pervez H, Rauf A, Khan KM, Supuran CT (2006) Antibacterial cobalt (II), copper (II), nickel (II) and zinc (II) complexes of mercaptothiadiazole-derived furanyl, thienyl, pyrrolyl, salicylyl and pyridinyl Schiff bases. J Enzyme Inhib Med Chem 21:193-201
    • (2006) J Enzyme Inhib Med Chem , vol.21 , pp. 193-201
    • Chohan, Z.H.1    Pervez, H.2    Rauf, A.3    Khan, K.M.4    Supuran, C.T.5
  • 8
    • 2942519829 scopus 로고    scopus 로고
    • Antibacterial and antifungal mono-and di-substituted symmetrical and unsymmetrical triazine-derived Schiff-bases and their transition metal complexes
    • 10.1080/14756360310001656745 1:CAS:528:DC%2BD2cXjvFaqtLg%3D
    • Chohan ZH, Pervez H, Rauf A, Khan KM, Maharvi GM, Supuran CT (2004) Antibacterial and antifungal mono-and di-substituted symmetrical and unsymmetrical triazine-derived Schiff-bases and their transition metal complexes. J Enzyme Inhib Med Chem 19:161-168
    • (2004) J Enzyme Inhib Med Chem , vol.19 , pp. 161-168
    • Chohan, Z.H.1    Pervez, H.2    Rauf, A.3    Khan, K.M.4    Maharvi, G.M.5    Supuran, C.T.6
  • 9
    • 0034900201 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activity of some Schiff bases from benzothiazoles
    • Kabeer AS, Baseer M, Mote N (2001) Synthesis and antimicrobial activity of some Schiff bases from benzothiazoles. Asian J Chem 13:496-500
    • (2001) Asian J Chem , vol.13 , pp. 496-500
    • Kabeer, A.S.1    Baseer, M.2    Mote, N.3
  • 10
    • 33646111921 scopus 로고    scopus 로고
    • In vitro antibacterial, antifungal & cytotoxic activity of some isonicotinoylhydrazide Schiff's bases and their cobalt (II), copper (II), nickel (II) and zinc (II) complexes
    • 10.1080/14756360500456806 1:CAS:528:DC%2BD28XjtFCit7k%3D
    • Chohan ZH, Arif M, Shafiq Z, Yaqub M, Supuran CT (2006) In vitro antibacterial, antifungal & cytotoxic activity of some isonicotinoylhydrazide Schiff's bases and their cobalt (II), copper (II), nickel (II) and zinc (II) complexes. J Enzyme Inhib Med Chem 21:95-103
    • (2006) J Enzyme Inhib Med Chem , vol.21 , pp. 95-103
    • Chohan, Z.H.1    Arif, M.2    Shafiq, Z.3    Yaqub, M.4    Supuran, C.T.5
  • 11
    • 34248655921 scopus 로고    scopus 로고
    • Antifungal properties of Schiff bases of chitosan, N-substituted chitosan and quaternized chitosan
    • 10.1016/j.carres.2007.04.006 1:CAS:528:DC%2BD2sXlvVarsrg%3D
    • Guo Z, Xing R, Liu S, Zhong Z, Ji X, Wang L, Li P (2007) Antifungal properties of Schiff bases of chitosan, N-substituted chitosan and quaternized chitosan. Carbohydr Res 342:1329-1332
    • (2007) Carbohydr Res , vol.342 , pp. 1329-1332
    • Guo, Z.1    Xing, R.2    Liu, S.3    Zhong, Z.4    Ji, X.5    Wang, L.6    Li, P.7
  • 15
    • 31844444029 scopus 로고    scopus 로고
    • A DFT study of the reactivity of OH groups in quercetin and taxifolin antioxidants: The specificity of the 3-OH site
    • 10.1016/j.foodchem.2005.05.042 1:CAS:528:DC%2BD28XhtValtbY%3D
    • Trouillas P, Marsal P, Siri D, Lazzaroni R, Duroux J-L (2006) A DFT study of the reactivity of OH groups in quercetin and taxifolin antioxidants: the specificity of the 3-OH site. Food Chem 97:679-688
    • (2006) Food Chem , vol.97 , pp. 679-688
    • Trouillas, P.1    Marsal, P.2    Siri, D.3    Lazzaroni, R.4    Duroux, J.-L.5
  • 16
    • 33847372916 scopus 로고    scopus 로고
    • Density functional theory study of the conformational, electronic, and antioxidant properties of natural chalcones
    • 10.1021/jp066496+ 1:CAS:528:DC%2BD2sXot1altw%3D%3D
    • Kozlowski D, Trouillas P, Calliste C, Marsal P, Lazzaroni R, Duroux J-L (2007) Density functional theory study of the conformational, electronic, and antioxidant properties of natural chalcones. J Phys Chem A 111:1138-1145
    • (2007) J Phys Chem A , vol.111 , pp. 1138-1145
    • Kozlowski, D.1    Trouillas, P.2    Calliste, C.3    Marsal, P.4    Lazzaroni, R.5    Duroux, J.-L.6
  • 17
    • 84962433222 scopus 로고    scopus 로고
    • The molecular basis of working mechanism of natural polyphenolic antioxidants
    • 10.1016/j.foodchem.2010.08.012 1:CAS:528:DC%2BC3cXhtlGmt77P
    • Leopoldini M, Russo N, Toscano M (2011) The molecular basis of working mechanism of natural polyphenolic antioxidants. Food Chem 125:288-306
    • (2011) Food Chem , vol.125 , pp. 288-306
    • Leopoldini, M.1    Russo, N.2    Toscano, M.3
  • 18
    • 0141545082 scopus 로고    scopus 로고
    • A theoretical investigation on DPPH radical-scavenging mechanism of edaravone
    • 10.1016/j.bmcl.2003.07.016 1:CAS:528:DC%2BD3sXnvFGisrw%3D
    • Wang L-F, Zhang H-Y (2003) A theoretical investigation on DPPH radical-scavenging mechanism of edaravone. Bioorg Med Chem Lett 13:3789-3792
    • (2003) Bioorg Med Chem Lett , vol.13 , pp. 3789-3792
    • Wang, L.-F.1    Zhang, H.-Y.2
  • 19
    • 0029886243 scopus 로고    scopus 로고
    • Removal of hydrogen peroxide by thiol-specific antioxidant enzyme (TSA) is involved with its antioxidant properties TSA possesses thiol peroxidase activity
    • 10.1074/jbc.271.26.15315 1:CAS:528:DyaK28XjvFWitLw%3D
    • Netto LE, Chae HZ, Kang S-W, Rhee SG, Stadtman ER (1996) Removal of hydrogen peroxide by thiol-specific antioxidant enzyme (TSA) is involved with its antioxidant properties TSA possesses thiol peroxidase activity. J Biol Chem 271:15315-15321
    • (1996) J Biol Chem , vol.271 , pp. 15315-15321
    • Netto, L.E.1    Chae, H.Z.2    Kang, S.-W.3    Rhee, S.G.4    Stadtman, E.R.5
  • 20
    • 4244087065 scopus 로고
    • Reactive oxygen species in living systems: Source, biochemistry, and role in human disease
    • 10.1016/0002-9343(91)90279-7
    • Halliwell B (1991) Reactive oxygen species in living systems: source, biochemistry, and role in human disease. Am J Med 91:S14-S22
    • (1991) Am J Med , vol.91
    • Halliwell, B.1
  • 21
    • 0026020970 scopus 로고
    • Antioxidant defense systems: The role of carotenoids, tocopherols, and thiols
    • Di Mascio P, Murphy ME, Sies H (1991) Antioxidant defense systems: the role of carotenoids, tocopherols, and thiols. Am J Clin Nutr 53:194S-200S
    • (1991) Am J Clin Nutr , vol.53
    • Di Mascio, P.1    Murphy, M.E.2    Sies, H.3
  • 22
    • 0031373208 scopus 로고    scopus 로고
    • Antioxidant activity and active sites of phospholipids as antioxidants
    • 10.1007/s11746-997-0072-6 1:CAS:528:DyaK1cXnslCr
    • Saito H, Ishihara K (1997) Antioxidant activity and active sites of phospholipids as antioxidants. J Am Oil Chem Soc 74:1531-1536
    • (1997) J Am Oil Chem Soc , vol.74 , pp. 1531-1536
    • Saito, H.1    Ishihara, K.2
  • 23
    • 80053198391 scopus 로고    scopus 로고
    • Synthesis and antioxidant activity of oxazolyl/thiazolylsulfonylmethyl pyrazoles and isoxazoles
    • 10.1016/j.ejmech.2011.08.010 1:CAS:528:DC%2BC3MXht1amt7rE
    • Padmaja A, Rajasekhar C, Muralikrishna A, Padmavathi V (2011) Synthesis and antioxidant activity of oxazolyl/thiazolylsulfonylmethyl pyrazoles and isoxazoles. Eur J Med Chem 46:5034-5038
    • (2011) Eur J Med Chem , vol.46 , pp. 5034-5038
    • Padmaja, A.1    Rajasekhar, C.2    Muralikrishna, A.3    Padmavathi, V.4
  • 24
    • 0035912404 scopus 로고    scopus 로고
    • Localized electron transfer in nonpolar solution: Reaction of phenols and thiophenols with free solvent radical cations
    • 10.1021/jp002701o 1:CAS:528:DC%2BD3MXitFGlsrs%3D
    • Brede O, Ganapathi MR, Naumov S, Naumann W, Hermann R (2001) Localized electron transfer in nonpolar solution: reaction of phenols and thiophenols with free solvent radical cations. J Phys Chem A 105:3757-3764
    • (2001) J Phys Chem A , vol.105 , pp. 3757-3764
    • Brede, O.1    Ganapathi, M.R.2    Naumov, S.3    Naumann, W.4    Hermann, R.5
  • 25
    • 34249088888 scopus 로고    scopus 로고
    • Lone pair-π and π-π Interactions play an important role in proton-coupled electron transfer reactions
    • 10.1021/ja068090g 1:CAS:528:DC%2BD2sXktlyjt74%3D
    • DiLabio GA, Johnson ER (2007) Lone pair-π and π-π interactions play an important role in proton-coupled electron transfer reactions. J Am Chem Soc 129:6199-6203
    • (2007) J Am Chem Soc , vol.129 , pp. 6199-6203
    • Dilabio, G.A.1    Johnson, E.R.2
  • 26
    • 33846047459 scopus 로고    scopus 로고
    • Proton-coupled electron transfer in soybean lipoxygenase: Dynamical behavior and temperature dependence of kinetic isotope effects
    • 10.1021/ja0667211 1:CAS:528:DC%2BD28Xhtlaju73N
    • Hatcher E, Soudackov AV, Hammes-Schiffer S (2007) Proton-coupled electron transfer in soybean lipoxygenase: dynamical behavior and temperature dependence of kinetic isotope effects. J Am Chem Soc 129:187-196
    • (2007) J Am Chem Soc , vol.129 , pp. 187-196
    • Hatcher, E.1    Soudackov, A.V.2    Hammes-Schiffer, S.3
  • 27
    • 84863092181 scopus 로고    scopus 로고
    • Proton-coupled electron transfer: Classification scheme and guide to theoretical methods
    • 10.1039/c2ee03361e 1:CAS:528:DC%2BC38XptVWrsLs%3D
    • Hammes-Schiffer S (2012) Proton-coupled electron transfer: classification scheme and guide to theoretical methods. Energy Environ Sci 5:7696-7703
    • (2012) Energy Environ Sci , vol.5 , pp. 7696-7703
    • Hammes-Schiffer, S.1
  • 28
    • 33746875442 scopus 로고    scopus 로고
    • MPW1 K performs much better than B3LYP in DFT calculations on reactions that proceed by proton-coupled electron transfer (PCET)
    • 10.1021/ct050282z 1:CAS:528:DC%2BD28XitVKksL8%3D
    • Lingwood M, Hammond JR, Hrovat DA, Mayer JM, Borden WT (2006) MPW1 K performs much better than B3LYP in DFT calculations on reactions that proceed by proton-coupled electron transfer (PCET). J Chem Theory Comput 2:740-745
    • (2006) J Chem Theory Comput , vol.2 , pp. 740-745
    • Lingwood, M.1    Hammond, J.R.2    Hrovat, D.A.3    Mayer, J.M.4    Borden, W.T.5
  • 30
    • 64249121215 scopus 로고    scopus 로고
    • Acidity of hydroxyl groups: An overlooked influence on antiradical properties of flavonoids
    • 10.1021/jo802716v 1:CAS:528:DC%2BD1MXjtFKhtrc%3D
    • Musialik M, Kuzmicz R, Pawlowski Tomasz S, Litwinienko G (2009) Acidity of hydroxyl groups: an overlooked influence on antiradical properties of flavonoids. J Org Chem 74:2699-2709
    • (2009) J Org Chem , vol.74 , pp. 2699-2709
    • Musialik, M.1    Kuzmicz, R.2    Pawlowski Tomasz, S.3    Litwinienko, G.4
  • 32
    • 84860157821 scopus 로고    scopus 로고
    • Antioxidant activity of trans-resveratrol toward hydroxyl and hydroperoxyl radicals: A quantum chemical and computational kinetics study
    • 10.1021/jo3002134 1:CAS:528:DC%2BC38XltVWksbg%3D
    • Iuga C, Alvarez-Idaboy JRl, Russo N (2012) Antioxidant activity of trans-resveratrol toward hydroxyl and hydroperoxyl radicals: a quantum chemical and computational kinetics study. J Org Chem 77:3868-3877
    • (2012) J Org Chem , vol.77 , pp. 3868-3877
    • Iuga, C.1    Alvarez-Idaboy, J.2    Russo, N.3
  • 33
    • 83455235971 scopus 로고    scopus 로고
    • Detailed investigation of the OH radical quenching by natural antioxidant caffeic acid studied by quantum mechanical models
    • 10.1021/ct200572p 1:CAS:528:DC%2BC3MXhsVeltrfJ
    • Leopoldini M, Chiodo SG, Russo N, Toscano M (2011) Detailed investigation of the OH radical quenching by natural antioxidant caffeic acid studied by quantum mechanical models. J Chem Theory Comput 7:4218-4233
    • (2011) J Chem Theory Comput , vol.7 , pp. 4218-4233
    • Leopoldini, M.1    Chiodo, S.G.2    Russo, N.3    Toscano, M.4
  • 34
    • 84874871530 scopus 로고    scopus 로고
    • A physicochemical examination of the free radical scavenging activity of Trolox: Mechanism, kinetics and influence of the environment
    • 10.1039/c3cp43319f 1:CAS:528:DC%2BC3sXjsFGktr4%3D
    • Alberto ME, Russo N, Grand A, Galano A (2013) A physicochemical examination of the free radical scavenging activity of Trolox: mechanism, kinetics and influence of the environment. Phys Chem Chem Phys 15:4642-4650
    • (2013) Phys Chem Chem Phys , vol.15 , pp. 4642-4650
    • Alberto, M.E.1    Russo, N.2    Grand, A.3    Galano, A.4
  • 35
    • 36949063535 scopus 로고
    • Antioxidant determinations by the use of a stable free radical
    • 10.1038/1811199a0 1:CAS:528:DyaG1cXptF2ntw%3D%3D
    • Blois MS (1958) Antioxidant determinations by the use of a stable free radical. Nature 181:1199-1200
    • (1958) Nature , vol.181 , pp. 1199-1200
    • Blois, M.S.1
  • 37
    • 80054020584 scopus 로고    scopus 로고
    • UV/Visible spectra of natural polyphenols: A time-dependent density functional theory study
    • 10.1016/j.foodchem.2011.08.034 1:CAS:528:DC%2BC3MXht1OrtLrP
    • Anouar EH, Gierschner J, Duroux J-L, Trouillas P (2012) UV/Visible spectra of natural polyphenols: a time-dependent density functional theory study. Food Chem 131:79-89
    • (2012) Food Chem , vol.131 , pp. 79-89
    • Anouar, E.H.1    Gierschner, J.2    Duroux, J.-L.3    Trouillas, P.4
  • 38
  • 39
    • 77954335607 scopus 로고    scopus 로고
    • The inactivation of lipid peroxide radical by quercetin. A theoretical insight
    • 10.1039/b924521a 1:CAS:528:DC%2BC3cXotlWmsrs%3D
    • Chiodo SG, Leopoldini M, Russo N, Toscano M (2010) The inactivation of lipid peroxide radical by quercetin. A theoretical insight. Phys Chem Chem Phys 12:7662-7670
    • (2010) Phys Chem Chem Phys , vol.12 , pp. 7662-7670
    • Chiodo, S.G.1    Leopoldini, M.2    Russo, N.3    Toscano, M.4
  • 40
    • 4344577294 scopus 로고    scopus 로고
    • Hybrid meta density functional theory methods for thermochemistry, thermochemical kinetics, and noncovalent interactions: The MPW1B95 and MPWB1K models and comparative assessments for hydrogen bonding and van der Waals interactions
    • 10.1021/jp048147q 1:CAS:528:DC%2BD2cXmtVSnu7w%3D
    • Zhao Y, Truhlar DG (2004) Hybrid meta density functional theory methods for thermochemistry, thermochemical kinetics, and noncovalent interactions: the MPW1B95 and MPWB1K models and comparative assessments for hydrogen bonding and van der Waals interactions. J Phys Chem A 108:6908-6918
    • (2004) J Phys Chem A , vol.108 , pp. 6908-6918
    • Zhao, Y.1    Truhlar, D.G.2
  • 41
    • 34248590968 scopus 로고    scopus 로고
    • Tunneling in green tea: Understanding the antioxidant activity of catechol-containing compounds. A variational transition-state theory study
    • 10.1021/ja063766t 1:CAS:528:DC%2BD2sXktFegs78%3D
    • Tejero I, González-García N, González-Lafont À, Lluch JM (2007) Tunneling in green tea: understanding the antioxidant activity of catechol-containing compounds. A variational transition-state theory study. J Am Chem Soc 129:5846-5854
    • (2007) J Am Chem Soc , vol.129 , pp. 5846-5854
    • Tejero, I.1    González-García, N.2    González-Lafont, À.3    Lluch, J.M.4
  • 42
    • 84961980477 scopus 로고    scopus 로고
    • Quantum mechanical continuum solvation models
    • 10.1021/cr9904009 1:CAS:528:DC%2BD2MXmsVynurc%3D
    • Tomasi J, Mennucci B, Cammi R (2005) Quantum mechanical continuum solvation models. Chem Rev 105:2999-3093
    • (2005) Chem Rev , vol.105 , pp. 2999-3093
    • Tomasi, J.1    Mennucci, B.2    Cammi, R.3
  • 43
    • 3543004703 scopus 로고    scopus 로고
    • Water effect on the OH dissociation enthalpy of para-substituted phenols: A DFT study
    • 10.1021/jo0495236 1:CAS:528:DC%2BD2cXlsFKrs7c%3D
    • Guerra M, Amorati R, Pedulli GF (2004) Water effect on the OH dissociation enthalpy of para-substituted phenols: a DFT study. J Org Chem 69:5460-5467
    • (2004) J Org Chem , vol.69 , pp. 5460-5467
    • Guerra, M.1    Amorati, R.2    Pedulli, G.F.3
  • 44
    • 0000411005 scopus 로고
    • Electric-field induced intramolecular electron transfer in spiro.pi.-electron systems and their suitability as molecular electronic devices. A theoretical study
    • 10.1021/ja00167a016 1:CAS:528:DyaK3cXktFGlsbo%3D
    • Farazdel A, Dupuis M, Clementi E, Aviram A (1990) Electric-field induced intramolecular electron transfer in spiro.pi.-electron systems and their suitability as molecular electronic devices. A theoretical study. J Am Chem Soc 112:4206-4214
    • (1990) J Am Chem Soc , vol.112 , pp. 4206-4214
    • Farazdel, A.1    Dupuis, M.2    Clementi, E.3    Aviram, A.4
  • 45
    • 4043164887 scopus 로고    scopus 로고
    • Accurate description of van der Waals complexes by density functional theory including empirical corrections
    • 10.1002/jcc.20078 1:CAS:528:DC%2BD2cXmtFKgt78%3D
    • Grimme S (2004) Accurate description of van der Waals complexes by density functional theory including empirical corrections. J Comput Chem 25:1463-1473
    • (2004) J Comput Chem , vol.25 , pp. 1463-1473
    • Grimme, S.1
  • 46
    • 33750559983 scopus 로고    scopus 로고
    • Semiempirical GGA-type density functional constructed with a long-range dispersion correction
    • 10.1002/jcc.20495 1:CAS:528:DC%2BD28XhtFenu7bO
    • Grimme S (2006) Semiempirical GGA-type density functional constructed with a long-range dispersion correction. J Comput Chem 27:1787-1799
    • (2006) J Comput Chem , vol.27 , pp. 1787-1799
    • Grimme, S.1
  • 47
    • 77951680464 scopus 로고    scopus 로고
    • A consistent and accurate ab initio parametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu
    • 10.1063/1.3382344
    • Grimme S, Antony J, Ehrlich S, Krieg H (2010) A consistent and accurate ab initio parametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu. J Chem Phys 132:154104-154123
    • (2010) J Chem Phys , vol.132 , pp. 154104-154123
    • Grimme, S.1    Antony, J.2    Ehrlich, S.3    Krieg, H.4
  • 48
    • 84862178004 scopus 로고    scopus 로고
    • Highlights on anthocyanin pigmentation and copigmentation: A matter of flavonoid π-stacking complexation to be described by DFT-D
    • 10.1021/ct300276p
    • Di Meo F, Sancho Garcia JC, Dangles O, Trouillas P (2012) Highlights on anthocyanin pigmentation and copigmentation: a matter of flavonoid π-stacking complexation to be described by DFT-D. J Chem Theory Comput 8:2034-2043
    • (2012) J Chem Theory Comput , vol.8 , pp. 2034-2043
    • Di Meo, F.1    Sancho Garcia, J.C.2    Dangles, O.3    Trouillas, P.4
  • 49
    • 84859061927 scopus 로고    scopus 로고
    • The ORCA program system
    • 10.1002/wcms.81 1:CAS:528:DC%2BC38XhvFGls7s%3D
    • Neese F (2012) The ORCA program system. Wiley Interdiscip Rev Comput Mol Sci 2:73-78
    • (2012) Wiley Interdiscip Rev Comput Mol Sci , vol.2 , pp. 73-78
    • Neese, F.1
  • 51
    • 59349105675 scopus 로고    scopus 로고
    • Efficient, approximate and parallel Hartree-Fock and hybrid DFT calculations. A 'chain-of-spheres' algorithm for the Hartree-Fock exchange
    • 10.1016/j.chemphys.2008.10.036 1:CAS:528:DC%2BD1MXhs1eru7g%3D
    • Neese F, Wennmohs F, Hansen A, Becker U (2009) Efficient, approximate and parallel Hartree-Fock and hybrid DFT calculations. A 'chain-of-spheres' algorithm for the Hartree-Fock exchange. Chem Phys 356:98-109
    • (2009) Chem Phys , vol.356 , pp. 98-109
    • Neese, F.1    Wennmohs, F.2    Hansen, A.3    Becker, U.4
  • 52
    • 0001345994 scopus 로고
    • Calorimetric and equilibrium studies on some stable nitroxide and iminoxy radicals. Approximate oxygen-hydrogen bond dissociation energies in hydroxylamines and oximes
    • 10.1021/ja00807a018 1:CAS:528:DyaE2cXitVWmtA%3D%3D
    • Mahoney LR, Mendenhall GD, Ingold KU (1973) Calorimetric and equilibrium studies on some stable nitroxide and iminoxy radicals. Approximate oxygen-hydrogen bond dissociation energies in hydroxylamines and oximes. J Am Chem Soc 95:8610-8614
    • (1973) J Am Chem Soc , vol.95 , pp. 8610-8614
    • Mahoney, L.R.1    Mendenhall, G.D.2    Ingold, K.U.3


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