Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle

Eight azukisapogenol triterpene glycosides, including five new compounds, oxychiliotriterpenosides A–E (1–5), two new methyl glucuronide derivatives that proved to be artifacts, oxychiliotriterpenoside E-glucuronic acid methyl ester (6) and myrioside B-glucuronic acid methyl este...

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Main Authors: Jun Wang, Hongshuai Yang, Yang Liu, Kelsang Norbo, Kewu Zeng, Mingbo Zhao, Hong Liang, Pengfei Tu, Qingying Zhang
Format: Article
Language:English
Published: MDPI AG 2018-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/10/2448
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spelling doaj-04421d3a66934e9faf33d741ee4c08e52020-11-25T00:15:17ZengMDPI AGMolecules1420-30492018-09-012310244810.3390/molecules23102448molecules23102448Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla RoyleJun Wang0Hongshuai Yang1Yang Liu2Kelsang Norbo3Kewu Zeng4Mingbo Zhao5Hong Liang6Pengfei Tu7Qingying Zhang8State Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, ChinaEight azukisapogenol triterpene glycosides, including five new compounds, oxychiliotriterpenosides A–E (1–5), two new methyl glucuronide derivatives that proved to be artifacts, oxychiliotriterpenoside E-glucuronic acid methyl ester (6) and myrioside B-glucuronic acid methyl ester (7), and a known one, myrioside B (8), was isolated from the aerial part of Oxytropis chiliophylla Royle. Their structures were elucidated based on extensive spectroscopic analyses and chemical methods. Triterpene glycosides were first obtained from O. chiliophylla, and those containing a galactose unit (1, 2, 5 and 6) and diglucosidic or triglucosidic linkage at C-29 (1–4), were reported from Oxytropis species for the first time, which might be recognized as a chemotaxonomic feature of O. chiliophylla. All isolated compounds were evaluated for their anti-inflammatory activities against NO production using lipopolysaccharide (LPS)-induced RAW 264.7 cells, but no compounds showed potent inhibition on NO production.http://www.mdpi.com/1420-3049/23/10/2448OxytropisOxytropis chiliophyllaazukisapogenol triterpene glycosidesanti-inflammatory activity
collection DOAJ
language English
format Article
sources DOAJ
author Jun Wang
Hongshuai Yang
Yang Liu
Kelsang Norbo
Kewu Zeng
Mingbo Zhao
Hong Liang
Pengfei Tu
Qingying Zhang
spellingShingle Jun Wang
Hongshuai Yang
Yang Liu
Kelsang Norbo
Kewu Zeng
Mingbo Zhao
Hong Liang
Pengfei Tu
Qingying Zhang
Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle
Molecules
Oxytropis
Oxytropis chiliophylla
azukisapogenol triterpene glycosides
anti-inflammatory activity
author_facet Jun Wang
Hongshuai Yang
Yang Liu
Kelsang Norbo
Kewu Zeng
Mingbo Zhao
Hong Liang
Pengfei Tu
Qingying Zhang
author_sort Jun Wang
title Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle
title_short Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle
title_full Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle
title_fullStr Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle
title_full_unstemmed Azukisapogenol Triterpene Glycosides from Oxytropis chiliophylla Royle
title_sort azukisapogenol triterpene glycosides from oxytropis chiliophylla royle
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2018-09-01
description Eight azukisapogenol triterpene glycosides, including five new compounds, oxychiliotriterpenosides A–E (1–5), two new methyl glucuronide derivatives that proved to be artifacts, oxychiliotriterpenoside E-glucuronic acid methyl ester (6) and myrioside B-glucuronic acid methyl ester (7), and a known one, myrioside B (8), was isolated from the aerial part of Oxytropis chiliophylla Royle. Their structures were elucidated based on extensive spectroscopic analyses and chemical methods. Triterpene glycosides were first obtained from O. chiliophylla, and those containing a galactose unit (1, 2, 5 and 6) and diglucosidic or triglucosidic linkage at C-29 (1–4), were reported from Oxytropis species for the first time, which might be recognized as a chemotaxonomic feature of O. chiliophylla. All isolated compounds were evaluated for their anti-inflammatory activities against NO production using lipopolysaccharide (LPS)-induced RAW 264.7 cells, but no compounds showed potent inhibition on NO production.
topic Oxytropis
Oxytropis chiliophylla
azukisapogenol triterpene glycosides
anti-inflammatory activity
url http://www.mdpi.com/1420-3049/23/10/2448
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