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Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity

Terpenes possess a wide range of structural features and pharmaceutical activities and are promising for drug candidates. With the aim to find bioactive terpene molecules, eight new compounds were isolated from the medicinal plant Nepeta bracteata Benth., including seven new abietane-type diterpenoi...

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Autores principales: Yang, Er-Lan, Hou, Yong, Ma, Guo-Xu, Zou, Lin-Jun, Xu, Xu-Dong, Wu, Hai-Feng, Yang, Jun-Shan, Wei, Hong-Wan, Fan, Cong-Zhao, Sun, Zhao-Cui, Shi, Lei-Ling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9289214/
https://www.ncbi.nlm.nih.gov/pubmed/35860628
http://dx.doi.org/10.3389/fchem.2022.944972
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author Yang, Er-Lan
Hou, Yong
Ma, Guo-Xu
Zou, Lin-Jun
Xu, Xu-Dong
Wu, Hai-Feng
Yang, Jun-Shan
Wei, Hong-Wan
Fan, Cong-Zhao
Sun, Zhao-Cui
Shi, Lei-Ling
author_facet Yang, Er-Lan
Hou, Yong
Ma, Guo-Xu
Zou, Lin-Jun
Xu, Xu-Dong
Wu, Hai-Feng
Yang, Jun-Shan
Wei, Hong-Wan
Fan, Cong-Zhao
Sun, Zhao-Cui
Shi, Lei-Ling
author_sort Yang, Er-Lan
collection PubMed
description Terpenes possess a wide range of structural features and pharmaceutical activities and are promising for drug candidates. With the aim to find bioactive terpene molecules, eight new compounds were isolated from the medicinal plant Nepeta bracteata Benth., including seven new abietane-type diterpenoids (1–7), along with a new ursane-type triterpenoid (8). The structures of compounds 1–8 were elucidated through the detailed spectroscopic analyses of their 1D and 2D NMR and MS data, and the absolute configurations of compounds 1–7 were determined by comparing their experimental and calculated ECD spectra. Compound 1 was a novel degraded carbon diterpene with the disappearing of methyl signal at C-19, while compound 7 possessed a new norabietane-type diterpenoid carbon skeleton with the presence of five-membered lactone arising from ring rearrangement. The anti-inflammatory of all obtained isolates were evaluated on lipopolysaccharide (LPS)-stimulated RAW 264.7 cells and the results of anti-inflammatory activity screening showed that compared with the LPS model group, all compounds were significantly down-regulation the TNF-α inflammatory factor at the specific concentration, except for compound 6.
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spelling pubmed-92892142022-07-19 Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity Yang, Er-Lan Hou, Yong Ma, Guo-Xu Zou, Lin-Jun Xu, Xu-Dong Wu, Hai-Feng Yang, Jun-Shan Wei, Hong-Wan Fan, Cong-Zhao Sun, Zhao-Cui Shi, Lei-Ling Front Chem Chemistry Terpenes possess a wide range of structural features and pharmaceutical activities and are promising for drug candidates. With the aim to find bioactive terpene molecules, eight new compounds were isolated from the medicinal plant Nepeta bracteata Benth., including seven new abietane-type diterpenoids (1–7), along with a new ursane-type triterpenoid (8). The structures of compounds 1–8 were elucidated through the detailed spectroscopic analyses of their 1D and 2D NMR and MS data, and the absolute configurations of compounds 1–7 were determined by comparing their experimental and calculated ECD spectra. Compound 1 was a novel degraded carbon diterpene with the disappearing of methyl signal at C-19, while compound 7 possessed a new norabietane-type diterpenoid carbon skeleton with the presence of five-membered lactone arising from ring rearrangement. The anti-inflammatory of all obtained isolates were evaluated on lipopolysaccharide (LPS)-stimulated RAW 264.7 cells and the results of anti-inflammatory activity screening showed that compared with the LPS model group, all compounds were significantly down-regulation the TNF-α inflammatory factor at the specific concentration, except for compound 6. Frontiers Media S.A. 2022-07-04 /pmc/articles/PMC9289214/ /pubmed/35860628 http://dx.doi.org/10.3389/fchem.2022.944972 Text en Copyright © 2022 Yang, Hou, Ma, Zou, Xu, Wu, Yang, Wei, Fan, Sun and Shi. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Yang, Er-Lan
Hou, Yong
Ma, Guo-Xu
Zou, Lin-Jun
Xu, Xu-Dong
Wu, Hai-Feng
Yang, Jun-Shan
Wei, Hong-Wan
Fan, Cong-Zhao
Sun, Zhao-Cui
Shi, Lei-Ling
Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity
title Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity
title_full Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity
title_fullStr Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity
title_full_unstemmed Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity
title_short Abietane-Type Diterpenoids From Nepeta bracteata Benth. and Their Anti-Inflammatory Activity
title_sort abietane-type diterpenoids from nepeta bracteata benth. and their anti-inflammatory activity
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9289214/
https://www.ncbi.nlm.nih.gov/pubmed/35860628
http://dx.doi.org/10.3389/fchem.2022.944972
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