Relationship between the Structures and the Antitumor Activities of Tannins

Kenichi Miyamoto, Nobuharu Kishi, Ryozo Koshiura, Takashi Yoshida, Tsutomu Hatano, Takuo Okuda

Research output: Contribution to journalArticle

112 Citations (Scopus)

Abstract

Sixty-three tannins and related polyphenols were intraperitoneally injected into mice at 4d before intraperitoneal sarcoma-180 cell inoculation, and their antitumor activities were evaluated. The condensed tannins and related compounds all showed negligible activity. As regards the hydrolyzable tannins, active compounds were found among ellagitannins. In particular, dimeric ellagitannins such as oenothein B, rugosin E, rugosin D, gemin A and coriariin A showed significantly higher antitumor activity than agrimoniin, which we previously reported as an antitumor tannin. Coriariin A, which has four galloyl groups instead of two hexahydroxydiphenoyl groups of agrimoniin, showed the strongest activity. It seems to be essential for marked antitumor activity that ellagitannins should possess a dimeric structure with several galloyl groups on the glucose core.

Original languageEnglish
Pages (from-to)814-822
Number of pages9
JournalChemical and Pharmaceutical Bulletin
Volume35
Issue number2
DOIs
Publication statusPublished - Jan 1 1987

Keywords

  • antitumor activity
  • coriariin A
  • dimeric ellagitannin
  • ellagitannin
  • hydrolyzable tannin
  • mice
  • sarcoma-180
  • structure-activity relationship
  • tannin

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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