Cargando…

New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities

Two new A-ring contracted triterpenoids, madengaisu A and madengaisu B, and one undescribed ent-kaurane diterpenoid, madengaisu C, along with 20 known compounds were isolated from the roots of Potentilla freyniana Bornm. The structures were elucidated using extensive spectroscopic techniques, includ...

Descripción completa

Detalles Bibliográficos
Autores principales: Wu, Jia, Zhang, Zai-Qi, Zhou, Xu-Dong, Yao, Qing-Ying, Chen, Zhu-Liang, Chu, Ling-Ling, Yu, Huang-He, Yang, Yu-Pei, Li, Bin, Wang, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9227482/
https://www.ncbi.nlm.nih.gov/pubmed/35744788
http://dx.doi.org/10.3390/molecules27123665
_version_ 1784734189865664512
author Wu, Jia
Zhang, Zai-Qi
Zhou, Xu-Dong
Yao, Qing-Ying
Chen, Zhu-Liang
Chu, Ling-Ling
Yu, Huang-He
Yang, Yu-Pei
Li, Bin
Wang, Wei
author_facet Wu, Jia
Zhang, Zai-Qi
Zhou, Xu-Dong
Yao, Qing-Ying
Chen, Zhu-Liang
Chu, Ling-Ling
Yu, Huang-He
Yang, Yu-Pei
Li, Bin
Wang, Wei
author_sort Wu, Jia
collection PubMed
description Two new A-ring contracted triterpenoids, madengaisu A and madengaisu B, and one undescribed ent-kaurane diterpenoid, madengaisu C, along with 20 known compounds were isolated from the roots of Potentilla freyniana Bornm. The structures were elucidated using extensive spectroscopic techniques, including 1D and 2D-NMR, HR-ESI-MS, ECD spectra, IR, and UV analysis. Moreover, all isolated constituents were evaluated for their anti-proliferative activity against RA-FLS cells and cytotoxic activities against the human cancer cell lines Hep-G2, HCT-116, BGC-823, and MCF-7. Ursolic acid and pomolic acid displayed moderate inhibitory activity in RA-FLS cells with IC(50) values of 24.63 ± 1.96 and 25.12 ± 1.97 μM, respectively. Hyptadienic acid and 2α,3β-dihydroxyolean-12-en-28-oic acid 28-O-β-d-glucopyranoside exhibited good cytotoxicity against Hep-G2 cells with IC(50) values of 25.16 ± 2.55 and 17.66 ± 1.82 μM, respectively. In addition, 2α,3β-dihydroxyolean-13(18)-en-28-oic acid and alphitolic acid were observed to inhibit HCT-116 cells (13.25 ± 1.65 and 21.62 ± 0.33 μM, respectively), while madengaisu B and 2α,3β-dihydroxyolean-13(18)-en-28-oic acid showed cytotoxic activities against BGC-823 cells with IC(50) values of 24.76 ± 0.94 and 26.83 ± 2.52 μM, respectively, which demonstrated that triterpenes from P. freyniana may serve as therapeutic agents for RA and cancer treatment.
format Online
Article
Text
id pubmed-9227482
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-92274822022-06-25 New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities Wu, Jia Zhang, Zai-Qi Zhou, Xu-Dong Yao, Qing-Ying Chen, Zhu-Liang Chu, Ling-Ling Yu, Huang-He Yang, Yu-Pei Li, Bin Wang, Wei Molecules Article Two new A-ring contracted triterpenoids, madengaisu A and madengaisu B, and one undescribed ent-kaurane diterpenoid, madengaisu C, along with 20 known compounds were isolated from the roots of Potentilla freyniana Bornm. The structures were elucidated using extensive spectroscopic techniques, including 1D and 2D-NMR, HR-ESI-MS, ECD spectra, IR, and UV analysis. Moreover, all isolated constituents were evaluated for their anti-proliferative activity against RA-FLS cells and cytotoxic activities against the human cancer cell lines Hep-G2, HCT-116, BGC-823, and MCF-7. Ursolic acid and pomolic acid displayed moderate inhibitory activity in RA-FLS cells with IC(50) values of 24.63 ± 1.96 and 25.12 ± 1.97 μM, respectively. Hyptadienic acid and 2α,3β-dihydroxyolean-12-en-28-oic acid 28-O-β-d-glucopyranoside exhibited good cytotoxicity against Hep-G2 cells with IC(50) values of 25.16 ± 2.55 and 17.66 ± 1.82 μM, respectively. In addition, 2α,3β-dihydroxyolean-13(18)-en-28-oic acid and alphitolic acid were observed to inhibit HCT-116 cells (13.25 ± 1.65 and 21.62 ± 0.33 μM, respectively), while madengaisu B and 2α,3β-dihydroxyolean-13(18)-en-28-oic acid showed cytotoxic activities against BGC-823 cells with IC(50) values of 24.76 ± 0.94 and 26.83 ± 2.52 μM, respectively, which demonstrated that triterpenes from P. freyniana may serve as therapeutic agents for RA and cancer treatment. MDPI 2022-06-07 /pmc/articles/PMC9227482/ /pubmed/35744788 http://dx.doi.org/10.3390/molecules27123665 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
Wu, Jia
Zhang, Zai-Qi
Zhou, Xu-Dong
Yao, Qing-Ying
Chen, Zhu-Liang
Chu, Ling-Ling
Yu, Huang-He
Yang, Yu-Pei
Li, Bin
Wang, Wei
New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities
title New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities
title_full New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities
title_fullStr New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities
title_full_unstemmed New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities
title_short New Terpenoids from Potentilla freyniana Bornm. and Their Cytotoxic Activities
title_sort new terpenoids from potentilla freyniana bornm. and their cytotoxic activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9227482/
https://www.ncbi.nlm.nih.gov/pubmed/35744788
http://dx.doi.org/10.3390/molecules27123665
work_keys_str_mv AT wujia newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT zhangzaiqi newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT zhouxudong newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT yaoqingying newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT chenzhuliang newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT chulingling newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT yuhuanghe newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT yangyupei newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT libin newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities
AT wangwei newterpenoidsfrompotentillafreynianabornmandtheircytotoxicactivities