Cargando…

Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa

Ardisiacrispin D–F (1–3), three new 13,28 epoxy bridged oleanane-type triterpenoid saponins, together with four known analogues (4–7) were isolated from the roots of Ardisia crispa. The structures of 1–7 were elucidated based on 1D and 2D-NMR experiments and by comparing their spectroscopic data wit...

Descripción completa

Detalles Bibliográficos
Autores principales: Yin, Xin, Hu, Ruihang, Zhou, Yongqiang, Zhu, Weiqian, Zhou, Ying
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838445/
https://www.ncbi.nlm.nih.gov/pubmed/35164324
http://dx.doi.org/10.3390/molecules27031061
_version_ 1784650129463050240
author Yin, Xin
Hu, Ruihang
Zhou, Yongqiang
Zhu, Weiqian
Zhou, Ying
author_facet Yin, Xin
Hu, Ruihang
Zhou, Yongqiang
Zhu, Weiqian
Zhou, Ying
author_sort Yin, Xin
collection PubMed
description Ardisiacrispin D–F (1–3), three new 13,28 epoxy bridged oleanane-type triterpenoid saponins, together with four known analogues (4–7) were isolated from the roots of Ardisia crispa. The structures of 1–7 were elucidated based on 1D and 2D-NMR experiments and by comparing their spectroscopic data with values from the published literatures. Ardisiacrispin D–F (1–3) are first examples that the monosaccharide directly linked to aglycone C-3 of triterpenoid saponins in genus Ardisia are non-arabinopyranose. In the present paper, all compounds are evaluated for the cytotoxicity against three cancer cell lines (HeLa, HepG2 and U87 MG) in vitro. The results show that compounds 1, 4 and 6 exhibited significant cytotoxicity against Hela and U87 MG cells with IC(50) values in the range of 2.2 ± 0.6 to 9.5 ± 1.8 µM. The present investigation suggests that roots of A. crispa could be a potential source of natural anti-tumor agents and their triterpenoid saponins might be responsible for cytotoxicity.
format Online
Article
Text
id pubmed-8838445
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-88384452022-02-13 Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa Yin, Xin Hu, Ruihang Zhou, Yongqiang Zhu, Weiqian Zhou, Ying Molecules Article Ardisiacrispin D–F (1–3), three new 13,28 epoxy bridged oleanane-type triterpenoid saponins, together with four known analogues (4–7) were isolated from the roots of Ardisia crispa. The structures of 1–7 were elucidated based on 1D and 2D-NMR experiments and by comparing their spectroscopic data with values from the published literatures. Ardisiacrispin D–F (1–3) are first examples that the monosaccharide directly linked to aglycone C-3 of triterpenoid saponins in genus Ardisia are non-arabinopyranose. In the present paper, all compounds are evaluated for the cytotoxicity against three cancer cell lines (HeLa, HepG2 and U87 MG) in vitro. The results show that compounds 1, 4 and 6 exhibited significant cytotoxicity against Hela and U87 MG cells with IC(50) values in the range of 2.2 ± 0.6 to 9.5 ± 1.8 µM. The present investigation suggests that roots of A. crispa could be a potential source of natural anti-tumor agents and their triterpenoid saponins might be responsible for cytotoxicity. MDPI 2022-02-04 /pmc/articles/PMC8838445/ /pubmed/35164324 http://dx.doi.org/10.3390/molecules27031061 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yin, Xin
Hu, Ruihang
Zhou, Yongqiang
Zhu, Weiqian
Zhou, Ying
Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa
title Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa
title_full Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa
title_fullStr Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa
title_full_unstemmed Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa
title_short Cytotoxic 13,28 Epoxy Bridged Oleanane-Type Triterpenoid Saponins from the Roots of Ardisia crispa
title_sort cytotoxic 13,28 epoxy bridged oleanane-type triterpenoid saponins from the roots of ardisia crispa
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838445/
https://www.ncbi.nlm.nih.gov/pubmed/35164324
http://dx.doi.org/10.3390/molecules27031061
work_keys_str_mv AT yinxin cytotoxic1328epoxybridgedoleananetypetriterpenoidsaponinsfromtherootsofardisiacrispa
AT huruihang cytotoxic1328epoxybridgedoleananetypetriterpenoidsaponinsfromtherootsofardisiacrispa
AT zhouyongqiang cytotoxic1328epoxybridgedoleananetypetriterpenoidsaponinsfromtherootsofardisiacrispa
AT zhuweiqian cytotoxic1328epoxybridgedoleananetypetriterpenoidsaponinsfromtherootsofardisiacrispa
AT zhouying cytotoxic1328epoxybridgedoleananetypetriterpenoidsaponinsfromtherootsofardisiacrispa