Flavan dimers with lipase inhibitory activity from Cassia nomame

Tsutomu Hatano, Akiko Yamashita, Toshitaka Hashimoto, Hideyuki Ito, Naoki Kubo, Masaaki Yoshiyama, Susumu Shimura, Yoshio Itoh, Takuo Okuda, Takashi Yoshida

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55 Citations (Scopus)

Abstract

Five flavan dimers which showed lipase-inhibiting effects were isolated from fruits of Cassia nomame (Leguminosae). Structures of two new compounds among them were determined to be (2S)-3',4',7-trihydroxyflavan-(4β→8)- catechin and (2S)-3',4',7-trihydroxyflavan-(4α→8)-catechin. Four flavan dimers structurally related to these two compounds were also synthesized for spectral comparison. Among 10 flavan dimers tested for lipase-inhibitory activity, (2S)-3',4',7-trihydroxyflavan-(4α→8)-catechin showed the most potent inhibitory effect. A partially purified fraction composed of oligomeric flavans with M(n) 1020 also showed a noticeable inhibitory effect.

Original languageEnglish
Pages (from-to)893-900
Number of pages8
JournalPhytochemistry
Volume46
Issue number5
DOIs
Publication statusPublished - Nov 1 1997

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Keywords

  • Cassia nomame
  • Flavan dimer
  • Leguminosae
  • Lipase inhibitor
  • Oligomeric flavanoid
  • Tannin

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

Cite this

Hatano, T., Yamashita, A., Hashimoto, T., Ito, H., Kubo, N., Yoshiyama, M., Shimura, S., Itoh, Y., Okuda, T., & Yoshida, T. (1997). Flavan dimers with lipase inhibitory activity from Cassia nomame. Phytochemistry, 46(5), 893-900. https://doi.org/10.1016/S0031-9422(97)00367-1