메뉴 건너뛰기




Volumn 232, Issue , 2017, Pages 808-819

Influence of the chemical structure on the odor qualities and odor thresholds of guaiacol-derived odorants, Part 1: Alkylated, alkenylated and methoxylated derivatives

Author keywords

4 Ethylguaiacol; 5 Methoxyguaiacol; Gas chromatography olfactometry; Odorant; Retention index

Indexed keywords

ALCOHOLS; CHROMATOGRAPHY; ODORS;

EID: 85018497508     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2017.04.070     Document Type: Article
Times cited : (24)

References (39)
  • 1
    • 0024481831 scopus 로고
    • Tobacco smoke chemistry. 2. Alkyl and alkenyl substituted guaiacols found in cigarette smoke condensate
    • Arnarp, J., Bielawski, J., Dahlin, B.M., Dahlman, O., Enzell, C.R., Pettersson, T., Tobacco smoke chemistry. 2. Alkyl and alkenyl substituted guaiacols found in cigarette smoke condensate. Acta Chemica Scandinavica 43:1 (1989), 44–50, 10.3891/acta.chem.scand.43-0044.
    • (1989) Acta Chemica Scandinavica , vol.43 , Issue.1 , pp. 44-50
    • Arnarp, J.1    Bielawski, J.2    Dahlin, B.M.3    Dahlman, O.4    Enzell, C.R.5    Pettersson, T.6
  • 3
    • 84863398245 scopus 로고    scopus 로고
    • Constituents of the essential oil from leaves and buds of clove (Syzigium caryophyllatum (L.) Alston)
    • Bhuiyan, N.I., Begum, J., Nandi, N.C., Akter, F., Constituents of the essential oil from leaves and buds of clove (Syzigium caryophyllatum (L.) Alston). African Journal of Plant Science 4:11 (2010), 451–454.
    • (2010) African Journal of Plant Science , vol.4 , Issue.11 , pp. 451-454
    • Bhuiyan, N.I.1    Begum, J.2    Nandi, N.C.3    Akter, F.4
  • 4
    • 0000931076 scopus 로고
    • Intensive neutral odorants of linden honey. Differences from honeys of other botanical origin
    • 189(Copyright (C) 2012 American Chemical Society (ACS). All Rights Reserved.), 426–433. doi:.
    • Blank, I., Fischer, K. H., & Grosch, W. (1989). Intensive neutral odorants of linden honey. Differences from honeys of other botanical origin. Zeitschrift fur Lebensmittel-Untersuchung und -Forschung, 189(Copyright (C) 2012 American Chemical Society (ACS). All Rights Reserved.), 426–433. doi: http://dx.doi.org/10.1007/bf01028316.
    • (1989) Zeitschrift fur Lebensmittel-Untersuchung und -Forschung
    • Blank, I.1    Fischer, K.H.2    Grosch, W.3
  • 6
    • 84863034633 scopus 로고    scopus 로고
    • QSRR Study of GC retention indices of volatile compounds emitted from mosla chinensis maxim by multiple linear regression
    • Cao, H., Li, Z., Chen, X., QSRR Study of GC retention indices of volatile compounds emitted from mosla chinensis maxim by multiple linear regression. Chinese Journal of Chemistry 29:10 (2011), 2187–2196, 10.1002/cjoc.201180379.
    • (2011) Chinese Journal of Chemistry , vol.29 , Issue.10 , pp. 2187-2196
    • Cao, H.1    Li, Z.2    Chen, X.3
  • 7
    • 70349546336 scopus 로고    scopus 로고
    • Synthesis and in vitro activity of heterocyclic inhibitors of CYP2A6 and CYP2A13, two cytochrome P450 enzymes present in the respiratory tract
    • 10(Copyright (C) 2012 American Chemical Society (ACS). All Rights Reserved.), 1562–1567. doi:
    • Chougnet, A., Woggon, W.-D., Locher, E., & Schilling, B. (2009). Synthesis and in vitro activity of heterocyclic inhibitors of CYP2A6 and CYP2A13, two cytochrome P450 enzymes present in the respiratory tract. ChemBioChem, 10(Copyright (C) 2012 American Chemical Society (ACS). All Rights Reserved.), 1562–1567. doi: http://dx.doi.org/10.1002/cbic.200800712.
    • (2009) ChemBioChem
    • Chougnet, A.1    Woggon, W.-D.2    Locher, E.3    Schilling, B.4
  • 8
    • 19544392336 scopus 로고    scopus 로고
    • Microwave-mediated claisen rearrangement followed by phenol oxidation: a simple route to naturally occurring 1,4-benzoquinones. The first syntheses of verapliquinones A and B and panicein A
    • Davis, C.J., Hurst, T.E., Jacob, A.M., Moody, C.J., Microwave-mediated claisen rearrangement followed by phenol oxidation: a simple route to naturally occurring 1,4-benzoquinones. The first syntheses of verapliquinones A and B and panicein A. Journal of Organic Chemistry 70:11 (2005), 4414–4422, 10.1021/jo050336x.
    • (2005) Journal of Organic Chemistry , vol.70 , Issue.11 , pp. 4414-4422
    • Davis, C.J.1    Hurst, T.E.2    Jacob, A.M.3    Moody, C.J.4
  • 9
    • 0034707908 scopus 로고    scopus 로고
    • Pheromones: Exploitation of gut bacteria in the locust
    • 851-851
    • Dillon, R.J., Vennard, C.T., Charnley, A.K., Pheromones: Exploitation of gut bacteria in the locust. Nature, 403(6772), 2000 851-851.
    • (2000) Nature , vol.403 , Issue.6772
    • Dillon, R.J.1    Vennard, C.T.2    Charnley, A.K.3
  • 10
    • 64249111986 scopus 로고    scopus 로고
    • Isolation of chavibetol from essential oil of Pimenta pseudocaryophyllus leaf by high-speed counter-current chromatography
    • dos Santos, B.C.B., da Silva, J.C.T., Guerrero, P.G. Jr, Leitão, G.G., Barata, L.E.S., Isolation of chavibetol from essential oil of Pimenta pseudocaryophyllus leaf by high-speed counter-current chromatography. Journal of Chromatography A 1216:19 (2009), 4303–4306, 10.1016/j.chroma.2009.01.111.
    • (2009) Journal of Chromatography A , vol.1216 , Issue.19 , pp. 4303-4306
    • dos Santos, B.C.B.1    da Silva, J.C.T.2    Guerrero, P.G.3    Leitão, G.G.4    Barata, L.E.S.5
  • 11
    • 84969504603 scopus 로고    scopus 로고
    • Structure-odor relationships of linalool, linalyl acetate and their corresponding oxygenated derivatives
    • Elsharif, S., Banerjee, A., Buettner, A., Structure-odor relationships of linalool, linalyl acetate and their corresponding oxygenated derivatives. Frontiers in Chemistry, 3(57), 2015, 10.3389/fchem.2015.00057.
    • (2015) Frontiers in Chemistry , vol.3 , Issue.57
    • Elsharif, S.1    Banerjee, A.2    Buettner, A.3
  • 12
    • 85043755225 scopus 로고    scopus 로고
    • Structure-odor relationship study on geraniol, nerol, and their synthesized oxygenated derivatives
    • Elsharif, S., Buettner, A., Structure-odor relationship study on geraniol, nerol, and their synthesized oxygenated derivatives. Journal of Agricultural and Food Chemistry, 2016, 10.1021/acs.jafc.6b04534.
    • (2016) Journal of Agricultural and Food Chemistry
    • Elsharif, S.1    Buettner, A.2
  • 13
    • 0041750784 scopus 로고    scopus 로고
    • Vanillin Kirk-Othmer encyclopedia of chemical technology
    • 4th ed. John Wiley & Sons New York (4th edition, Vol. 24, pp. 812–825)
    • Esposito, L.J., Formanek, K., Kientz, G., Mauger, F., Maureaux, V., Robert, G., Truchet, F., Vanillin Kirk-Othmer encyclopedia of chemical technology. 4th ed., 1997, John Wiley & Sons, New York (4th edition, Vol. 24, pp. 812–825).
    • (1997)
    • Esposito, L.J.1    Formanek, K.2    Kientz, G.3    Mauger, F.4    Maureaux, V.5    Robert, G.6    Truchet, F.7
  • 14
    • 0006194901 scopus 로고    scopus 로고
    • Phenol derivatives Ullmann's encyclopedia of industrial chemistry
    • Wiley-VCH Verlag GmbH & Co. KGaA
    • Fiege, H., Voges, H.-W., Hamamoto, T., Umemura, S., Iwata, T., Miki, H., Paulus, W., Phenol derivatives Ullmann's encyclopedia of industrial chemistry. 2000, Wiley-VCH Verlag GmbH & Co. KGaA.
    • (2000)
    • Fiege, H.1    Voges, H.-W.2    Hamamoto, T.3    Umemura, S.4    Iwata, T.5    Miki, H.6    Paulus, W.7
  • 15
    • 0000144378 scopus 로고
    • A comparative study of the potent odorants of different virgin olive oils
    • Guth, H., Grosch, W., A comparative study of the potent odorants of different virgin olive oils. Lipid/Fett 93:9 (1991), 335–339, 10.1002/lipi.19910930903.
    • (1991) Lipid/Fett , vol.93 , Issue.9 , pp. 335-339
    • Guth, H.1    Grosch, W.2
  • 17
    • 84865737722 scopus 로고
    • Synthesis of 4-Hydroxy-3-ethoxy-1-allylbenzene From 4-Hydroxy-3-methoxy-1-allylbenzene (Eugenol)
    • Hirao, N., Synthesis of 4-Hydroxy-3-ethoxy-1-allylbenzene From 4-Hydroxy-3-methoxy-1-allylbenzene (Eugenol). Bulletin of the Chemical Society of Japan 11:3 (1936), 179–184, 10.1246/bcsj.11.179.
    • (1936) Bulletin of the Chemical Society of Japan , vol.11 , Issue.3 , pp. 179-184
    • Hirao, N.1
  • 19
    • 1842536905 scopus 로고    scopus 로고
    • Formulation and evaluation of mucoadhesive tablets containing eugenol for the treatment of periodontal diseases
    • Jadhav, B.K., Khandelwal, K.R., Ketkar, A.R., Pisal, S.S., Formulation and evaluation of mucoadhesive tablets containing eugenol for the treatment of periodontal diseases. Drug Development and Industrial Pharmacy 30:2 (2004), 195–203, 10.1081/DDC-120028715.
    • (2004) Drug Development and Industrial Pharmacy , vol.30 , Issue.2 , pp. 195-203
    • Jadhav, B.K.1    Khandelwal, K.R.2    Ketkar, A.R.3    Pisal, S.S.4
  • 20
    • 34848899273 scopus 로고    scopus 로고
    • Genetic variation in a human odorant receptor alters odour perception
    • Keller, A., Zhuang, H., Chi, Q., Vosshall, L.B., Matsunami, H., Genetic variation in a human odorant receptor alters odour perception. Nature 449:7161 (2007), 468–472 http://www.nature.com/nature/journal/v449/n7161/suppinfo/nature06162_S1.html.
    • (2007) Nature , vol.449 , Issue.7161 , pp. 468-472
    • Keller, A.1    Zhuang, H.2    Chi, Q.3    Vosshall, L.B.4    Matsunami, H.5
  • 21
    • 33745601102 scopus 로고    scopus 로고
    • Eugenol and isoeugenol, characteristic aromatic constituents of spices, are biosynthesized via reduction of a coniferyl alcohol ester
    • Koeduka, T., Fridman, E., Gang, D.R., Vassão, D.G., Jackson, B.L., Kish, C.M., Pichersky, E., Eugenol and isoeugenol, characteristic aromatic constituents of spices, are biosynthesized via reduction of a coniferyl alcohol ester. Proceedings of the National Academy of Sciences 103:26 (2006), 10128–10133, 10.1073/pnas.0603732103.
    • (2006) Proceedings of the National Academy of Sciences , vol.103 , Issue.26 , pp. 10128-10133
    • Koeduka, T.1    Fridman, E.2    Gang, D.R.3    Vassão, D.G.4    Jackson, B.L.5    Kish, C.M.6    Pichersky, E.7
  • 22
    • 84938634407 scopus 로고    scopus 로고
    • Structure–odor relationships of (E)-3-alkenoic acids, (E)-3-alken-1-ols, and (E)-3-alkenals
    • Lorber, K., Buettner, A., Structure–odor relationships of (E)-3-alkenoic acids, (E)-3-alken-1-ols, and (E)-3-alkenals. Journal of Agricultural and Food Chemistry 63:30 (2015), 6681–6688, 10.1021/acs.jafc.5b02169.
    • (2015) Journal of Agricultural and Food Chemistry , vol.63 , Issue.30 , pp. 6681-6688
    • Lorber, K.1    Buettner, A.2
  • 23
    • 85017364267 scopus 로고    scopus 로고
    • Structure-odor relationships of (Z)-3-alken-1-ols, (Z)-3-alkenals, and (Z)-3-alkenoic acids
    • (Ahead of Print)
    • Lorber, K., Zeh, G., Regler, J., Buettner, A., Structure-odor relationships of (Z)-3-alken-1-ols, (Z)-3-alkenals, and (Z)-3-alkenoic acids. Journal of Agriculture and Food Chemistry, 2016, 10.1021/acs.jafc.6b04780 (Ahead of Print).
    • (2016) Journal of Agriculture and Food Chemistry
    • Lorber, K.1    Zeh, G.2    Regler, J.3    Buettner, A.4
  • 24
    • 77955927135 scopus 로고    scopus 로고
    • Syntheses of differentially protected isocoumarins
    • Lowell, A.N., Wall, P.D., Waters, S.P., Kozlowski, M.C., Syntheses of differentially protected isocoumarins. Tetrahedron 66:30 (2010), 5573–5582, 10.1016/j.tet.2010.05.077.
    • (2010) Tetrahedron , vol.66 , Issue.30 , pp. 5573-5582
    • Lowell, A.N.1    Wall, P.D.2    Waters, S.P.3    Kozlowski, M.C.4
  • 25
    • 0038278868 scopus 로고    scopus 로고
    • Different noses for different people
    • Menashe, I., Man, O., Lancet, D., Gilad, Y., Different noses for different people. Nature Genetics 34:2 (2003), 143–144 http://www.nature.com/ng/journal/v34/n2/suppinfo/ng1160_S1.html.
    • (2003) Nature Genetics , vol.34 , Issue.2 , pp. 143-144
    • Menashe, I.1    Man, O.2    Lancet, D.3    Gilad, Y.4
  • 26
    • 78649757442 scopus 로고    scopus 로고
    • Enzymatic conversion of odorants in nasal mucus affects olfactory glomerular activation patterns and odor perception
    • Nagashima, A., Touhara, K., Enzymatic conversion of odorants in nasal mucus affects olfactory glomerular activation patterns and odor perception. Journal of Neuroscience 30:48 (2010), 16391–16398, 10.1523/JNEUROSCI.2527-10.2010.
    • (2010) Journal of Neuroscience , vol.30 , Issue.48 , pp. 16391-16398
    • Nagashima, A.1    Touhara, K.2
  • 30
    • 77952291281 scopus 로고    scopus 로고
    • Investigation of odors in the fragrance industry
    • Schilling, B., Kaiser, R., Natsch, A., Gautschi, M., Investigation of odors in the fragrance industry. Chemoecology 20:2 (2010), 135–147, 10.1007/s00049-009-0035-5.
    • (2010) Chemoecology , vol.20 , Issue.2 , pp. 135-147
    • Schilling, B.1    Kaiser, R.2    Natsch, A.3    Gautschi, M.4
  • 31
    • 1642525652 scopus 로고    scopus 로고
    • Headspace solid-phase microextraction–gas chromatographic–mass spectrometric analysis of the essential oils of two traditional chinese medicines, angelica pubescens and angelica sinensis
    • Song, G., Deng, C., Wu, D., Hu, Y., Headspace solid-phase microextraction–gas chromatographic–mass spectrometric analysis of the essential oils of two traditional chinese medicines, angelica pubescens and angelica sinensis. Chromatographia 59:5–6 (2004), 343–349, 10.1365/s10337-003-0175-7.
    • (2004) Chromatographia , vol.59 , Issue.5-6 , pp. 343-349
    • Song, G.1    Deng, C.2    Wu, D.3    Hu, Y.4
  • 32
    • 34250103394 scopus 로고
    • Identification of the most intense volatile flavor compounds formed during autoxidation of linoleic acid
    • Ullrich, F., Grosch, W., Identification of the most intense volatile flavor compounds formed during autoxidation of linoleic acid. Zeitschrift fur Lebensmittel-Untersuchung und -Forschung 184:4 (1987), 277–282, 10.1007/BF01027663.
    • (1987) Zeitschrift fur Lebensmittel-Untersuchung und -Forschung , vol.184 , Issue.4 , pp. 277-282
    • Ullrich, F.1    Grosch, W.2
  • 33
    • 85018465608 scopus 로고
    • Ueber das Guajakharz
    • Unverdorben, O., Ueber das Guajakharz. Annalen der Physik 92:6 (1829), 369–376.
    • (1829) Annalen der Physik , vol.92 , Issue.6 , pp. 369-376
    • Unverdorben, O.1
  • 34
    • 34047272388 scopus 로고
    • A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography
    • van den Dool, H, Kratz, P.D., A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography. Journal of Chromatography 11:4 (1963), 463–471, 10.1016/S0021-9673(01)80947-X.
    • (1963) Journal of Chromatography , vol.11 , Issue.4 , pp. 463-471
    • van den Dool, H.1    Kratz, P.D.2
  • 35
    • 0038401068 scopus 로고    scopus 로고
    • Synthesis of coumarins by ring-closing metathesis using Grubbs’ catalyst
    • van Nguyen, T., Debenedetti, S., De Kimpe, N., Synthesis of coumarins by ring-closing metathesis using Grubbs’ catalyst. Tetrahedron Letters 44:22 (2003), 4199–4201, 10.1016/S0040-4039(03)00902-X.
    • (2003) Tetrahedron Letters , vol.44 , Issue.22 , pp. 4199-4201
    • van Nguyen, T.1    Debenedetti, S.2    De Kimpe, N.3
  • 36
    • 43649084744 scopus 로고    scopus 로고
    • Comparison of odor-active compounds from six distinctly different rice flavor types
    • Yang, D.S., Shewfelt, R.L., Lee, K.-S., Kays, S.J., Comparison of odor-active compounds from six distinctly different rice flavor types. Journal of Agricultural and Food Chemistry 56:8 (2008), 2780–2787, 10.1021/jf072685t.
    • (2008) Journal of Agricultural and Food Chemistry , vol.56 , Issue.8 , pp. 2780-2787
    • Yang, D.S.1    Shewfelt, R.L.2    Lee, K.-S.3    Kays, S.J.4
  • 37
    • 85010181437 scopus 로고
    • Volatile compounds in pyroligneous liquids from Karamatsu and Chishima-sasa
    • Yasuhara, A., Sugiura, G., Volatile compounds in pyroligneous liquids from Karamatsu and Chishima-sasa. Agricultural and Biological Chemistry 51:11 (1987), 3049–3060, 10.1271/bbb1961.51.3049.
    • (1987) Agricultural and Biological Chemistry , vol.51 , Issue.11 , pp. 3049-3060
    • Yasuhara, A.1    Sugiura, G.2
  • 39
    • 24944450312 scopus 로고    scopus 로고
    • Expression of cytochrome P450 and other biotransformation genes in fetal and adult human nasal mucosa
    • Zhang, X., Zhang, Q.-Y., Liu, D., Su, T., Weng, Y., Ling, G., Ding, X., Expression of cytochrome P450 and other biotransformation genes in fetal and adult human nasal mucosa. Drug Metabolism and Disposition 33:10 (2005), 1423–1428, 10.1124/dmd.105.005769.
    • (2005) Drug Metabolism and Disposition , vol.33 , Issue.10 , pp. 1423-1428
    • Zhang, X.1    Zhang, Q.-Y.2    Liu, D.3    Su, T.4    Weng, Y.5    Ling, G.6    Ding, X.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.