A New Monoterpenoid Glucoindole Alkaloid From Dipsacus asper

Feng Li; Yuto Nishidono; Ken Tanaka; Shiro Watanabe; Yasuhiro Tezuka

doi:10.1177/1934578X20917292

A New Monoterpenoid Glucoindole Alkaloid From Dipsacus asper

Feng Li, Yuto Nishidono, Ken Tanaka^*, Shiro Watanabe, Yasuhiro Tezuka^*

^*Corresponding author for this work

Section of Host Defences, Division of Bioscience, Institute of Natural Medicine

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

6 Scopus citations

Abstract

The monoterpenoid glucoindole alkaloids comprise a large class of structurally complex natural products that have attracted widespread attention owing to their biological activities and structural diversity. In the present study, we investigated the constituents of a methanol extract of Dipsacus asper roots and obtained a new monoterpenoid glucoindole alkaloid, (3R,5S)-5-carboxyvincosidic acid 22-loganin ester (1), together with the known alkaloid (3S,5S)-5-carboxystrictosidic acid 22-loganin ester (dipsaperine) (2). We herein report our structural elucidation of 1 by spectroscopic analysis and its anti-inflammatory activity as revealed by its inhibition of nitric oxide production in lipopolysaccharide-activated RAW264.7 cells.

Original language	English
Journal	Natural Product Communications
Volume	15
Issue number	4
DOIs	https://doi.org/10.1177/1934578X20917292
State	Published - 2020

Keywords

Dipsacus asper
NO production inhibitory activity
monoterpenoid glucoindole alkaloid

ASJC Scopus subject areas

Pharmacology
Plant Science
Drug Discovery
Complementary and alternative medicine

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10.1177/1934578X20917292

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title = "A New Monoterpenoid Glucoindole Alkaloid From Dipsacus asper",

abstract = "The monoterpenoid glucoindole alkaloids comprise a large class of structurally complex natural products that have attracted widespread attention owing to their biological activities and structural diversity. In the present study, we investigated the constituents of a methanol extract of Dipsacus asper roots and obtained a new monoterpenoid glucoindole alkaloid, (3R,5S)-5-carboxyvincosidic acid 22-loganin ester (1), together with the known alkaloid (3S,5S)-5-carboxystrictosidic acid 22-loganin ester (dipsaperine) (2). We herein report our structural elucidation of 1 by spectroscopic analysis and its anti-inflammatory activity as revealed by its inhibition of nitric oxide production in lipopolysaccharide-activated RAW264.7 cells.",

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author = "Feng Li and Yuto Nishidono and Ken Tanaka and Shiro Watanabe and Yasuhiro Tezuka",

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AU - Li, Feng

AU - Nishidono, Yuto

AU - Tanaka, Ken

AU - Watanabe, Shiro

AU - Tezuka, Yasuhiro

PY - 2020

Y1 - 2020

N2 - The monoterpenoid glucoindole alkaloids comprise a large class of structurally complex natural products that have attracted widespread attention owing to their biological activities and structural diversity. In the present study, we investigated the constituents of a methanol extract of Dipsacus asper roots and obtained a new monoterpenoid glucoindole alkaloid, (3R,5S)-5-carboxyvincosidic acid 22-loganin ester (1), together with the known alkaloid (3S,5S)-5-carboxystrictosidic acid 22-loganin ester (dipsaperine) (2). We herein report our structural elucidation of 1 by spectroscopic analysis and its anti-inflammatory activity as revealed by its inhibition of nitric oxide production in lipopolysaccharide-activated RAW264.7 cells.

AB - The monoterpenoid glucoindole alkaloids comprise a large class of structurally complex natural products that have attracted widespread attention owing to their biological activities and structural diversity. In the present study, we investigated the constituents of a methanol extract of Dipsacus asper roots and obtained a new monoterpenoid glucoindole alkaloid, (3R,5S)-5-carboxyvincosidic acid 22-loganin ester (1), together with the known alkaloid (3S,5S)-5-carboxystrictosidic acid 22-loganin ester (dipsaperine) (2). We herein report our structural elucidation of 1 by spectroscopic analysis and its anti-inflammatory activity as revealed by its inhibition of nitric oxide production in lipopolysaccharide-activated RAW264.7 cells.

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DO - 10.1177/1934578X20917292

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A New Monoterpenoid Glucoindole Alkaloid From Dipsacus asper

Abstract

Keywords

ASJC Scopus subject areas

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