Skip to main content

Professor Edwin Haslam, Recipient of the 3rd Tannin Conference Award

  • Chapter
Plant Polyphenols 2

Part of the book series: Basic Life Sciences ((BLSC,volume 66))

  • 1185 Accesses

Abstract

It is with sincere pleasure that we dedicate this volume, “Plant Polyphenols 2: Chemistry, Biology, Medicine, Ecology,”to Professor Haslam who has been a beacon in the study of the chemistry and application of plant polyphenols. It is unimaginable that anyone who is active in this field or even has a mild interest would not be familiar with Professor Haslam’s seminal overviews, “Chemistry of Vegetable Tannins” and “Plant Polyphenols; Vegetable Tannins Revisited”. To this distinguished duo, a third volume has appeared this past year titled “Practical Polyphenolics—From Structure to Molecular Recognition, and Physiological Action”. Those of us present at the 2nd Tannin Conference held June 17–21, 1991, in Houghton, Michigan, will recall his overview of the chemistry of gallic acid derivatives at that meeting, so we were looking forward to his 1998 update in this new book.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Published Works of Professor Haslam

  1. Haworth, R.D.; Haslam, E. Constituents of natural phenolic resins. XXIII. The constitution of sesamolin. J. Chem. Soc.:827-833 (1955).

    Google Scholar 

  2. Haslam E. Perylene-3,9-quinone. Tetrahedron 5:99–101 (1959).

    Article  CAS  Google Scholar 

  3. Haslam, E.; Haworth, R.D.; Jones, K.; Rogers, H.J. Gallotannins I. Introduction and fractionation of tannase. J. Chem. Soc.:1829-1835 (1961).

    Google Scholar 

  4. Haslam, E.; Haworth, R.D.; Mills, S.D.; Rogers, H.J.; Armitage, R.; Searle, T. Gallotannins II. Some esters and depsides of gallic acid. J. Chem. Soc.:1836-1842 (1961).

    Google Scholar 

  5. Haslam, E.; Haworth, R.D.; Jones, K.; Rogers, H.J.; Armitage, R.; Bayliss, G.S.; Gramshaw, J.W.; Searle, T. Gallotannins III. The constitution of Chinese, Turkish, sumach and tara tannins. J. Chem. Soc.:1842-1853 (1961).

    Google Scholar 

  6. Haslam, E.; Haworth, R.D.; Knowles, P.F. Gallotannins IV. The biosynthesis of gallic acid. J. Chem. Soc.:1864-1859 (1961).

    Google Scholar 

  7. Haslam, E.; Haworth, R.D.; Mackinson, G.K. Synthesis of 3-O-p-coumaroylquinic acid. J. Chem. Soc.:5153-5156 (1961).

    Google Scholar 

  8. Haslam E. Biosynthesis of gallic acid. In: Ollis W.D. (ed.) Recent developments in the chemistry of natural phenolic compounds. Pergamon Press. Oxford, New York and Paris. pp. 137–138 (1961).

    Google Scholar 

  9. Haslam, E.; Haworth, R.D.; Gramshaw, J.W.; Searle, T. Gallotannins V. The structure of penta and tetragalloylglucoses and some observations on the molecular weight of gallotannins. J. Chem. Soc.:2944-2947 (1962).

    Google Scholar 

  10. Haslam, E.; Haworth, R.D.; Searle T. Gallotannins VI. Turkish gallotannin. J. Chem. Soc.:3808-3814 (1962).

    Google Scholar 

  11. Haslam, E.; Haworth, R.D.; Keen, P.C. Gallotannins VIL Tara gallotannin. J. Chem. Soc.:3814-3818 (1962).

    Google Scholar 

  12. Haslam, E.; Haworth, R.D.; Lawton, D.A. Gallotannins VIII. Preparation and properties of some galloyl esters of quinic acid. J. Chem. Soc.:2173-22181 (1963).

    Google Scholar 

  13. Haslam, E.; Haworth, R.D.; Biggins, R.; Cairns, T.; Eglington, G. Hydrogen bonding in pyrocatechol monoesters and related compounds. J. Chem. Soc.:1750-1756 (1963).

    Google Scholar 

  14. Haslam, E.; Haworth, R.D.; Cunningham, J. Constitution of piceatannol. J. Chem. Soc.:2875-2883 (1963).

    Google Scholar 

  15. Haslam, E.; Haworth, R.D.; Knowles, PR The preparation and identification of 5-dehydroquinic and 5-dehydroshikimic acids. Methods in Enzymology. VI:498–501 (1963).

    Article  Google Scholar 

  16. Calderbank, A.; Cameron, D.W.; Cromartie R.I.T.; Hamied, Y.K.; Haslam E.; Kingston, D.G.I.; Todd, L.; Watkins, J.C. Colouring matters of the Aphididae XX. The structure of the chrysoaphins and xanthoaphins. J. Chem. Soc.:80-89 (1964).

    Google Scholar 

  17. Haslam, E.; Makinson, G.K.; Naumann, M.O.; Cunningham, J. Synthesis and properties of some hydroxycinnamoyl esters of quinic acid. J. Chem. Soc.:2137-2146 (1964).

    Google Scholar 

  18. Haslam, E.; Naumann, M.O.; Haslam, E. Phenolic constituents of Vaccinium vitis idaea. J. Chem. Soc.:5649-5654 (1964).

    Google Scholar 

  19. Haslam, E.; Haworth, R.D. Vegetable tannins In: Cook, J.W.; Carruthers W. (eds.) Progress in organic chemistry. Butterworths, London, pp. 1–37 (1964).

    Google Scholar 

  20. Haslam, E.; Cornthwaite, D. Gallotannins IX. The biosynthesis of gallic acid. J. Chem. Soc.:3008-3011 (1965).

    Google Scholar 

  21. Haslam E. Galloylesters in Aceraceae. Phytochemistry 4:495–498 (1965).

    Article  CAS  Google Scholar 

  22. Haslam, E.; Marriot, J.E. 4-Dehydroquinic acid. J. Chem. Soc.:5755-5756 (1965).

    Google Scholar 

  23. Haslam, E.; Radford, T. Synthesis of 1,3-anhydro-D-glucitol. J. Chem. Soc., Chem. Commun.:632-633 (1965).

    Google Scholar 

  24. Biggins, R.; Haslam, E. Gallotannins X. The methanolysis reaction of pyrocatechol monoesters. J. Chem. Soc.:6883-6888 (1965).

    Google Scholar 

  25. Haslam, E.; Haworth, R.D.; Crabtree, P.W.; Mills, S.E.; Strangroom, J.E. Synthesis of m-digallic and m-trigallic acids and their derivatives. J. Chem. Soc.:6888-6893 (1965).

    Google Scholar 

  26. Cameron, D.W.; Cromartie, R.I.T.; Manied, Y.K.; Haslam, E.; Kingston, D.G.I.; Lord Todd; Watkins, J.C. Colouring matters of the Aphididae XXVI. The chrysoaphins and their reaction with periodate. J. Chem. Soc.:6923-6930 (1965).

    Google Scholar 

  27. Britton, G.; Haslam, E. Phenolic constituents of Arctostaphylos uva-ursi. (L.Spreng.). J. Chem. Soc.:7312-7319 (1965).

    Google Scholar 

  28. Britton, G.; Haslam E.; Naumann, M.O. Some new derivatives of arbutin. Bull. Nat. Inst. Sci. India: 179-186 (1965).

    Google Scholar 

  29. Britton, G.; Crabtree, P.W.; Haslam, E.; Strangroom, J.E. The structure of Chinese gallotannin—evidence for a polygalloyl chain. J. Chem. Soc.:783-790 (1966).

    Google Scholar 

  30. Haslam E.; Strangroom J.E. The esterase and depsidase activities of tannase. Biochem. J. 99:28–31 (1966).

    PubMed  CAS  Google Scholar 

  31. Haslam, E. The chemistry of vegetable tannins. Academic Press, London and New York, 180 p. (1966).

    Google Scholar 

  32. Brown, A.G.; Falshaw, C.P.; Haslam, E.; Holmes, A.; Ollis, W.D. The constitution of theaflavin. Tetrahedron Letts:1193-1204 (1966).

    Google Scholar 

  33. Haslam E.; Radford T. Synthesis of 1,3-anhydro-D-glucitol and some derivatives of 1,5-anhydroglucitol. Carbohydrate Research 2:301–314 (1966).

    Article  CAS  Google Scholar 

  34. Critchlow A.; Haslam E.; Haworth R.D.; Tinker P.B.; Waldron N.M. The oxidation of some pyrogallol and purpurogallin derivatives. Tetrahedron 23:2829–2847 (1967).

    Article  PubMed  CAS  Google Scholar 

  35. Haslam, E. Structure of the gallotannins. J. Chem. Soc.:1734-1738 (1967).

    Google Scholar 

  36. Haslam, E.; Uddin, M. Some observations on the structure of chebulinic acid. J. Chem. Soc.:2381-2384 (1967).

    Google Scholar 

  37. Haslam E. Mass spectra of some aryl glycosides. Carbohydrate Research 5:161–165 (1967).

    Article  CAS  Google Scholar 

  38. Dewick, P.M.; Haslam, E.; Sargent, D.; Uddin, M. The biosynthesis of gallic acid and related compounds. Ges. Biol. Chem. (Biochemie der Phenolkorper):10-14 (1967).

    Google Scholar 

  39. Haslam E. Microbiological chemistry, Chemistry in Britain 4:16–17 (1967).

    Google Scholar 

  40. Haslam E.; Uddin M. The synthesis of 2-and 3-galloyl esters of arbutin. Tetrahedron 24:4015–4020 (1968).

    Article  CAS  Google Scholar 

  41. Dewick, P.M.; Haslam, E. Observations on the biosynthesis of gallic acid and caffeic acid. J. Chem. Soc., Chem. Commun.:673-675 (1968).

    Google Scholar 

  42. Haslam E.; Jaggi J. Phenols of Salix species. Phytochemistry 8:635–636 (1969).

    Article  Google Scholar 

  43. Dewick P.M.; Haslam E. Phenol biosynthesis in higher plants: gallic acid. Biochem. J. 113:537–542 (1969).

    PubMed  CAS  Google Scholar 

  44. Haslam, E. (+)-Catechin-3-O-gallate and a polymeric proanthocyanidin from Bergenia species. J. Chem. Soc.:1824-1828 (1969).

    Google Scholar 

  45. Haslam E.; Tanner R.J.N. Spectrophotometric assay of tannase. Phytochemistry 9:2305–2309 (1970).

    Article  CAS  Google Scholar 

  46. Haslam, E.; Smith, B.W.; Turner, M.J. The stereochemical course of the 3-dehydroquinate dehydratase reaction and a novel preparation of shikimic acid labeled with isotopic hydrogen at C-2._J. Chem. Soc., Chem. Commun.:842-843 (1970).

    Google Scholar 

  47. Haslam, E. The stereochemistry of sesamolin. J. Chem. Soc.:2332-2334 (1970).

    Google Scholar 

  48. Haslam, E.; Sargent, D.; Thompson, R.S.; Turner, M.J. The shikimate pathway. Part 1, Introduction and the preparation of derivatives of 3-dehydroquinic acid stereospecifically labeled at C-2 with isotopic hydrogen. J. Chem. Soc.:1489-1495 (1971).

    Google Scholar 

  49. Haslam, E.; Turner, M.J. The shikimate pathway. Part 2, Conformational analysis of (−)-quinic acid and its derivatives by proton magnetic resonance spectroscopy. J. Chem. Soc.:1496-1500 (1971).

    Google Scholar 

  50. Haslam, E.; Ife, R.J. The shikimate pathway. Part 3._The stereochemical course of the L-phenylalanine ammonia lyase reaction. J. Chem. Soc.:2818-2821 (1971).

    Google Scholar 

  51. Haslam E.; Jacques D.; Tanner R.J.N.; Thompson R.S. Plant proanthocyanidins. Part 1._Introduction: the isolation, structure, and distribution in nature of plant proanthocyanidins. J. Chem. Soc., Perkin Trans. 1:1387–1399 (1972).

    Google Scholar 

  52. Haslam, E. Protection of phenols and catechols. In: McOmie, J.F.W. (ed.) Protective groups in organic chemistry. Plenum Press, London and New York, pp. 145–182 (1973).

    Google Scholar 

  53. Haslam, E. Protection of carboxyl groups. In: McOmie, J.F.W. (ed.) Protective groups in organic chemistry, Plenum Press, London and New York, pp. 183–216 (1973).

    Google Scholar 

  54. Haslam, E. Natural products—structure determination. In: Ollis, W.D. (ed.) M.T.P. International review of science, Series One, Organic chemistry-Volume 1. MTP—Butterworths, London, pp. 215–248 (1973).

    Google Scholar 

  55. Bedford, G.R.; Greatbanks, D.; Haslam, E.; Jacques, D. Proanthocyanidin A-2. J. Chem. Soc. Chem. Communications:518-520 (1973).

    Google Scholar 

  56. Haslam E. Polyphenol—protein interactions. Biochem. J. 139:285–288 (1974).

    PubMed  CAS  Google Scholar 

  57. Haslam, E. The shikimate pathway. Butterworths, London, 316 p. (1974).

    Google Scholar 

  58. Haslam, E. Biogenetically patterned synthesis of procyanidins. J. Chern. Soc., Chem. Commun.:594-595 (1974).

    Google Scholar 

  59. Haslam, E., Jacques, D. Biosynthesis of proanthocyanidins. J. Chem. Soc., Chem. Commun.:231-232 (1974).

    Google Scholar 

  60. Bedford G.R.; Greatbanks D.; Haslam E.; Jacques D. Plant proanthocyanidins. Part 2._Proanthocyanidin A-2 and its derivatives. J. Chem. Soc., Perkin Trans. 1:2663–2671 (1974).

    Google Scholar 

  61. Haslam, E.; Smith, B.W.; Turner, M.J. The shikimate pathway. Part 4._The stereochemistry of the 3-dehydroquinate dehydratase reaction and observations on 3-dehydroquinate synthetase. J. Chem. Soc., Perkin Trans. 1:52–55 (1975).

    Google Scholar 

  62. Haslam, E. Chemistry and biochemistry of plant proanthocyanidins. In: Farkas, I.; Gabor, M.; Kallay, F. (eds.) Topics in flavonoid chemistry and biochemistry. Akademiai Kiado, Budapest, pp. 77–97 (1975).

    Google Scholar 

  63. Haslam, E. Natural proanthocyanidins. In: Harborne, J.B.; Mabry, T.; Mabry, H. (eds.) The flavonoids. Chapman and Hall, London, pp. 505–559 (1975).

    Google Scholar 

  64. Haslam, E. Natural products—structure determination. In: Jackman, L.M. (ed.) M.T.P. International review of science, Series two, Organic chemistry—Volume 1. Butterworths, London, pp. 215–248 (1976).

    Google Scholar 

  65. Ball L.F.; Haslam E.; Ife R.J.; Lowe P. The shikimate pathway. Part 5._Chorismic acid and chorismate mutase. J. Chem. Soc., Perkin Trans. 1:1776–1783 (1976).

    Google Scholar 

  66. Fletcher, A.C.; Haslam, E.; Porter, L.J. Hindered rotation and helical structures in natural proanthocyanidins. J. Chem. Soc., Chem. Commun.:627-629 (1976).

    Google Scholar 

  67. Haslam E.; Opie C.T.; Porter L.J. Procyanidin metabolism—a hypothesis. Phytochemistry 16:99–102 (1977).

    Article  CAS  Google Scholar 

  68. Fletcher A.C.; Gupta R.K.; Haslam E.; Porter L.J. Plant proanthocyanidins. Part 3._Conformational and configurational studies of natural procyanidins. J. Chem. Soc., Perkin Trans. 1:1628–1637 (1977).

    Article  Google Scholar 

  69. Haslam, E.; Jacques, D.; Opie, C.T.; Porte, L.J. Plant proanthocyanidins. Part 4. The biosynthesis of plant procyanidins and observations on the biosynthesis of cyanidin in plants. J. Chem. Soc., Perkin Trans. 1:1637–1643 (1977).

    Google Scholar 

  70. Haslam E. Symmetry and promiscuity in procyanidin biochemistry. Phytochemistry 16:1625–1643 (1977).

    Article  CAS  Google Scholar 

  71. Haslam, E. Structure, conformation and biosynthesis of plant procyanidins. In: Farkas, L.; Gabor, M.; Kallay, F. (eds.) Flavonoids and bioflavonoids, Akademiai Kiado, Budapest, pp. 97–111 (1975).

    Google Scholar 

  72. Gupta R.K.; Haslam E. Plant proanthocyanidins. Part 5._Sorghum polyphenols. J. Chem. Soc., Perkin Trans. 1:892–896 (1978).

    Article  Google Scholar 

  73. Haslam, E. Proteins—Introduction: nature and classification In: Haslam, E. (ed.) Comprehensive organic chemistry, Vol. 5. Pergamon Press, London and New York, pp. 179–185 (1979).

    Google Scholar 

  74. Haslam, E. Photosynthesis, nitrogen fixation and intermediary metabolism. In: Haslam, E. (ed.) Comprehensive organic chemistry. Vol. 5. Pergamon Press, London and New York, pp. 915–925 (1979).

    Google Scholar 

  75. Haslam, E. Metabolites of the shikimate pathway. In: Haslam, E. (ed.) Comprehensive organic chemistry. Vol. 5. Pergamon ress, London and New York, pp. 1167–1205 (1979).

    Google Scholar 

  76. Haslam, E. Vegetable tannins. In: Swain, T.; Harborage, J.B.; van Summer, C. (eds.), Biochemistry of plant phenolics, Plenum Press, London and New York, pp. 475–525, (1979).

    Google Scholar 

  77. Haslam, E. Activation and protection of the carboxyl group. Chemistry and Industry:610-616, (1979).

    Google Scholar 

  78. Burnett M.W.; Klyne W.; Scopes P.M.; Fletcher A.C.; Haslam E.; Porter L.J. Plant proanthocyanidins. Part 6._Circular dichroism of procyanidins. J. Chem. Soc., Perkin Trans. 1:2375–2377 (1979).

    Google Scholar 

  79. Haslam E. Recent developments in methods for the esterification of the carboxyl group. Tetrahedron 36:2409–2433 (1980).

    Article  CAS  Google Scholar 

  80. Gupta, R.K.; Haslam, E. Vegetable tannins—structure and biosynthesis In: Hulse, J.H. (ed.) Polyphenols in cereals and legumes. International Development Research Centre, Ottawa, pp. 15–24 (1980).

    Google Scholar 

  81. Gupta, R.K.; Haslam, E. Plant Polyphenols. In: Hulse, J.H. (ed.) Sorghum and millets: their composition and nutritive value. Academic Press, London and New York, pp. 302–324 (1980).

    Google Scholar 

  82. Haslam, E. In vino veritas: oligomeric procyanidins and the ageing of red wines. Phytochemistry, 19:2577–2582 (1980).

    Article  CAS  Google Scholar 

  83. Gupta R.K.; Haslam E. Plant proanthocyanidins, Part 7._Prodelphinidins from Pinus sylvestris, J. Chem. Soc., Perkin Trans. 1:1637–1643 (1981).

    Google Scholar 

  84. Haslam, E. Vegetable tannins In: Conn, E.E. (ed.) The biochemistry of plants. Vol. 7. Academic Press, London and New York, pp. 527-556 (1981).

    Google Scholar 

  85. Davis, K.G.; Haslam, E.; Lilley, T.H.; McManus, J.P. The association of proteins with polyphenols. J. Chem. Soc., Chem. Commun.:309-311 (1981).

    Google Scholar 

  86. Haslam, E. Plant polyphenols and their association with proteins. Chimia (Suisse) 36:304 (1982).

    Google Scholar 

  87. Anderson W.R.; Boettger H.G.; Doves G.D.; Griffin C.E.; Haslam E.; Lee T.D. Electron ionisation—flash desorption mass spectroscopic analysis of selected thermally unstable plant metabolites. Spectroscopy International Journal 1:110–119 (1982).

    Google Scholar 

  88. Al-Shafi S.M.K.; Gupta R.K.; Haddock E.A.; Haslam E.; Layden K.; Magnolato D. The metabolism of gallic acid and hexahydroxydiphenic acids in plants. Biogenetic and molecular taxonomic considerations. Phytochemistry 21:1049–1062 (1982).

    Article  Google Scholar 

  89. Al-Shafi S.M.K.; Gupta R.K.; Haddock E.A.; Haslam E.; Layden K.; Manolato D. The metabolism of gallic acid and hexahydroxydiphenic acids in plants. Part 1._Introduction, naturally occurring galloyl esters. J. Chem. Soc., Perkin Trans. 1:2525–2524 (1982).

    Google Scholar 

  90. Al-Shafi S.M.K.; Gupta R.K.; Haslam E.; Layden K. The metabolism of gallic acid and hexahydroxydiphenic acids in plants. Part 2._Esters of (S)-hexahydroxydiphenic acid with D-glucopyranose (4C1). J. Chem. Soc., Perkin Trans. 1:2525–2534 (1982).

    Google Scholar 

  91. Gupta R.K.; Haddock E.A.; Haslam E. The metabolism of gallic acid and hexahydroxydiphenic acid in plants. Part 3._Esters of (R) and (S)-hexahydroxydiphenic acid and dehydrohexahydroxydiphenic acid with D-glucopyranose (1C4 and related conformations). J. Chem. Soc., Perkin Trans. 1:2535–2545 (1982).

    Google Scholar 

  92. Haslam, E. The metabolism of gallic acid and hexahydroxydiphenic acid in higher plants. In: Herz, W.; Grisebach, H.; Kirby, G.W. (eds.) Progress in the chemistry of organic natural products. Vol. 41. Springer-Verlag, Vienna, pp. 1–46 (1982).

    Google Scholar 

  93. Haslam E.; Jalal M.A.F.; Read D. Phenolic composition and its seasonal variation in Calluna vugaris. Phytochemistry 21:1397–1401 (1982).

    Article  Google Scholar 

  94. Haslam E.; Lilley T.H.; McMannus J.P. The enthalpy of interaction of resorcinol with glycine in water at 298.15K J. Chem. Thermodynamics 15:397–402 (1983).

    Article  CAS  Google Scholar 

  95. Haslam, E.; Lilley, T.H. Plant polyphenols and their association with proteins. In: Hedin, P.A. (ed.) Plant resistance to insects. American Chemical Society, Washington, DC. pp. 123–138 (1983).

    Google Scholar 

  96. Haslam, E.; Opie, C.T.; Platt, R.V. Biosynthesis of flavan-3-ols and other secondary plant products from 2-(S)-phenylalanine. Phytochemistry, 23:2211–2217 (1984).

    Article  Google Scholar 

  97. Beart J.E.; Haslam E.; Lilley T.H. Plant polyphenols—secondary metabolism and chemical defence: some observations. Phytochemistry 24:33–38 (1985).

    Article  CAS  Google Scholar 

  98. Gaffney S.H.; Haslam E.; Lilley T.H. The enthalpy of dilution of aqueous solutions of cellobiose at 298.15K. Thermochimica Acta 86:175–182 (1985).

    Article  CAS  Google Scholar 

  99. Haslam E.; Lilley T.H.; McManus J.P. The enthalpy of dilution of aqueous solutions containing catechol, resorcinol, or pyrogallol at 298.15K. Thermochimica Acta 86:183–188 (1985).

    Article  CAS  Google Scholar 

  100. Haslam E.; Shen Z. Proanthocyanidins from Larix gmelini bark. Chemistry and Industry of Forest Produds 5:1–8 (1985).

    Google Scholar 

  101. Haslam E.; Lilley T.H. New polyphenols for old tannins. Ann. Proc. Phytochemical Society of Europe 25:237–256 (1985).

    Google Scholar 

  102. Beart J.E.; Davis K.G.; Gaffney S.H.; Haslam E.; Lilley T.H.; McManus J.P. Polyphenol interactions. Part 1._Introduction: some observations on the reversible complexation of polyphenols with proteins and polysaccharides. J. Chem. Soc., Perkin Trans. 2:1429–1438 (1985).

    Google Scholar 

  103. Beart J.E.; Haslam E.; Lilley T.H. Polyphenol interactions. Part 2._Covalent binding of procyanidins to proteins during acid-catalyzed decomposition. Observations on some polymeric proanthocyanidins. J. Chem. Soc., Perkin Trans. 2:1439–1443 (1985).

    Google Scholar 

  104. Begley, M.J.; Falshaw, C.P.; Haslam, E.; Shen, Z. A novel spirobiflavonoid from Larix gmelini. J. Chem. Soc., Chemical Communications:1135-1137 (1985).

    Google Scholar 

  105. Haslam, E. Metabolites and metabolism. Clarendon Press, Oxford University Press. 161 p. (1985).

    Google Scholar 

  106. Begley M.J.; Falshaw C.P.; Haslam E.; Shen Z. Procyanidins and polyphenols of Larix gmelini. Phytochemistry 25:2629–2635 (1986).

    Article  Google Scholar 

  107. Haslam, E. Hydroxybenzoic acids and the enigma of gallic acid. In: Conn, E.E. (ed.) Recent advances in phytochemistry. Vol. 20. Plenum Press, New York and London. pp. 163–200 (1986).

    Google Scholar 

  108. Haslam, E.; Lilley, T.H. Interactions of natural phenols with macromolecules. In: Codey, V.; Middleton, E.; Harborne, J.B. (eds.) Progress in clinical and biological research, Vol. 213, Plant flavonoids in biology and medicine. Alan R. Liss, New York, pp. 53–65 (1986).

    Google Scholar 

  109. Haslam, E.; Lilley, T.H. Polyphenol complexation. In: Farkas, L.; Gabor, M.; Kallay, F. Favonoids and bioflavonoids, 1985. Akademiai Kiado, Budapest, pp. 113–138 (1986).

    Google Scholar 

  110. Bailey, N.A.; Begley, M.J.; Falshaw, C.P.; Haslam, E.; Lilley, T.H.; Magnolato, D.; Martin, R. Polyphenol—caffeine complexation. J. Chem. Soc., Chem. Commun.:105-106 (1986).

    Google Scholar 

  111. Gaffney, S.H.; Haslam, E.; Lilley, T.H.; Magnolato, D.; Martin, R. The association of polyphenols with caffeine and α-and β-cyclodextrins. J. Chem. Soc., Chem. Commun.:107-109 (1986).

    Google Scholar 

  112. Eagles J.; Gallentti G.C.; Gujer R.; Hartley R.D.; Haslam E.; Lea A.G.H.; Magnolato D.; Mueller-Harvey I.; Richli U.; Self R. Fast atom bombardment mass spectrometry of polyphenols (syn. vegetable tannins). Biomedical Mass Spectrometry. 13:449–468 (1986).

    Article  Google Scholar 

  113. Haslam E.; Lilley T.H. Polyphenol complexation: Astringency in fruits and beverages. Journe’es Internationales Groupe Polyphenols. 13:352–357 (1986).

    CAS  Google Scholar 

  114. Haslam E. Secondary metabolism—fact and fiction. J. Chem. Soc., Natural Products Reports. 3:217–249 (1986).

    Article  CAS  Google Scholar 

  115. Begley M.J.; Falshaw C.P.; Haslam E.; Lilley T.H.; Magnolato D.; Martin R. The caffeine—potassium chlorogenate complex. Phytochemistry 26:273–279 (1987).

    Google Scholar 

  116. Haslam E. Plant polyphenols. Chemistry and Industry of Forest Products 7:1–35 (1987).

    Google Scholar 

  117. Haslam E.; Layden K.; Hashim S. The shikimate pathway. Part 6._Development of a model for chorismate mutase—an unusual Claisen rearrangement. S. African J. Chem. 40:65–71 (1987).

    Google Scholar 

  118. Haslam, E.; Layden, K.; Milburn, P.J.; Richards, T.I.; Warnimski, E.E. The shikimate pathway. Part 7. Chorismate mutase—towards an enzyme model. J. Chem. Soc., Perkin Trans. 1:2765–2773 (1987).

    Google Scholar 

  119. Haslam, E.; Lilley, T.H.; Ozawa, T. Polyphenol interactions—astringency and the loss of astringency in ripening fruit. Phytochemistry, 26:2937–2942 (1987).

    Article  Google Scholar 

  120. Haslam E.; Scalbert A. Polyphenols and chemical defence in the leaves of Quercus robur. Phytochemistry 26:3191–3195 (1987).

    Article  Google Scholar 

  121. Haslam E. Vegetable tannins—renaissance and reappraisal. J. Soc. Leather Trades Chemists 72:45–64 (1988).

    CAS  Google Scholar 

  122. Haslam E. Plant polyphenols (syn. vegetable tannins) and chemical defence—a reappraisal. J. Chem. Ecology 14:1787–1803 (1988).

    Article  Google Scholar 

  123. Haslam E.; Lilley T.H. Natural astringency in foodstuffs—a molecular interpretation. CRC Critical Reviews in Food Science and Nutrition. 27:1–40 (1988).

    Article  CAS  Google Scholar 

  124. Cai Y.; Gaffney S.H.; Goulding P.N.; Haslam E.; Lilley T.H.; Magnolato D.; Martin R.; Spencer C.M. Polyphenol complexation—some thoughts and observations. Phytochemistry 27:2397–2409 (1988).

    Article  Google Scholar 

  125. Cai Y.; Haslam E.; Lilley T.H.; Magnolato D.; Martin R. Traditional herbal medicines— the role of polyphenols. Planta Medica 55:1–8 (1989).

    Article  PubMed  Google Scholar 

  126. Cai Y.; Gaffney S.H.; Goulding P.N.; Haslam E.; Lilley T.H.; Magnolato D.; Martin R.; Spencer C.M. Some observations on the role of polyphenol complexation in traditional herbal medicines. Farmaceutishch Tijdscrift voor Belgie 66:21–33 (1989).

    Google Scholar 

  127. Haslam, E. Plant polyphenols In: Society of Chemistry and Chemical Processing of Forest Products. VII:373–395 (1989).

    Google Scholar 

  128. Haslam E.; Shen, Z. Larixinol— In: Society of Chemistry and Chemical Processing of Forest Products. VII:460–469 (1989).

    Google Scholar 

  129. Haslam, E. Plant polyphenols—vegetable tannins re-visited. Chemistry and Pharmacology of Natural Products Series, Cambridge University Press, Cambridge, 230 p. (1989).

    Google Scholar 

  130. Haslam, E. Gallic acid derivatives and hydrolyzable tannins. In: Rowe, J.W. (ed.) Natural products of woody plants. Springer-Verlag, Berlin, pp. 399–438 (1989).

    Google Scholar 

  131. Cai, Y.; Gaffney, S.H.; Haslam, E.; Lilley, T.H. Carbohydrate—polyphenol complexation. In: Hemingway, R.W.; Karchesy, J.J. (eds.) Chemistry and significance of condensed tannins. Plenum Press, New York, pp. 399–438 (1989).

    Google Scholar 

  132. Cai Y.; Haslam E.; Lilley T.H.; Martin R.; Spencer C.M. The metabolism of gallic acid and hexahydroxydiphenic acid in plants. Part 4._Polyphenol interactions. Part 3._Spectroscopic and physical properties of esters of (S)-hexahydroxydiphenic acid with D-glycopyranose (4C1). J. Chem. Soc., Perkin Trans. 2:651–660 (1990).

    Google Scholar 

  133. Cai, Y.; Haslam, E.; Lilley, T.H. Polyphenol—anthocyanin co-pigmentation. J. Chem. Soc., Chem. Commun.:380-383 (1990).

    Google Scholar 

  134. Adams, H.; Bailey, N.A.; Frederickson, M.; Haslam, E. 5,21-Dimethyl-8,24-pentamethylenedioxy-1, 10,17,26-tetra-aza[2,2](mo)2-cyclophane. J. Chem. Soc., Perkin Trans. 1:2353–2355 (1990).

    Google Scholar 

  135. Cai, Y.; Haslam, E.; Lilley, T.H.; Martin, R.; Spencer, C.M. Polyphenol complexation. Compte Rendu Group000e Polyphenols XV304–318 (1990).

    Google Scholar 

  136. Cai Y.; Gaffney S.H.; Haslam E.; Lilley T.H.; Magnolato D.; Martin R.; Spencer C.M. Polyphenol interactions. Part 4._Model studies with caffeine and cyclodextrins. J. Chem. Soc., Perkin Trans. 2:2197–2209 (1990).

    Google Scholar 

  137. Cai Y.; Haslam E.; Lilley T.H.; Mistry T.V. Polyphenol interactions. Part 5._Anthocyanin co-pigmentation. J. Chem. Soc., Perkin Trans. 2:1287–1296 (1991).

    Google Scholar 

  138. Haslam, E. Gallic acid and its metabolites. In: Hemingway, R.W.; Laks, P.E. Plant polyphenols: synthesis, properties, significance, Basic Life Sciences Vol. 59, Plenum Press, New York, pp. 169–195 (1992).

    Google Scholar 

  139. Cai, Y.; Gaffney, S.H.; Goulding, P.N.; Haslam, E.; Lilley, T.H.; Liao, H.; Luck, G.; Martin, R.; Warminiski, E.E. Polyphenol complexation—a study in molecular recognition. In: Ho, C-T.; Lee, C.Y.; Huang, M-T. (eds.) Phenolic compounds in food and health. American Chemical Society Symposia Series 506, American Chemical Society, Washington DC. pp. 8–50, (1992).

    Google Scholar 

  140. Haslam E. Tannins, polyphenols and molecular complexation. Chemistry and Industry of Forest Products. 12:1–24 (1992).

    CAS  Google Scholar 

  141. Cai Y.; Haslam E.; Liao H. Polyphenol interactions. Part 6._Anthocyanins: copigmentation and the colour changes in red wines. J. Sci. Food and Agric. 59:299–305 (1992).

    Article  Google Scholar 

  142. Haslam, E. Vegetable tannins and the durability of leather. In: Hallebeek, P.; Kite, M.; Calnan, C. (eds.) Conservation of leathercraft and related objects. ICOM, London, pp. 24–27 (1993).

    Google Scholar 

  143. Haslam, E. Polyphenol complexation. In: Scalbert, A. (ed.) Polyphenolic phenomena. INRA Publications, Paris, pp. 23–31 (1993).

    Google Scholar 

  144. Haslam, E. Polyphenols chameleons. In: van Beek, T.A.; Breteler, H. Phytochemistry and agriculture. Clarendon Press, Oxford, pp. 214–252 (1993).

    Google Scholar 

  145. Haslam E. Nature’s palette, Chemistry in Britain 29:875–878 (1993).

    CAS  Google Scholar 

  146. Haslam, E. Shikimic acid—metabolism and metabolites. John Wiley, New York, 387 p. (1993).

    Google Scholar 

  147. Haslam E.; Lilley T.H.; Murray N.J.; Williamson M.P. Study of the interaction between salivary proline-rich proteins and a polyphenol. European J. Biochem. 219:923–935 (1994).

    Article  Google Scholar 

  148. Cai Y.; Haslam E. Plant polyphenols (vegetable tannins)—gallic acid metabolism. Chem. Soc., Natural Product Reports 11:41–66 (1994).

    Article  Google Scholar 

  149. Grimmer H.R.; Luck G.; Haslam E.; Liao H.; Lilley T.H.; Murray N.J.; Warminski E.E.; Williamson M.P. Polyphenols, astringency and proline-rich proteins. Phytochemistry 37:357–371 (1994).

    Article  PubMed  Google Scholar 

  150. Haslam, E. Complexation and oxidative transformations of polyphenols. In: Brouillard, R.; Jay, M.; Scalbert, A. (eds.) Polyphenols 94, INRA Publications, Paris, pp. 46–55 (1995).

    Google Scholar 

  151. Haslam E. Fruit and floral pigmentation. Rev. Prog. Coloration 25:18–28 (1995).

    Article  CAS  Google Scholar 

  152. Haslam, E. Secondary metabolism—evolution and function: products or processes? Chemoecology 5/6:89–95 (1995).

    Article  Google Scholar 

  153. Haslam, E. Natural polyphenols: complexation with peptides and proteins as a mechanism of action in medicine. In: Antus, S.; Gabor, M.; Vetschera, K. (eds.). Flavonoids and bioflavonoids 1995. Akademiai Kiado, Budapest, pp. 13–33 (1995).

    Google Scholar 

  154. Haslam E. Natural polyphenols (vegetable tannins) as drugs: possible modes of action. J. Natural Prod. 40:205–215 (1996).

    Article  Google Scholar 

  155. Brettle R.; Cross R.; Davies G.M.; Frederickson M.; Haslam E. Synthesis of (−)-3 (R)-Amino-4 (R), 5 (R)-dihydroxy-1-cyclohexene-1-carboxylic acid: The 3 (R)-amino analogue of (−)-shikimic acid. Biorganic and Medicinal Letters. 6:291–294 (1996).

    Article  CAS  Google Scholar 

  156. Brettle R.; Cross R.; Davies G.M.; Frederickson M.; Haslam E.; MacBeath F.S. Synthesis of (3R) and (3S)—fluoro analogues of shikimic acid. Biorganic and Medicinal Letters 6:1275–1278 (1996).

    Article  CAS  Google Scholar 

  157. Adams, H.; Bailey, N.A.; Davies, G.M.; Frederickson, M.; Haslam, E.; MacBeath, F.S. On the stereochemical outcome of the reaction between (−)-chorismic acid and diazomethane: Proof of absolute stereochemistry of the major pyrazoline by x-ray crystallography of a cyclopropane based derivative. J. Chem. Soc., Perkin Trans. 1:1531–1533 (1996).

    Article  Google Scholar 

  158. Adams H.; Bailey N.A.; Brettle R.; Cross R.; Davies G.M.; Frederickson M.; Haslam E.; MacBeath F.S. The shikimate pathway. Part 8._Synthesis of (−)-3 (R)-amino-4 (R), 5 (R)-dihydroxy-1-cyclohexene-1-carboxylic acid: The 3 (R)-amino analogue of (−)-shikimic acid. Tetrahedron 52:8565–8580 (1996).

    Article  CAS  Google Scholar 

  159. Brettle R.; Cross R.; Davies G.M.; Frederickson M.; Haslam E.; MacBeath F.S. The shikimate pathway. Part 9._Halogenation at C-3 of the shikimate nucleus. Tetrahedron 52:10547–10556 (1996).

    Article  CAS  Google Scholar 

  160. Baxter N.J.; Charlton A.J.; Haslam E.; Lilly T.H.; McDonald C.J.; Williamson M.P. Tannin interactions with a full length human salivary proline-rich protein display a stronger affinity than with single proline-rich repeats. FEBS Letters 382:289–292 (1996).

    Article  PubMed  Google Scholar 

  161. Baxter N.J.; Haslam E.; Lilly T.H.; Williamson M.P. Stacking interactions between caffeine and methyl gallate. J. Chem. Soc., Faraday Trans. 92:231–234 (1996).

    Article  CAS  Google Scholar 

  162. Haslam, E. Aspects of the enzymology of the shikimate pathway. In: Hertz, W.; Kirby, G.W.; Moore, R.E.; Steglich, W.; Tamm, Ch. (eds.) Progress in the chemistry of organic natural products. Springer-Verlag, Vienna, 69:158–240 (1996).

    Google Scholar 

  163. Haslam E. Vegetable tannage—where do the tannins go? Journal of the Society of Leather Technologists and Chemists 81:45–51 (1997).

    CAS  Google Scholar 

  164. Haslam, E. Practical polyphenolics—from structure to molecular recognition and physiological action. Cambridge University Press, Cambridge, 420 p. (1998).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1999 Kluwer Academic / Plenum Publishers, New York

About this chapter

Cite this chapter

Hergert, H.L. (1999). Professor Edwin Haslam, Recipient of the 3rd Tannin Conference Award. In: Gross, G.G., Hemingway, R.W., Yoshida, T., Branham, S.J. (eds) Plant Polyphenols 2. Basic Life Sciences, vol 66. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4139-4_1

Download citation

  • DOI: https://doi.org/10.1007/978-1-4615-4139-4_1

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-0-306-46218-4

  • Online ISBN: 978-1-4615-4139-4

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics