Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.

Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (<b>1</b>–<b>4</b>), were isolated from the halophyte <i>Aster tripolium</i> L. (<i>Tripolium pannonicum</i>), and their chemical structures were elucidated using 1D and 2D N...

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Main Authors: Jaeyoun Lee, Jae-Hyoung Song, Seo-Hyeon Mun, Hyun-Jeong Ko, Soohyun Um, Seung Hyun Kim
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Marine Drugs
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Online Access:https://www.mdpi.com/1660-3397/22/12/524
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author Jaeyoun Lee
Jae-Hyoung Song
Seo-Hyeon Mun
Hyun-Jeong Ko
Soohyun Um
Seung Hyun Kim
author_facet Jaeyoun Lee
Jae-Hyoung Song
Seo-Hyeon Mun
Hyun-Jeong Ko
Soohyun Um
Seung Hyun Kim
author_sort Jaeyoun Lee
collection DOAJ
description Four previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (<b>1</b>–<b>4</b>), were isolated from the halophyte <i>Aster tripolium</i> L. (<i>Tripolium pannonicum</i>), and their chemical structures were elucidated using 1D and 2D NMR spectroscopy and mass spectrometry. Comprehensive structural analysis revealed the presence of distinct aglycone and glycosidic moieties, along with complex acylation patterns. The acyl chains of pannosides, 3-hydroxybutyrate (3-HB) residues, were derivatized with (<i>S</i>)- and (<i>R</i>)- phenylglycine methyl ester to resolve the absolute configurations of the chiral centers in 3-HB. Then, the acyl chain-containing saponins, pannosides were evaluated for their antiviral activities against enterovirus A71 (EV71), coxsackievirus B3 (CVB3), and rhinovirus 1B (HRV1B). Pannosides exhibited antiviral activities against HRV1B, EV71, and CVB3. These findings suggest that saponins from <i>A. tripolium</i> exhibit potential antiviral activities and could be further explored for their therapeutic applications.
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spelling doaj-art-74634d9e097d428c8abbe4075e657a782025-08-20T02:51:06ZengMDPI AGMarine Drugs1660-33972024-11-01221252410.3390/md22120524Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.Jaeyoun Lee0Jae-Hyoung Song1Seo-Hyeon Mun2Hyun-Jeong Ko3Soohyun Um4Seung Hyun Kim5College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon 21983, Republic of KoreaDepartment of Pharmacy, Kangwon National University, Chuncheon 24341, Republic of KoreaDepartment of Pharmacy, Kangwon National University, Chuncheon 24341, Republic of KoreaDepartment of Pharmacy, Kangwon National University, Chuncheon 24341, Republic of KoreaCollege of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon 21983, Republic of KoreaCollege of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon 21983, Republic of KoreaFour previously undescribed pentacyclic triterpenoid saponins, pannosides F–I (<b>1</b>–<b>4</b>), were isolated from the halophyte <i>Aster tripolium</i> L. (<i>Tripolium pannonicum</i>), and their chemical structures were elucidated using 1D and 2D NMR spectroscopy and mass spectrometry. Comprehensive structural analysis revealed the presence of distinct aglycone and glycosidic moieties, along with complex acylation patterns. The acyl chains of pannosides, 3-hydroxybutyrate (3-HB) residues, were derivatized with (<i>S</i>)- and (<i>R</i>)- phenylglycine methyl ester to resolve the absolute configurations of the chiral centers in 3-HB. Then, the acyl chain-containing saponins, pannosides were evaluated for their antiviral activities against enterovirus A71 (EV71), coxsackievirus B3 (CVB3), and rhinovirus 1B (HRV1B). Pannosides exhibited antiviral activities against HRV1B, EV71, and CVB3. These findings suggest that saponins from <i>A. tripolium</i> exhibit potential antiviral activities and could be further explored for their therapeutic applications.https://www.mdpi.com/1660-3397/22/12/524halophytes<i>Aster tripolium</i> L.terpenoid saponinsantiviral activities
spellingShingle Jaeyoun Lee
Jae-Hyoung Song
Seo-Hyeon Mun
Hyun-Jeong Ko
Soohyun Um
Seung Hyun Kim
Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.
Marine Drugs
halophytes
<i>Aster tripolium</i> L.
terpenoid saponins
antiviral activities
title Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.
title_full Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.
title_fullStr Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.
title_full_unstemmed Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.
title_short Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte <i>Aster tripolium</i> L.
title_sort structural elucidation and antiviral properties of pannosides from the halophyte i aster tripolium i l
topic halophytes
<i>Aster tripolium</i> L.
terpenoid saponins
antiviral activities
url https://www.mdpi.com/1660-3397/22/12/524
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