메뉴 건너뛰기




Volumn 6, Issue 6, 2011, Pages

Phenylpropanoid glycoside analogues: Enzymatic synthesis, antioxidant activity and theoretical study of their free radical scavenger mechanism

Author keywords

[No Author keywords available]

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; ASCORBIC ACID; BETA GALACTOSIDASE; COUMARIC ACID; GLYCOSIDE; LIPASE B; PHENYLPROPANOID GLYCOSIDE DERIVATIVE; UNCLASSIFIED DRUG; 3,4-DIHYDROXYPHENYLPROPIONIC ACID; BENZYL ALCOHOL DERIVATIVE; CAFFEIC ACID DERIVATIVE; DIHYDROCAFFEIC ACID; DIHYDROFERULIC ACID; GALACTOSE; HYDROXIDE; HYDROXIDE ION; LIPASE B, CANDIDA ANTARCTICA; SCAVENGER; TRIACYLGLYCEROL LIPASE; VANILLYL ALCOHOL;

EID: 79958053943     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0020115     Document Type: Article
Times cited : (50)

References (54)
  • 1
    • 85051947201 scopus 로고    scopus 로고
    • Handbook of nutraceuticals and functional foods
    • CRC Press: Boca Raton, FL, 2nd ed
    • Wildman, REC, (2006) Handbook of nutraceuticals and functional foods. CRC Press: Boca Raton, FL pp. 1-21 2nd ed.
    • (2006) , pp. 1-21
    • Wildman, R.E.C.1
  • 2
    • 0041303655 scopus 로고    scopus 로고
    • Phenylpropanoids from medicinal plants: distribution, classification, structural analysis, and biological activity
    • Kurkin VA, (2003) Phenylpropanoids from medicinal plants: distribution, classification, structural analysis, and biological activity. Chem Nat Comp 39: 123-153.
    • (2003) Chem Nat Comp , vol.39 , pp. 123-153
    • Kurkin, V.A.1
  • 3
    • 0344013141 scopus 로고    scopus 로고
    • Pharmacological activities and mechanism of natural phenyl propanoid glycosides
    • Pan J, Yuan C, Lin C, Jia Z, Zheng R, (2003) Pharmacological activities and mechanism of natural phenyl propanoid glycosides. Pharmazie 58: 767-775.
    • (2003) Pharmazie , vol.58 , pp. 767-775
    • Pan, J.1    Yuan, C.2    Lin, C.3    Jia, Z.4    Zheng, R.5
  • 5
    • 0030998721 scopus 로고    scopus 로고
    • Total synthesis of the phenylpropanoid glycoside, grayanoside A
    • Zhang SQ, Li ZJ, Wang AB, Cai MS, Feng R, (1997) Total synthesis of the phenylpropanoid glycoside, grayanoside A. Carbohydr Res 299: 281-285.
    • (1997) Carbohydr Res , vol.299 , pp. 281-285
    • Zhang, S.Q.1    Li, Z.J.2    Wang, A.B.3    Cai, M.S.4    Feng, R.5
  • 6
    • 0032052498 scopus 로고    scopus 로고
    • Synthesis of a phenylpropanoid glycoside, Osmanthuside B6
    • Zhang SQ, Li ZJ, Wang AB, Cai MS, Feng R, (1998) Synthesis of a phenylpropanoid glycoside, Osmanthuside B6. Carbohydr Res 308: 281-285.
    • (1998) Carbohydr Res , vol.308 , pp. 281-285
    • Zhang, S.Q.1    Li, Z.J.2    Wang, A.B.3    Cai, M.S.4    Feng, R.5
  • 7
    • 64549113015 scopus 로고    scopus 로고
    • Antioxidant assays for plant and food components
    • Moon JK, Shibamoto T, (2009) Antioxidant assays for plant and food components. J Agric Food Chem 57: 1655-1666.
    • (2009) J Agric Food Chem , vol.57 , pp. 1655-1666
    • Moon, J.K.1    Shibamoto, T.2
  • 8
    • 23044514359 scopus 로고    scopus 로고
    • Reaction of hydroxyl radical with phenylpropanoid glycoside and its derivatives by pulse radiolysis
    • Shi Y, Wang W, Kang J, Shi Y, Jia Z, Wang Y, et al. (1999) Reaction of hydroxyl radical with phenylpropanoid glycoside and its derivatives by pulse radiolysis. Sci China Ser C-Life Sci 42: 420-426.
    • (1999) Sci China Ser C-Life Sci , vol.42 , pp. 420-426
    • Shi, Y.1    Wang, W.2    Kang, J.3    Shi, Y.4    Jia, Z.5    Wang, Y.6
  • 9
    • 79958070884 scopus 로고    scopus 로고
    • Use of Verbascoside as a stimulant agent for the production of thermal shock proteins by the cells of the skin
    • inventors
    • Robin JR, Rolland Y, inventors, (2004) Use of Verbascoside as a stimulant agent for the production of thermal shock proteins by the cells of the skin. French patent FR WO/2004/069218.
    • (2004) French Patent FR WO/2004/069218
    • Robin, J.R.1    Rolland, Y.2
  • 10
    • 79958070304 scopus 로고    scopus 로고
    • Use of an Extract of Aloysia/Verbena/Lippia triphylla/Citriodora for the treatment of chronic and/or inflammatory diseases
    • inventors
    • Balan K, Paper D, inventors, (2006) Use of an Extract of Aloysia/Verbena/Lippia triphylla/Citriodora for the treatment of chronic and/or inflammatory diseases. United States patent US 2006/0280820A1.
    • (2006) United States Patent US 2006/0280820A1
    • Balan, K.1    Paper, D.2
  • 11
    • 20444413068 scopus 로고    scopus 로고
    • Total synthesis of syringalide B, a phenylpropanoid glycoside
    • Li Q, Li SC, Li H, Cai MS, Li ZJ, (2005) Total synthesis of syringalide B, a phenylpropanoid glycoside. Carbohydr Res 340: 1601-1604.
    • (2005) Carbohydr Res , vol.340 , pp. 1601-1604
    • Li, Q.1    Li, S.C.2    Li, H.3    Cai, M.S.4    Li, Z.J.5
  • 12
    • 33748656924 scopus 로고    scopus 로고
    • Studies on glycosides X X VI: Total synthesis of the phenylpropanoid glycoside, Eutigoside A
    • Li Z, Zhang S, Wang A, Cai M, (1998) Studies on glycosides X X VI: Total synthesis of the phenylpropanoid glycoside, Eutigoside A. Acta Chim Sin 56: 1128-1134.
    • (1998) Acta Chim Sin , vol.56 , pp. 1128-1134
    • Li, Z.1    Zhang, S.2    Wang, A.3    Cai, M.4
  • 13
    • 0032784301 scopus 로고    scopus 로고
    • Total synthesis of the phenylpropanoid glycoside, acteoside
    • Kawada T, Asano R, Hayashida S, Sakuno T, (1999) Total synthesis of the phenylpropanoid glycoside, acteoside. J Org Chem 64: 9268-9271.
    • (1999) J Org Chem , vol.64 , pp. 9268-9271
    • Kawada, T.1    Asano, R.2    Hayashida, S.3    Sakuno, T.4
  • 15
    • 0033855989 scopus 로고    scopus 로고
    • Synthesis of conandroside: A dihydroxyphenylethyl glycoside from Conandron ramaidioides
    • Kawada T, Asano R, Makino K, Sakuno T, (2000) Synthesis of conandroside: A dihydroxyphenylethyl glycoside from Conandron ramaidioides. Eur J Org Chem 15: 2723-2727.
    • (2000) Eur J Org Chem , vol.15 , pp. 2723-2727
    • Kawada, T.1    Asano, R.2    Makino, K.3    Sakuno, T.4
  • 16
    • 0142134906 scopus 로고    scopus 로고
    • Synthesis of isoacteoside, a dihydroxyphenylethyl glycoside
    • Kawada T, Asano R, Makino K, Sakuno T, (2002) Synthesis of isoacteoside, a dihydroxyphenylethyl glycoside. J Wood Sci 48: 512-515.
    • (2002) J Wood Sci , vol.48 , pp. 512-515
    • Kawada, T.1    Asano, R.2    Makino, K.3    Sakuno, T.4
  • 17
    • 33747418567 scopus 로고    scopus 로고
    • Synthesis of plantamajoside, a bioactive dihydroxyphenylethyl glycoside from Plantago major
    • Kawada T, Yoneda Y, Asano R, Kan-no I, Schmid W, (2006) Synthesis of plantamajoside, a bioactive dihydroxyphenylethyl glycoside from Plantago major. L Holzforschung 60: 492-497.
    • (2006) L Holzforschung , vol.60 , pp. 492-497
    • Kawada, T.1    Yoneda, Y.2    Asano, R.3    Kan-no, I.4    Schmid, W.5
  • 18
    • 33748901637 scopus 로고    scopus 로고
    • Synthesis of a benzyl-protected analog of arenarioside, a trisaccharide phenylpropanoid glycoside
    • Zhou FY, She J, Wang YG, (2006) Synthesis of a benzyl-protected analog of arenarioside, a trisaccharide phenylpropanoid glycoside. Carbohydr Res 341: 2469-2477.
    • (2006) Carbohydr Res , vol.341 , pp. 2469-2477
    • Zhou, F.Y.1    She, J.2    Wang, Y.G.3
  • 19
    • 62549106593 scopus 로고    scopus 로고
    • Glycosidases: a key to tailored carbohydrates
    • Bojarová P, Kren V, (2009) Glycosidases: a key to tailored carbohydrates. Trends Biotechnol 27: 199-209.
    • (2009) Trends Biotechnol , vol.27 , pp. 199-209
    • Bojarová, P.1    Kren, V.2
  • 20
    • 33646867639 scopus 로고    scopus 로고
    • Lipases: Useful biocatalysts for the preparation of pharmaceuticals
    • Gotor-Fernández V, Brieva R, Gotor V, (2006) Lipases: Useful biocatalysts for the preparation of pharmaceuticals. J Mol Catal B-Enzym 40: 111-120.
    • (2006) J Mol Catal B-Enzym , vol.40 , pp. 111-120
    • Gotor-Fernández, V.1    Brieva, R.2    Gotor, V.3
  • 21
    • 32344441503 scopus 로고    scopus 로고
    • β-Galactosidase catalyzed selective galactosylation of aromatic compounds
    • Bridiau N, Taboubi S, Marzouki N, Legoy MD, Maugard T, (2006) β-Galactosidase catalyzed selective galactosylation of aromatic compounds. Biotechnol Prog 22: 326-330.
    • (2006) Biotechnol Prog , vol.22 , pp. 326-330
    • Bridiau, N.1    Taboubi, S.2    Marzouki, N.3    Legoy, M.D.4    Maugard, T.5
  • 22
    • 0034681499 scopus 로고    scopus 로고
    • Substrate specificity of lipase B from Candida antarctica in the synthesis of arylaliphatic glycolipids
    • Otto RT, Scheib H, Bornscheuer UT, Pleiss J, Syldatk C, Schmid RD, (2000) Substrate specificity of lipase B from Candida antarctica in the synthesis of arylaliphatic glycolipids. J Mol Catal B-Enzym 8: 201-211.
    • (2000) J Mol Catal B-Enzym , vol.8 , pp. 201-211
    • Otto, R.T.1    Scheib, H.2    Bornscheuer, U.T.3    Pleiss, J.4    Syldatk, C.5    Schmid, R.D.6
  • 23
    • 37849009734 scopus 로고    scopus 로고
    • Comparative esterification of phenylpropanoids versus hydrophenylpropanoids acids catalyzed by lipase in organic solvent media
    • Cassani J, Luna H, Navarro A, Castillo E, (2007) Comparative esterification of phenylpropanoids versus hydrophenylpropanoids acids catalyzed by lipase in organic solvent media. Electron J Biotechnol 10: 508-513.
    • (2007) Electron J Biotechnol , vol.10 , pp. 508-513
    • Cassani, J.1    Luna, H.2    Navarro, A.3    Castillo, E.4
  • 24
    • 33747605566 scopus 로고    scopus 로고
    • Direct acylation of flavonoid glycosides with phenolic acids catalysed by Candida antarctica lipase B (Novozym 435®)
    • Stevenson DE, Wibisono R, Jensen DJ, Stanley RA, Cooney JM, (2006) Direct acylation of flavonoid glycosides with phenolic acids catalysed by Candida antarctica lipase B (Novozym 435®). Enzyme Microb Technol 39: 1236-1241.
    • (2006) Enzyme Microb Technol , vol.39 , pp. 1236-1241
    • Stevenson, D.E.1    Wibisono, R.2    Jensen, D.J.3    Stanley, R.A.4    Cooney, J.M.5
  • 26
    • 33645871834 scopus 로고    scopus 로고
    • Enzymatic synthesis of cinnamic acid derivatives
    • Lee GS, Widjaja A, Ju YH, (2006) Enzymatic synthesis of cinnamic acid derivatives. Biotechnol Lett 28: 581-585.
    • (2006) Biotechnol Lett , vol.28 , pp. 581-585
    • Lee, G.S.1    Widjaja, A.2    Ju, Y.H.3
  • 27
    • 0035931358 scopus 로고    scopus 로고
    • Enzymatic synthesis of hydrophilic and hydrophobic derivatives of natural phenolic acids in organic media
    • Stamatis H, Sereti V, Kolisis FN, (2001) Enzymatic synthesis of hydrophilic and hydrophobic derivatives of natural phenolic acids in organic media. J Mol Catal B-Enzym 11: 323-328.
    • (2001) J Mol Catal B-Enzym , vol.11 , pp. 323-328
    • Stamatis, H.1    Sereti, V.2    Kolisis, F.N.3
  • 28
    • 0038040658 scopus 로고    scopus 로고
    • An experimental approach to structure-activity relationships of caffeic and dihydrocaffeic acids and related monophenols
    • Nenadis N, Boyle S, Bakalbassis EG, Tsimidou M, (2003) An experimental approach to structure-activity relationships of caffeic and dihydrocaffeic acids and related monophenols. J Am Oil Chem Soc 80: 451-458.
    • (2003) J Am Oil Chem Soc , vol.80 , pp. 451-458
    • Nenadis, N.1    Boyle, S.2    Bakalbassis, E.G.3    Tsimidou, M.4
  • 29
    • 0037164023 scopus 로고    scopus 로고
    • Isolation and identification of DPPH radical scavenging compounds in Kurosu (Japanese unpolished rice vinegar)
    • Shimoji Y, Tamura Y, Nakamura Y, Nanda K, Nishidai S, Nishikawa Y, et al. (2002) Isolation and identification of DPPH radical scavenging compounds in Kurosu (Japanese unpolished rice vinegar). J Agric Food Chem 50: 6501-6503.
    • (2002) J Agric Food Chem , vol.50 , pp. 6501-6503
    • Shimoji, Y.1    Tamura, Y.2    Nakamura, Y.3    Nanda, K.4    Nishidai, S.5    Nishikawa, Y.6
  • 30
    • 36049005689 scopus 로고    scopus 로고
    • Hydroxylated hydrocinnamides as hypocholesterolemic Agents
    • Lee S, Lee CH, Kim E, Jung SH, Lee HK, (2007) Hydroxylated hydrocinnamides as hypocholesterolemic Agents. Bull Korean Chem Soc 28: 1787-1791.
    • (2007) Bull Korean Chem Soc , vol.28 , pp. 1787-1791
    • Lee, S.1    Lee, C.H.2    Kim, E.3    Jung, S.H.4    Lee, H.K.5
  • 31
    • 77954266959 scopus 로고    scopus 로고
    • Antioxidant activities, total phenolics and flavonoids content in two varieties of Malaysia Young Ginger (Zingiber officinale Roscoe)
    • Moon JK, Shibamoto T, (2010) Antioxidant activities, total phenolics and flavonoids content in two varieties of Malaysia Young Ginger (Zingiber officinale Roscoe). Molecules 15: 4324-33.
    • (2010) Molecules , vol.15 , pp. 4324-4333
    • Moon, J.K.1    Shibamoto, T.2
  • 32
    • 14644409019 scopus 로고    scopus 로고
    • The use of the stable free radical diphenylpicrylhydrazyl (DPPH) for estimating antioxidant activity
    • Molyneux P, (2004) The use of the stable free radical diphenylpicrylhydrazyl (DPPH) for estimating antioxidant activity. Songklanakarin J Sci Technol 26: 211-219.
    • (2004) Songklanakarin J Sci Technol , vol.26 , pp. 211-219
    • Molyneux, P.1
  • 33
    • 40949083840 scopus 로고    scopus 로고
    • Methodological aspects about in vitro evaluation of antioxidant properties
    • Magalhães LM, Segundo MA, Reis S, Lima JL, (2008) Methodological aspects about in vitro evaluation of antioxidant properties. Anal Chim Acta 613: 1-19.
    • (2008) Anal Chim Acta , vol.613 , pp. 1-19
    • Magalhães, L.M.1    Segundo, M.A.2    Reis, S.3    Lima, J.L.4
  • 34
    • 0032086769 scopus 로고    scopus 로고
    • HPLC method for evaluation of the free radical-scavenging activity of foods by using 1,1-diphenyl-2-picrylhydrazyl
    • Yamaguchi T, Takamura H, Matoba T, Terao J, (1998) HPLC method for evaluation of the free radical-scavenging activity of foods by using 1,1-diphenyl-2-picrylhydrazyl. Biosci Biotechnol Biochem 62: 1201-1204.
    • (1998) Biosci Biotechnol Biochem , vol.62 , pp. 1201-1204
    • Yamaguchi, T.1    Takamura, H.2    Matoba, T.3    Terao, J.4
  • 35
    • 4243553426 scopus 로고    scopus 로고
    • Density-functional exchange-energy approximation with correct asymptotic behavior
    • Becke AD (1998) Density-functional exchange-energy approximation with correct asymptotic behavior. Phys Rev A 38: 3098-3100.
    • (1998) Phys Rev A , vol.38 , pp. 3098-3100
    • Becke, A.D.1
  • 36
    • 0345491105 scopus 로고    scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
    • Lee C, Yang W, Parr RG (1998) Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys Rev B 37: 785-789.
    • (1998) Phys Rev B , vol.37 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 37
    • 26844534384 scopus 로고
    • Self-consistent molecular orbital methods. XX. A bases set for correlated wave functions
    • Krishnan R, Binkley JS, Seeger R, Pople JA (1980) Self-consistent molecular orbital methods. XX. A bases set for correlated wave functions. J Chem Phys 72: 650-654.
    • (1980) J Chem Phys , vol.72 , pp. 650-654
    • Krishnan, R.1    Binkley, J.S.2    Seeger, R.3    Pople, J.A.4
  • 38
    • 0141509423 scopus 로고
    • Contracted Gaussian basis sets for molecular calculations. I. Second row atoms, Z = 11-18
    • McLean AD, Chandler GS (1980) Contracted Gaussian basis sets for molecular calculations. I. Second row atoms, Z = 11-18. J Chem Phys 72: 5639-5648.
    • (1980) J Chem Phys , vol.72 , pp. 5639-5648
    • McLean, A.D.1    Chandler, G.S.2
  • 39
    • 84986468715 scopus 로고
    • Efficient diffuse function-augmented basis sets for anions calculations. III. The 3-21+G basis set for first-row elements, Li-F
    • Clark T, Chandrasekhar J, Spitznagel GW, Schleyer PVR (1980) Efficient diffuse function-augmented basis sets for anions calculations. III. The 3-21+G basis set for first-row elements, Li-F. J Comput Chem 4: 294-301.
    • (1980) J Comput Chem , vol.4 , pp. 294-301
    • Clark, T.1    Chandrasekhar, J.2    Spitznagel, G.W.3    Schleyer, P.V.R.4
  • 40
    • 0031209054 scopus 로고    scopus 로고
    • A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics
    • Cancès MT, Mennucci B, Tomasi J (1997) A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics. J Chem Phys 107: 3032-3041.
    • (1997) J Chem Phys , vol.107 , pp. 3032-3041
    • Cancès, M.T.1    Mennucci, B.2    Tomasi, J.3
  • 41
    • 84961979198 scopus 로고    scopus 로고
    • Continuum solvation models: A new approach to the problem of solute's charge distribution and cavity boundaries
    • Mennucci B, Tomasi J (1997) Continuum solvation models: A new approach to the problem of solute's charge distribution and cavity boundaries. J Chem Phys 106: 5151-5158.
    • (1997) J Chem Phys , vol.106 , pp. 5151-5158
    • Mennucci, B.1    Tomasi, J.2
  • 42
    • 84962428823 scopus 로고    scopus 로고
    • The IEF version of the PCM salvation method: an overview of a new method addressed to study molecular solutes at the QMab initio level
    • Tomasi J, Mennucci B, Cancès E (1997) The IEF version of the PCM salvation method: an overview of a new method addressed to study molecular solutes at the QMab initio level. J Mol Struct 464: 211-226.
    • (1997) J Mol Struct , vol.464 , pp. 211-226
    • Tomasi, J.1    Mennucci, B.2    Cancès, E.3
  • 44
    • 0027213579 scopus 로고
    • Optimization of alkyl β-D-galactopyranoside synthesis from lactose using commercially available β-galactosidases
    • Stevenson DE, Stanley RA, Furneaux RH, (1993) Optimization of alkyl β-D-galactopyranoside synthesis from lactose using commercially available β-galactosidases. Biotechnol Bioeng 42: 657-666.
    • (1993) Biotechnol Bioeng , vol.42 , pp. 657-666
    • Stevenson, D.E.1    Stanley, R.A.2    Furneaux, R.H.3
  • 45
    • 59449102069 scopus 로고    scopus 로고
    • Lipase-catalyzed synthesis of phenolic lipids from fish liver oil and dihydrocaffeic acid
    • Sabally K, Karboune S, St-Louis R, Kermasha S, (2007) Lipase-catalyzed synthesis of phenolic lipids from fish liver oil and dihydrocaffeic acid. Biocatal Biotransform 25: 211-218.
    • (2007) Biocatal Biotransform , vol.25 , pp. 211-218
    • Sabally, K.1    Karboune, S.2    St-Louis, R.3    Kermasha, S.4
  • 46
    • 0038218020 scopus 로고    scopus 로고
    • Lipase-catalyzed síntesis of xylitol monoesters: solvent engineering approach
    • Castillo E, Pezzotti F, Navarro A, López-Munguía A, (2003) Lipase-catalyzed síntesis of xylitol monoesters: solvent engineering approach. J Biotechnol 102: 251-259.
    • (2003) J Biotechnol , vol.102 , pp. 251-259
    • Castillo, E.1    Pezzotti, F.2    Navarro, A.3    López-Munguía, A.4
  • 48
    • 0033917367 scopus 로고    scopus 로고
    • Phenolic acids and derivatives: studies on the relationship among structure, radical scavenging activity, and physicochemical parameters
    • Silva FA, Borges F, Guimarães C, Lima JL, Matos C, Reis S, (2000) Phenolic acids and derivatives: studies on the relationship among structure, radical scavenging activity, and physicochemical parameters. J Agric Food Chem 48: 2122-2126.
    • (2000) J Agric Food Chem , vol.48 , pp. 2122-2126
    • Silva, F.A.1    Borges, F.2    Guimarães, C.3    Lima, J.L.4    Matos, C.5    Reis, S.6
  • 49
    • 0345060394 scopus 로고    scopus 로고
    • Methanolic extract of Verbascum macrurum as a source of natural preservatives against oxidative rancidity
    • Aligiannis N, Mitaku S, Tsitsa-Tsardis E, Harvala C, Tsaknis I, Lalas S, et al. (2003) Methanolic extract of Verbascum macrurum as a source of natural preservatives against oxidative rancidity. J Agric Food Chem 51: 7308-7312.
    • (2003) J Agric Food Chem , vol.51 , pp. 7308-7312
    • Aligiannis, N.1    Mitaku, S.2    Tsitsa-Tsardis, E.3    Harvala, C.4    Tsaknis, I.5    Lalas, S.6
  • 53
    • 69549120229 scopus 로고    scopus 로고
    • What is important to prevent oxidative stress? A theoretical study on electron transfer reactions between carotenoids and free radicals
    • Martínez A, Vargas R, Galano A (2009) What is important to prevent oxidative stress? A theoretical study on electron transfer reactions between carotenoids and free radicals. J Phys Chem B 113: 12113-12120.
    • (2009) J Phys Chem B , vol.113 , pp. 12113-12120
    • Martínez, A.1    Vargas, R.2    Galano, A.3
  • 54
    • 77952053791 scopus 로고    scopus 로고
    • Single walled carbon nanotubes with different structures through electron transfer reactions
    • single walled carbon nanotubes with different structures through electron transfer reactions. J Phys Chem C 114: 8184-8191.
    • J Phys Chem C , vol.114 , pp. 8184-8191


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.