Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective Activity

Six new compounds, (7<i>R</i>,8<i>S</i>,8′<i>R</i>)-balanophorone (<b>1</b>), (7′<i>S</i>,8′<i>R</i>,8<i>R</i>)-yunnanensin A (<b>2</b>), (3<i>S</i>)-thunberginol C (<b>3</b>), (8&...

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Main Authors: Xiling Fan, Yangang Cao, Mengnan Zeng, Yingjie Ren, Xiaoke Zheng, Weisheng Feng
Format: Article
Language:English
Published: MDPI AG 2024-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/29/2/432
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author Xiling Fan
Yangang Cao
Mengnan Zeng
Yingjie Ren
Xiaoke Zheng
Weisheng Feng
author_facet Xiling Fan
Yangang Cao
Mengnan Zeng
Yingjie Ren
Xiaoke Zheng
Weisheng Feng
author_sort Xiling Fan
collection DOAJ
description Six new compounds, (7<i>R</i>,8<i>S</i>,8′<i>R</i>)-balanophorone (<b>1</b>), (7′<i>S</i>,8′<i>R</i>,8<i>R</i>)-yunnanensin A (<b>2</b>), (3<i>S</i>)-thunberginol C (<b>3</b>), (8<i>R</i>,8′<i>R</i>)-maninsigin B (<b>4</b>), (7<i>S</i>,8<i>R</i>)-4,7,8-dihydroxy-9,9-dimethyl-chroman (<b>5</b>), and 4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)butan-1-one (<b>6</b>), along with eight known compounds (<b>7</b>–<b>14</b>), were isolated from the herbaceous stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer. Their structures were elucidated based on their spectroscopic (MS, NMR, IR, and UV) data, and their absolute configurations were determined by comparing their calculated and experimental electronic circular dichroic (ECD) spectra. Moreover, compounds <b>1</b> and <b>3</b>–<b>6</b> were evaluated for their ability to protect human pulmonary epithelial cells (BEAS-2B) from injury induced by lipopolysaccharide (LPS) in vitro. The results showed that compound <b>6</b> exhibited a significant protective effect against LPS-induced injury in BEAS-2B, and compound <b>5</b> exhibited a slightly protective effect at the concentration of 10 μM.
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spelling doaj.art-fc74d1cadda944a3a61b142ebd02523f2024-01-29T14:08:34ZengMDPI AGMolecules1420-30492024-01-0129243210.3390/molecules29020432Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective ActivityXiling Fan0Yangang Cao1Mengnan Zeng2Yingjie Ren3Xiaoke Zheng4Weisheng Feng5School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, ChinaSchool of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, ChinaSchool of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, ChinaSchool of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, ChinaSchool of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, ChinaSchool of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, ChinaSix new compounds, (7<i>R</i>,8<i>S</i>,8′<i>R</i>)-balanophorone (<b>1</b>), (7′<i>S</i>,8′<i>R</i>,8<i>R</i>)-yunnanensin A (<b>2</b>), (3<i>S</i>)-thunberginol C (<b>3</b>), (8<i>R</i>,8′<i>R</i>)-maninsigin B (<b>4</b>), (7<i>S</i>,8<i>R</i>)-4,7,8-dihydroxy-9,9-dimethyl-chroman (<b>5</b>), and 4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)butan-1-one (<b>6</b>), along with eight known compounds (<b>7</b>–<b>14</b>), were isolated from the herbaceous stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer. Their structures were elucidated based on their spectroscopic (MS, NMR, IR, and UV) data, and their absolute configurations were determined by comparing their calculated and experimental electronic circular dichroic (ECD) spectra. Moreover, compounds <b>1</b> and <b>3</b>–<b>6</b> were evaluated for their ability to protect human pulmonary epithelial cells (BEAS-2B) from injury induced by lipopolysaccharide (LPS) in vitro. The results showed that compound <b>6</b> exhibited a significant protective effect against LPS-induced injury in BEAS-2B, and compound <b>5</b> exhibited a slightly protective effect at the concentration of 10 μM.https://www.mdpi.com/1420-3049/29/2/432<i>Ephedra intermedia</i> Schrenket C. A. Meyerchemical componentslung-protective activityMTT assay
spellingShingle Xiling Fan
Yangang Cao
Mengnan Zeng
Yingjie Ren
Xiaoke Zheng
Weisheng Feng
Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective Activity
Molecules
<i>Ephedra intermedia</i> Schrenket C. A. Meyer
chemical components
lung-protective activity
MTT assay
title Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective Activity
title_full Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective Activity
title_fullStr Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective Activity
title_full_unstemmed Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective Activity
title_short Six New Compounds from the Herbaceous Stems of <i>Ephedra intermedia</i> Schrenket C. A. Meyer and Their Lung-Protective Activity
title_sort six new compounds from the herbaceous stems of i ephedra intermedia i schrenket c a meyer and their lung protective activity
topic <i>Ephedra intermedia</i> Schrenket C. A. Meyer
chemical components
lung-protective activity
MTT assay
url https://www.mdpi.com/1420-3049/29/2/432
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