Antioxidant and cytotoxic activities of naphthalene derivatives from Diospyros kaki

作者：Matsushita Yasuyuki; Jang In Cheol; Imai Takanori; Fukushima Kazuhiko; Lee Jeung Min; Park Hae Ryong; Lee Seung Cheol^*

来源：Journal of Wood Science, 2011, 57(2): 161-165.

DOI：10.1007/s10086-010-1147-9

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

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.

• 出版日期2011-4