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Journal of Wood Science

Official Journal of the Japan Wood Research Society

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Relationships between blacking phenomenon and norlignans of sugi (Cryptomeria japonica) heartwood III: Coloration of norlignans with alkaline treatment

Journal of Wood Science volume 52, pages 134–139 (2006)Cite this article

Abstract

We investigated norlignan coloration with alkaline treatment to clarify the relationship between the blackening of sugi (Cryptomeria japonica D. Don) heartwood and norlignans in the heartwood. Of the four main norlignans (agatharesinol, sequirin-C, sugiresinol, hydroxysugiresinol) of sugi heartwood, only sequirin-C was clearly colored with alkaline treatment (0.4% potassium hydrogencarbonate solution, pH 8.6). Sequirin-C changed color to deep purple with alkaline treatment. The absorbance spectrum of colored sequirin-C had two peaks (450 and 525nm) and one shoulder (626nm). Coloration began at pH 6.2.). The spectrum of blackened sugi heartwood was similar to that of sequirin-C treated with alkali. A catechol nucleus and a double bond conjugated with a benzene nucleus play important roles in norlignan coloration with alkaline treatment. The number of hydroxyl groups is related to solubility in alkaline solution, and, therefore, whether a norlignan changes color also depends on the number of hydroxyl groups. Based on these results, we concluded that sugi heartwood turns black because sequirin-C, which is readily soluble in alkaline solution and can form a large intramolecular conjugation system when alkalized, is converted to products with a deep purple color as the heartwood is basified.

References

  1. Takahashi K (1996) Relationships between the blacking phenomenon and norlignans of sugi (Cryptomeria japonica D. Don) heartwood I. A case of partially black heartwood (in Japanese). Mokuzai Gakkaishi 42:998–1005

    CAS  Google Scholar 

  2. Takahashi K (1998) Relationships between the blacking phenomenon and norlignans of sugi (Cryptomeria japonica D. Don) heartwood II. On blacking heartwood containing two main norlingans. Sugiresinol and hydroxysugiresinol (in Japanese). Mokuzai Gakkaishi 44:125–133

    Google Scholar 

  3. Maruyama S, Ishiguri F, Andoh M, Abe Z, Yokota S, Takahashi K, Yashizawa N (2001) Reddening by UV irradiation after smokeheating in sugi (Cryptomeria japonica D. Don) black heartwood. Holzforschung 55:347–354

    Article  CAS  Google Scholar 

  4. Ishiguri F, Maruyama S, Takahashi K, Abe Z, Yokota S, Andoh M, Yashizawa N (2003) Extractive relating to heartwood color changes in sugi (Cryptomeria japonica D. Don) by a combination of smoke-heating and UV radiation exposure. J Wood Sci 49:135–139

    CAS  Google Scholar 

  5. Ishiguri F, Maruyama S, Takahashi K, Andoh M, Yokota S, Abe Z, Yashizawa N (2003) Prevention of sugi (Cryptomeria japonica D. Don) from turning black by smoke heating. Wood Fiber Sci 35:209–216

    CAS  Google Scholar 

  6. Kai Y, Kuroda H, Teratani F (1972) On the phenolic constituents from Cryptomeria japonica D. Don VI. Hydroxysugiresinol and coloration of heartwood. Mokuzai Gakkaishi 18:315–321

    CAS  Google Scholar 

  7. Takahashi K (1981) Heartwood phenols and their significance to color in Cryptomeria japonica D. Don. Mokuzai Gakkaishi 27:654–657

    CAS  Google Scholar 

  8. Takahashi K (1988) The study of discolored wood in sugi (Cryptomeria japonica D. Don). The phenolic compounds relating to the discoloration of sugi wood (in Japanese). Faculty of Agriculture, Yamagata University, Tsuruoka, pp 110–112

    Google Scholar 

  9. Abe Z, Oda K, Matsumura J (1994) The color change of sugi (Cryptomeria japonica) heartwood from reddish brown to black I. The color change and its causes (in Japanese). Mokuzai Gakkaishi 40:1119–1125

    Google Scholar 

  10. Abe Z, Oda K (1994) The color change of sugi (Cryptomeria japonica) heartwood from reddish brown to black II. Identification of potassium hydrogencarbonate as one of the causative materials (in Japanese). Mokuzai Gakkaishi 40:1126–1130

    CAS  Google Scholar 

  11. Nakabayashi T (1995) Polyphenols and discoloration. In: Kimura S, Nakabayashi T, Kato H (eds) Chemistry of food discoloration (in Japanese). Kourin, Tokyo, pp 18–105

    Google Scholar 

  12. Takahashi K (1996) The relationships between the structural difference of norlignans and coloration. T MRS-J 20:159–162

    Google Scholar 

  13. Ogiyama K, Yasue M, Takahashi K (1983) Chemosystematic study on heartwood extractives of Cryptomeria japonica D. Don. Proceedings of International Symposium on Wood and Pulp Chemistry, Tsukuba, Japan 1:101–106

    Google Scholar 

  14. Nagahama S, Tazaki M, Sanetika T, Nishimura K, Tajima M (1998) Terpenoids of the wood oil of sugi (Cryptomeria japonica) V. Components of form. Ayasugi (in Japanese). Mokuzai Gakkaishi 44:282–286

    CAS  Google Scholar 

  15. Nagahama S, Fujii H, Sonoda T, Sakaki M (2002) Terpenoids of the wood oil of sugi (Cryptomeria japonica) VIII. Components of Kenkunisaki-5 and five other elite clones (in Japanese). Mokuzai Gakkaishi 48:380–386

    CAS  Google Scholar 

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Authors and Affiliations

  1. Section of Forest Environment and Resource, Department of Bioenvironment, Faculty of Agriculture, Yamagata University, Tsuruoka, 997-8555, Japan

    Koetsu Takahashi & Keisuke Mori

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  1. Koetsu Takahashi
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  2. Keisuke Mori
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Correspondence to Koetsu Takahashi.

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Takahashi, K., Mori, K. Relationships between blacking phenomenon and norlignans of sugi (Cryptomeria japonica) heartwood III: Coloration of norlignans with alkaline treatment. J Wood Sci 52, 134–139 (2006). https://doi.org/10.1007/s10086-005-0733-8

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  • DOI: https://doi.org/10.1007/s10086-005-0733-8

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