Cargando…

Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells

To identify potential drug candidates, secondary metabolites of Dendrobium nobile were performed. As a result, two previously undescribed phenanthrene derivatives with a spirolactone ring (1 and 2), along with four known compounds, N-trans-cinnamoyltyramine (3), N-trans-p-coumaroyltyramine (4), N-tr...

Descripción completa

Detalles Bibliográficos
Autores principales: Meng, Yufan, Zhang, Maosheng, Fang, Yike, Yang, Jianwen, Dong, Minjian, Sun, Chengxin, Xiao, Shiji
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10145760/
https://www.ncbi.nlm.nih.gov/pubmed/37110660
http://dx.doi.org/10.3390/molecules28083423
_version_ 1785034414203338752
author Meng, Yufan
Zhang, Maosheng
Fang, Yike
Yang, Jianwen
Dong, Minjian
Sun, Chengxin
Xiao, Shiji
author_facet Meng, Yufan
Zhang, Maosheng
Fang, Yike
Yang, Jianwen
Dong, Minjian
Sun, Chengxin
Xiao, Shiji
author_sort Meng, Yufan
collection PubMed
description To identify potential drug candidates, secondary metabolites of Dendrobium nobile were performed. As a result, two previously undescribed phenanthrene derivatives with a spirolactone ring (1 and 2), along with four known compounds, N-trans-cinnamoyltyramine (3), N-trans-p-coumaroyltyramine (4), N-trans-feruloyltyramine (5), and moscatilin (6), were isolated from Dendrobium nobile. The structures of the undescribed compounds were elucidated using NMR spectroscopy, electronic circular dichroism (ECD) calculations, and extensive spectroscopic data analysis. The cytotoxic effects of compounds on human tongue squamous cells OSC-19 were determined using MTT at concentrations of 2.5 μM, 5 μM, 10 μM, and 20 μM. Compound 6 exhibited potent inhibitory activity against OSC-19 cells with an IC(50) of 1.32 μM. Migration assays and western blot assays demonstrated that compound 6 effectively inhibited migration by down-regulating MMP2 and MMP9 at concentrations of 0.5 μM and 1 μM. To investigate its effect on apoptosis, we performed AO/PI staining, flow cytometry, and WB experiments. The results showed that increasing concentrations led to increased red fluorescence, decreased green fluorescence, increased apoptosis rate, decreased expression of bcl-2, caspase 3, caspase 9, and parp proteins, and increased bax expression. Furthermore, the phosphorylation of JNK and P38 was activated, suggesting that compound 6 may induce apoptosis via the MAPK pathway.
format Online
Article
Text
id pubmed-10145760
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-101457602023-04-29 Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells Meng, Yufan Zhang, Maosheng Fang, Yike Yang, Jianwen Dong, Minjian Sun, Chengxin Xiao, Shiji Molecules Article To identify potential drug candidates, secondary metabolites of Dendrobium nobile were performed. As a result, two previously undescribed phenanthrene derivatives with a spirolactone ring (1 and 2), along with four known compounds, N-trans-cinnamoyltyramine (3), N-trans-p-coumaroyltyramine (4), N-trans-feruloyltyramine (5), and moscatilin (6), were isolated from Dendrobium nobile. The structures of the undescribed compounds were elucidated using NMR spectroscopy, electronic circular dichroism (ECD) calculations, and extensive spectroscopic data analysis. The cytotoxic effects of compounds on human tongue squamous cells OSC-19 were determined using MTT at concentrations of 2.5 μM, 5 μM, 10 μM, and 20 μM. Compound 6 exhibited potent inhibitory activity against OSC-19 cells with an IC(50) of 1.32 μM. Migration assays and western blot assays demonstrated that compound 6 effectively inhibited migration by down-regulating MMP2 and MMP9 at concentrations of 0.5 μM and 1 μM. To investigate its effect on apoptosis, we performed AO/PI staining, flow cytometry, and WB experiments. The results showed that increasing concentrations led to increased red fluorescence, decreased green fluorescence, increased apoptosis rate, decreased expression of bcl-2, caspase 3, caspase 9, and parp proteins, and increased bax expression. Furthermore, the phosphorylation of JNK and P38 was activated, suggesting that compound 6 may induce apoptosis via the MAPK pathway. MDPI 2023-04-13 /pmc/articles/PMC10145760/ /pubmed/37110660 http://dx.doi.org/10.3390/molecules28083423 Text en © 2023 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
Meng, Yufan
Zhang, Maosheng
Fang, Yike
Yang, Jianwen
Dong, Minjian
Sun, Chengxin
Xiao, Shiji
Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells
title Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells
title_full Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells
title_fullStr Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells
title_full_unstemmed Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells
title_short Secondary Metabolites from Dendrobium nobile and Their Activities Induce Metabolites Apoptosis in OSC-19 Cells
title_sort secondary metabolites from dendrobium nobile and their activities induce metabolites apoptosis in osc-19 cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10145760/
https://www.ncbi.nlm.nih.gov/pubmed/37110660
http://dx.doi.org/10.3390/molecules28083423
work_keys_str_mv AT mengyufan secondarymetabolitesfromdendrobiumnobileandtheiractivitiesinducemetabolitesapoptosisinosc19cells
AT zhangmaosheng secondarymetabolitesfromdendrobiumnobileandtheiractivitiesinducemetabolitesapoptosisinosc19cells
AT fangyike secondarymetabolitesfromdendrobiumnobileandtheiractivitiesinducemetabolitesapoptosisinosc19cells
AT yangjianwen secondarymetabolitesfromdendrobiumnobileandtheiractivitiesinducemetabolitesapoptosisinosc19cells
AT dongminjian secondarymetabolitesfromdendrobiumnobileandtheiractivitiesinducemetabolitesapoptosisinosc19cells
AT sunchengxin secondarymetabolitesfromdendrobiumnobileandtheiractivitiesinducemetabolitesapoptosisinosc19cells
AT xiaoshiji secondarymetabolitesfromdendrobiumnobileandtheiractivitiesinducemetabolitesapoptosisinosc19cells