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Chemical structures of the condensed tannins in the fruits ofDiospyros species
Journal of Wood Science volume 48, pages 414–418 (2002)
Abstract
The structural variety of the condensed tannins (proanthocyanidins) in the fruits of 16Diospyros species are reported. Eleven species contained condensed tannins mostly consisting of a mixture of catechin (CA) and gallocatechin (GCA) repeating units; the other five species did not. The GCA content in the CA-GCA total varied from 0.3% to 84.6%. The number of esterified gallic acid per one flavan repeating unit (degree of galloylation, DG) ranged from 0.01 to 0.89. The GCA content was found to be proportional to the DG values. Thus, 16Diospyros species tested may be classified into five groups by the analytical data of their condensed tannins. It may be interesting to compare their structural characteristics with those of the condensed tannins in other fruits, leaves, woods, and barks from the viewpoint of their biosynthesis and function in the plants.
References
De Winter B (1963) Ebenaceae. In: Dyer RA, Codd LE, Rycroft HB (eds) Flora of southern Africa, vol 26. Government Printer, Pretoria, pp 54–99
Wagenitz G (1964) Reihe Ebenales. In: Engler A (ed) Syllabus der Pflanzenfamilien. Gebrder Borntraeger, Berlin, pp 396–403
Whitmore TC (1978) Ebenales. In: Heywood VH (ed) Flowering plants of the world. Oxford University Press, London, pp 132–134
Cronquist A (1981) An integrated system of classification of flowering plants. In: Cronquist A (ed) An integrated system of calcification of flowering plants. Columbia University Press, New York, pp 499–501
Ng FSP (1986) Ebenaceae. In: Ng FSP (ed) Tree flora of Malaya, vol 3. Forest Research Institute, Malaysia, Kepong, pp 56–94
Sugiura A, Subhadrabandhu S (1996) Overview of persimmon culture. Chronica Hort 36:14–15
Matsuo T, Ito S (1978) The chemical structure of kaki-tannin from immature fruit of the persimmon (Diospyros kaki L.). Agric Biol Chem 42: 1637–1643
Komatsu S, Matsunami N (1923) On Kakishibu. I. Constitution of Shibuol, I. Mem Coll Sci Kyoto Imp Univ A 7:15–23
Komatsu S, Matsunami N, Ishimasa N (1925) On Kakishibu, II. Mem Coll Sci Kyoto Imp Univ A-4:43–49
Komatsu S, Matsunami N (1925) On Kakishibu, III. Constitution of Shibuol, II. Mem Coll Sci Kyoto Imp Univ A-11:231–240
Ito S, Oshima Y(1962) Studies on the tannin of Japanese persimmon (Diospyros kaki L.). Agric Biol Chem 26:156–161
Ito S, Joslyn MA (1964) Presence of several phenolic components in fruit proanthocyanidins. Nature 204:475–476
Utsunomiya N, Subhadrabandhu S, Yonemori K, Oshida M, Kanzaki S, Nakatsubo F, Sugiura A (1998)Diospyros species in Thailand: their distribution, fruit morphologhy and uses. Econ Bot 52:343–351
Broadhurst RB, Jones WT (1978) Analysis of condensed tannins using acidified vanillin. J Soc Food Agric 29:788–794
Abe I, Funaoka M, Kodama M (1987) Phenolic nuclei of condensed tannins: approaches by the phenyl nucleus-exchange method. Mokuzai Gakkaishi 33:582–588
Kawamoto H, Tanaka N, Nakatsubo F, Murakami K (1993) Stereoselective synthesis of a condensed tannin using neighboring group participation. Mokuzai Gakkaishi 39:820–824
Bate-Smith EC (1954) Leuco-anthcyanins 1. Detection and identification of anthocyanidins formed from leuco-anthocyanins in plant tissues. Biochem J 58:122–125
Roux DG (1957) Identification of anthocyanidins, leuco-anthocyanins and 2∶3-dihydroflavonols in plant tissues. Nature 179:305–306
Swain T, Hillis WE (1959) The phenolic constituents ofPrunus domstica. I. The quantitative analysis of phenolic constituents. J Sci Food Agric 10:63–68
Sarkar SK, Howarth RE (1976) Specificity of the vanillin test for flavanols. J Agric Food Chem 24:317–320
Goldstein JL, Swain T (1963) Changes in tannins in ripening fruits. Phytochemistry 2:371–383
Mitsunaga T, Doi T, Kondo Y, Abe I (1998) Color development of proanthocyanidins in vanillin-hydrochloric acid reaction. J Wood Sci 44:125–130
Yonemori K, Matsushima J, Sugiura A (1983) Differences in tannins of non-astringent and astringent type fruits of Japanese persimmon (Diospyros kaki Thunb.). J Jpn Soc Hort Sci 52:135–144
Samejima M, Yoshimoto T (1981) General aspects of phenolic extractives from coniferous barks (in Japanese). Mokuzai Gakkaishi 27:491–497
Haslam E (1989) Gallic acid metabolism. In:Haslam E (ed) Chemistry and pharmacology of natural products: plant polyphenols vegetable tannins revisited. Cambridge University Press, Cambridge, pp 90–153
Sarkanen KV, Hergert HL (1971) Classification and distribution. In: Sarkanen KV, Ludwig CH (eds) Lignins. Wiley-Interscience, New York, pp 43–94
Higuchi T (1998) The discovery of lignin. In: Kung S-D, Yang S-F (eds) Discoveries in plant biology, vol II. World Scientific Publications, Singapore, pp 233–269
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Nakatsubo, F., Enokita, K., Murakami, K. et al. Chemical structures of the condensed tannins in the fruits ofDiospyros species. J Wood Sci 48, 414–418 (2002). https://doi.org/10.1007/BF00770702
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DOI: https://doi.org/10.1007/BF00770702