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

doi:10.1016/S0031-9422(97)00367-1

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

Research output: Contribution to journal › Article › peer-review

66 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 language	English
Pages (from-to)	893-900
Number of pages	8
Journal	Phytochemistry
Volume	46
Issue number	5
DOIs	https://doi.org/10.1016/S0031-9422(97)00367-1
Publication status	Published - Nov 1 1997

Keywords

Cassia nomame
Flavan dimer
Leguminosae
Lipase inhibitor
Oligomeric flavanoid
Tannin

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/S0031-9422(97)00367-1

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title = "Flavan dimers with lipase inhibitory activity from Cassia nomame",

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.",

keywords = "Cassia nomame, Flavan dimer, Leguminosae, Lipase inhibitor, Oligomeric flavanoid, Tannin",

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

year = "1997",

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doi = "10.1016/S0031-9422(97)00367-1",

language = "English",

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T1 - Flavan dimers with lipase inhibitory activity from Cassia nomame

AU - Hatano, Tsutomu

AU - Yamashita, Akiko

AU - Hashimoto, Toshitaka

AU - Ito, Hideyuki

AU - Kubo, Naoki

AU - Yoshiyama, Masaaki

AU - Shimura, Susumu

AU - Itoh, Yoshio

AU - Okuda, Takuo

AU - Yoshida, Takashi

PY - 1997/11/1

Y1 - 1997/11/1

N2 - 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.

AB - 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.

KW - Cassia nomame

KW - Flavan dimer

KW - Leguminosae

KW - Lipase inhibitor

KW - Oligomeric flavanoid

KW - Tannin

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U2 - 10.1016/S0031-9422(97)00367-1

DO - 10.1016/S0031-9422(97)00367-1

M3 - Article

AN - SCOPUS:0030668769

SN - 0031-9422

VL - 46

SP - 893

EP - 900

JO - Phytochemistry

JF - Phytochemistry

IS - 5

ER -

Flavan dimers with lipase inhibitory activity from Cassia nomame

Abstract

Keywords

ASJC Scopus subject areas

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