Advances in the Spectroscopy of Plant Phenolics

  • V. M. Chari
  • H. Wagner
Part of the Recent Advances in Phytochemistry book series (RAPT, volume 12)


During the classical period of the study of natural products, the molecular structures of such substances were unravelled by skilful application of chemical degradative methods. The final proof of structure rested on the synthesis of the compound and establishing its identify with that of the isolated product. Within the last quarter of a century these methods have been augmented by relatively easier spectroscopic techniques. This impetus, as in other disciplines, has been mainly due to the explosive development of the science of electronics.


Methoxyl Group Nuclear Overhauser Effect Coniferyl Alcohol Chemical Shift Change Plant Phenolic 
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  1. 1.
    Abraham, D. J., S. Takagi, R. D. Rosenstein, R. Shiono, H. Wagner, L. Horhammer, O. Seligmann. 1976. Tetrahedron Letters: 2675.Google Scholar
  2. 2.
    Aiba, C. J., O. R. Gottlieb, M. Yoshida, J. C. Mourao, H. E. Gottlieb. 1976. Phytochem.15: 1031.CrossRefGoogle Scholar
  3. 3.
    Archer, R. A., D. W. Johnson, E. W. Hagaman, L. N. Moreno, E. Wenkert. 1977. J. Org. Chem.42: 490.Google Scholar
  4. 4.
    Arisawa, M., N. Morita, Y. Kondo, T. Takemoto. 1973. Chem. Pharm. Bull.21: 2562.Google Scholar
  5. 5.
    Asen, S., R. M. Horowitz. 1977. Phytochem.16: 147.CrossRefGoogle Scholar
  6. 6.
    Bachers, G., T. Schaefer. 1971. Chem. Rev.71: 617.CrossRefGoogle Scholar
  7. 7.
    Beckey, H. D. 1971. Field Ionization Mass Spec trometry. Pergamon Press.Google Scholar
  8. 8.
    Beckey, H. D., H. -R. Schulten. 1975. Angew. Chem. 425.Google Scholar
  9. 9.
    Bergenthal, D., K. Szendrei, J. Reisch. 1977. Arch. Pharm.310: 390.CrossRefGoogle Scholar
  10. 10.
    Bouillant, J., J. Favre-Bonvin, J. Chopin. 1975. Phytochem.14: 2267.CrossRefGoogle Scholar
  11. 11.
    Bowie, J. H., J. Ronayne, D. H. Williams. 1967. J. Chem. Soc. (B) 536.Google Scholar
  12. 12.
    Braz, F., J. C. Mourao, O. R. Gottlieb, J. G. S. Maia. 1976. Tetrahedron Letters: 1157.Google Scholar
  13. 13.
    Chalmers, A. A., G. J. H. Rail, M. E. Oberholzer. 1977. Tetrahedron33: 1735.Google Scholar
  14. 14.
    Chan, K. K., D. D. Giannini, A. H. Cain, J. D. Roberts, W. Porter, W. F. Trager. 1977. Tetrahedron33: 899.CrossRefGoogle Scholar
  15. 15.
    Chang Cingjer, H. G. Floss, W. Steck. 1977. J. Org. Chem.42: 1337.Google Scholar
  16. 16.
    Chari, V. M., M. Ilyas, H. Wagner, A. Neszmelyi, F. -C. Chen, L. -K. Chen, Y. -M. Lin. 1977. Phytochem.16: 1273.Google Scholar
  17. 17.
    Chari, V. M., Jordan. H. Wagner, P. W. Thies. 1977. Phytochem.16: 1110.CrossRefGoogle Scholar
  18. 18.
    Chari, V. M., M. Jordan, G. Schilling, H. Wagner. 1977. 25. Annual Meeting of the Society of Medicinal Plant Research, Zurich.Google Scholar
  19. 19.
    Chari, V. M., A. Neszmelyi, H. Wagner. 1977. Proceedings of the V Hungarian Bioflavonoid Symposium. Akademiai Kiado-Elsevier, Budapest and Amsterdam, in press.Google Scholar
  20. 20.
    Chen, Y. O., R. Liu, H. -Y. Hsu, S. Yamamura, Y. Shizuri, Y. Hirata. 1977. Bull. Chem. Soc. Japan50: 1824.Google Scholar
  21. 21.
    Cockerill, A. F., G. L. O. Davies, R. C. Harden, D. Rackham. 1973. Chem. Rev.73: 553.CrossRefGoogle Scholar
  22. 22.
    Cox, R. H., F. Churchill, R. J. Cole, J. W. Dorner. 1977. J. Am. Chem. Soc.99: 9: 3159.PubMedCrossRefGoogle Scholar
  23. 23.
    Crombie, L., G. W. Kilbee, D. A. Whiting. 1974. J. C. S. Perkin I 1497.Google Scholar
  24. 24.
    Cussans, N. J., T. N. Huckerby. 1975. Tetrahedron31: 2587.Google Scholar
  25. 25.
    Cussans, N. J., T. N. Huckerby. 1975. Tetrahedron31: 2591.Google Scholar
  26. 26.
    Cussans, N. J., T. N. Huckerby. 1975. Tetrahedron31: 2719.Google Scholar
  27. 27.
    Drewes, S. E. 1974. Progress in Mass Spectrometry Vol. 2 (Ed.) Budzikiewicz, H., Verlag Chemie, Weinheim/Bergstr. Chroman and Related Compounds.Google Scholar
  28. Foltz, R. L. 1972. Lloydia 344.Google Scholar
  29. 29.
    Frahm, A. W., R. K. Chaudhuri. 1977. Annual Meeting of the German Pharmaceutical Society, Berlin.Google Scholar
  30. 30.
    Gansow, O. A., W. Schittenhelm. 1971. J. Am. Chem. Soc.93: 4295.Google Scholar
  31. 31.
    Gottlieb, H. E. 1975. Dissertation, Indiana University, Bloomington.Google Scholar
  32. 32.
    Gottlieb, H. E., E. Wenkert, J. F. Castelao Jr., O. R. Gottlieb, R. A. De Lima, A. A. L. Mesquita. 1977. Phytochem.16: 735.CrossRefGoogle Scholar
  33. 33.
    Grigg, R., J. A. Knight, P. Roffey. 1966. Tetraedron22: 3301.CrossRefGoogle Scholar
  34. Gromer H., G. Schilling. Publication in preparation.Google Scholar
  35. 35.
    Gunther, H., J. Prestien. 1975. Org. Mag. Res. 7: 339.Google Scholar
  36. 36.
    Hansel, R., M. Kaloga, A. Pelter. 1976. Tetrahedron Letters: 2241.Google Scholar
  37. 37.
    Haslam, D. J., E. Haslam, G. R. Bedford, D. Great-banks. 1973. J. C. S. Chem. Comm. 518.Google Scholar
  38. 38.
    Hebrard, P., B. Bodo, L. Molho, D. Molho. 1975. Compt. Rendus. Ser. C281: 115.Google Scholar
  39. 39.
    Hinckley, C. C. 1969. J. Am. Chem. Soc.91: 5160.Google Scholar
  40. 40.
    Hirayama, T., F. Fujikawa, I. Yosioka, I. Kitogawa. 1974. Chem. Pharm. Bull.22: 1678.Google Scholar
  41. 41.
    Hofle, G. 1977. Tetrahedron33: 1663.CrossRefGoogle Scholar
  42. 42.
    Holker, J. S. E., R. D. Lapper, T. J. Simpson, R. Robinson. 1974. J. C. S. Perkin I 2136.Google Scholar
  43. 43.
    Hostettman, K., A. Jacot-Guillarmod, V. M. Chari. Helv. Chim. Acta59: 2592.Google Scholar
  44. Hostettmann, K., R. Tabacchi, A. Jacot-Guillarmod. To be published.Google Scholar
  45. 45.
    Huneck, S., W. Steglich, G. Hofle. 1977. Phytochem.16: 121.CrossRefGoogle Scholar
  46. 46.
    Jackson, B., H. D. Locksley, F. Scheinmann, W. A. Wolstenholme. 1971. J. Chem. Soc. (C) 3791.Google Scholar
  47. 47.
    Jones, A. J., J. A. Elix, U. Engkaninan. 1976. Aust. J. Chem.29: 1947.Google Scholar
  48. 48.
    Karchesy, J.J., P. M. Loveland, M. L. Laver, D. F. Barofsky, E. Barofsky. 1976. Phytochem.15: 209.CrossRefGoogle Scholar
  49. 49.
    Kelley, Ch. J., R. C. Harruff, M. Carmack. 1976. J. Org. Chem.41: 449.Google Scholar
  50. 50.
    Kingsbury, C. A., J. H. Looker. 1975. J. Org. Chem.40: 1120Google Scholar
  51. 51.
    Kobayashi, M., Y. Terui, K. Tori, N. Tsuji. 1976. Tetrahedron Letters8: 619.CrossRefGoogle Scholar
  52. 52.
    Locksley, H. D. 1973. Zechmeister’s Progressin the Chemistry of Organic Natural Products (Ed.) W. Herz, H. Grisebach, G. W. Kirby. Springer-Verlag.Google Scholar
  53. 53.
    Locksley, H. D., I. G. Murray. 1971. J. Chem. Soc. (C) 1332.Google Scholar
  54. 54.
    Ludemann, H. -D., H. Nimz. 1974. Makromol. Chemie175: 2393.CrossRefGoogle Scholar
  55. 55.
    Ludemann, H. -D., H. Nimz. 1974. Makromol. Chemie175: 2409.CrossRefGoogle Scholar
  56. 56.
    Mcinnes, G. A., D. G. Smith, J. A. Walter, L. C. Vining, J. L. C. Wright. 1975. J. C. S. Chem. Comm. 66.Google Scholar
  57. 57.
    Markham, K. R., B. Ternai. 1976. Tetrahedron32: 2607.Google Scholar
  58. 58.
    Nimz, H., H. -D. Ludemann. 1974. Makromol. Chemie175: 2571.Google Scholar
  59. 59.
    Nimz, H., H. -D. Ludemann. 1976. Holzforschung30: 33.CrossRefGoogle Scholar
  60. 60.
    Nimz, H., H. -D. Ludemann, H. Becker. 1974. Z. Pflanzenphysiol.73: 226.Google Scholar
  61. 61.
    Nimz, H., I. Mogharab, H. -D. Ludemann. 1974. Makromol. Chemie175: 2563.CrossRefGoogle Scholar
  62. 62.
    Noggle, J. H., R. E. Schirmer. 1971. The Nuclear Overhauser Effect: Chemical Applications. Academic Press, London and New York.Google Scholar
  63. 63.
    Obermaier, G. 1977. Dissertation, Munich, in prepreparation.Google Scholar
  64. 64.
    Okigawa, M., N. Kawano, W. Rahman, M. M. Dhar. 1972. Tetrahedron Letters40: 4125.CrossRefGoogle Scholar
  65. 65.
    Okigawa, M., N. U. Khan, N. Kawano, W. Rahman. 1975. J. C. S. Perkin I 1563.CrossRefGoogle Scholar
  66. 66.
    Pedersen, J. A. 1977. VI International Symposium on Magnetic Resonance at Banff, Alberta, Canada.Google Scholar
  67. 67.
    Pelter, A., R. Hansel. 1968. Tetrahedron Letters: 2911.Google Scholar
  68. 68.
    Pelter, A., R. S. Ward, T. Ian Gray. 1976. J. C. S. Perkin I 2475.CrossRefGoogle Scholar
  69. 69.
    Pomilio, A., B. Ellmann, K. Kunstler, G. Schilling K. Weinges. 1977. Liebigs Ann. Chem. 588.Google Scholar
  70. 70.
    Rahman, M. A., W. Rahman, M. Okigawa, N. Kawano. 1976. Chemistry and Industry 567.Google Scholar
  71. 71.
    Saunders, J. K., R. A. Bell, C. -Y. Chen, D. B. MacLean, R. H. F. Manske. 1968. Canad. J. Chem.46: 2876.CrossRefGoogle Scholar
  72. 72.
    Schels, H., H. D. Zinsmeister, K. Pfleger. 1977. Phytochem.16: 1019.Google Scholar
  73. 73.
    Schilling, G. 1975. Liebigs Ann. Chem.1975: 1822.Google Scholar
  74. 74.
    Schilling, G., K. Weinges, O. Muller, W. Mayer. 1973. Liebigs Ann. Chem.1973: 1471.Google Scholar
  75. 75.
    Schmid, R. D. 1972. Tetrahedron28: 3259.CrossRefGoogle Scholar
  76. 76.
    Schmid, R. D., P. Varenne, R. Paris. 1972. Tetrahedron28: 5037.CrossRefGoogle Scholar
  77. 77.
    Schroeder, H. W., R. J. Cole, R. D. Grigsby, H. Hein Jr. 1974. Appl. Microbiol.27: 394.PubMedGoogle Scholar
  78. 78.
    Schulten, H. R., D. E. Games. 1974. Biomed. Mass Spec.1: 120.CrossRefGoogle Scholar
  79. 79.
    Seligmann, O., H. Wagner. 1975. Topics in Flavnoid Chemistry and Biochemistry (Ed.) L. Farkas, M. Gabor, F. Kailay. Akademiai Kiado, Budapest.Google Scholar
  80. 80.
    Seto, H., T. Sato, H. Yonehara. 1973. J. Am. Chem. Soc.95: 8461.Google Scholar
  81. 81.
    Sojka, St.A. 1975. J. Org. Chem.40: 1175.Google Scholar
  82. 82.
    Stothers, J. B. 1972. Carbon-13 NMR Spectros copy, Academic Press, New York and London.Google Scholar
  83. 83.
    Tanabe, M. 1973. Stable Isotopes in Biosynthetic Studies. Specialist Periodical Reports: Biosynthesis 2. (Ed.) T. A. Geissman, The Chemical Society, London.Google Scholar
  84. 84.
    Tanabe, M. 1975. Stable Isotopes in Biosynthetic Studies. Specialist Periodical Reports: Biosynthesis 3. (Ed.) T. A. Geissman, The Chemical Society, London.Google Scholar
  85. 85.
    Tanabe, M. 1976. NMR with Stable Isotopes in Biosynthetic Studies. Specialist Periodical Reports: Biosynthesis 4. (Ed.) T. A. Geissman, The Chemical Society, London.Google Scholar
  86. 86.
    Ternai, B., K. R. Markham. 1976. Tetrahedron32: 565.CrossRefGoogle Scholar
  87. 87.
    Toma, F., J. C. Bouhet, P Pham van Chuong, P. Fromageot. 1975. Org. Mag. Res.7: 496.Google Scholar
  88. 88.
    Wagner, H., V. M. Chari, J. Sonnenbichler. 1976. Tetrahedron Letters: 1799.Google Scholar
  89. 89.
    Wagner, H., V. M. Chari, M. Seitz, I. Rieuss-Maurer. 1977. Tetrahedron Letters, in Press.Google Scholar
  90. 90.
    Wagner, H., O. Seligmann. 1973. Tetrahedron29: 3029.CrossRefGoogle Scholar
  91. 91.
    Wagner, H., O. Seligmann, L. Horhammer, M. Seitz, J. Sonnenbichler. 1971. Tetrahedron Letters: 1895.Google Scholar
  92. 92.
    Wenkert, E., H. E. Gottlieb, O. R. Gottlieb, M. O. Da S. Pereira, M. D. Formiga. 1976. Phtochem.15: 1547.CrossRefGoogle Scholar
  93. 93.
    Westerman, P. W., S. P. Gunasekera, M. Uvais, S. Sultanbawa, R. Kazlauskas. 1977. Org. Mag. Res. In print.Google Scholar
  94. 94.
    Wilson, R. G., J. H. Bowie, D. H. Williams. 1967. Tetrahedron24: 1407.CrossRefGoogle Scholar
  95. 95.
    Yamasaki, K., R. Kasai, Y. Masaki, M. Okihara, O. Tanaka, H. Oshio, S. Takagi, M. Yamaki, K. Masuda, G. Nonaka, M. Tsuboi, I. Nishioka. 1977. Tetrahedron Letters: 2131.Google Scholar

Copyright information

© Plenum Press, New York 1979

Authors and Affiliations

  • V. M. Chari
    • 1
  • H. Wagner
    • 1
  1. 1.Institut für Pharmazeutische ArzneimittellehreUniversität MünchenMünchenGermany

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