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Journal of Wood Science

Official Journal of the Japan Wood Research Society

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Antioxidant and cytotoxic activities of naphthalene derivatives from Diospyros kaki

Journal of Wood Science volume 57, pages 161–165 (2011)Cite this article

Abstract

4,8-Dihydroxy-5-methoxy-2-naphthaldehyde (Compound I) was isolated from blackened heartwood of Diospyros kaki and was methylated with diazomethane. Antioxidant and cytotoxic activities of Compound I and two methylated derivatives [4-hydroxy-5,8-dimethoxy-2-(2-oxopropyl)-naphthalene (D-1) and 2-glycidyl-4-hydroxy-5,8-dimethoxy naphthalene (D-2)] were evaluated. Compound I showed higher 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity and reducing power than D-1 and D-2. However, D-1 and D-2 exhibited slightly stronger 2,2-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid)+ (ABTS+) radical scavenging activity than Compound I. Compound I also exhibited stronger cytotoxic activity than D-1 and D-2 against the growth of HT-29 colon cancer cells. The results supported the hypothesis that methylation of naphthalene derivatives slightly increased ABTS+ radical scavenging activity, but significantly decreased DPPH radical scavenging activity, reducing power, and cytotoxic activity.

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Authors and Affiliations

  1. Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya, 464-8601, Japan

    Yasuyuki Matsushita, Takanori Imai & Kazuhiko Fukushima

  2. Department of Food Science and Biotechnology, Kyungnam University, Wolyoung-Dong 449, Masan, 631-701, Republic of Korea

    In-Cheol Jang, Jeung-Min Lee, Hae-Ryong Park & Seung-Cheol Lee

Authors
  1. Yasuyuki Matsushita
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  2. In-Cheol Jang
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  3. Takanori Imai
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  4. Kazuhiko Fukushima
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  5. Jeung-Min Lee
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  6. Hae-Ryong Park
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  7. Seung-Cheol Lee
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Correspondence to Seung-Cheol Lee.

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Matsushita, Y., Jang, IC., Imai, T. et al. Antioxidant and cytotoxic activities of naphthalene derivatives from Diospyros kaki . J Wood Sci 57, 161–165 (2011). https://doi.org/10.1007/s10086-010-1147-9

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  • DOI: https://doi.org/10.1007/s10086-010-1147-9

Key words

  • Naphthalene derivatives
  • Persimmon wood
  • Antioxidant activity
  • Cytotoxic activity