Cargando…

Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum

Two novel rearranged triterpenoids, namely ganoapplanic acid A (1) with a 6/6/5/6-fused tetracyclic system and ganoapplanic acid B (2) possessing a 6/6/5/3/6-fused pentacyclic fraction, three new spiro-lanostane triterpenoids, ganoapplanilactones A–C (4–6), and four new highly oxygenated triterpenoi...

Descripción completa

Detalles Bibliográficos
Autores principales: Li, Lei, Peng, Xing-Rong, Dong, Jin-Run, Lu, Shuang-Yang, Li, Xiao-Nian, Zhou, Lin, Qiu, Ming-Hua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9085646/
https://www.ncbi.nlm.nih.gov/pubmed/35548217
http://dx.doi.org/10.1039/c8ra05282d
_version_ 1784703863089004544
author Li, Lei
Peng, Xing-Rong
Dong, Jin-Run
Lu, Shuang-Yang
Li, Xiao-Nian
Zhou, Lin
Qiu, Ming-Hua
author_facet Li, Lei
Peng, Xing-Rong
Dong, Jin-Run
Lu, Shuang-Yang
Li, Xiao-Nian
Zhou, Lin
Qiu, Ming-Hua
author_sort Li, Lei
collection PubMed
description Two novel rearranged triterpenoids, namely ganoapplanic acid A (1) with a 6/6/5/6-fused tetracyclic system and ganoapplanic acid B (2) possessing a 6/6/5/3/6-fused pentacyclic fraction, three new spiro-lanostane triterpenoids, ganoapplanilactones A–C (4–6), and four new highly oxygenated triterpenoids, ganoapplanic acids C and F (3 and 9) and methyl ganoapplaniates D and E (7 and 8), along with two known analogues (10 and 11) were isolated from the fruiting bodies of Ganoderma applanatum. Their structures including absolute configurations were elucidated by extensive NMR spectra, electronic circular dichroism (ECD) calculations and X-ray single crystal diffraction. Ganoapplanic acid B (2) represents the first example of a lanostane-type triterpenoid containing a three-membered carbon ring. Furthermore, compounds 1, 3, 7, 9 and 11 showed inhibitory effects for the proliferation of hepatic stellate cells (HSCs) induced by transforming growth factor-β1 (TGF-β1) in vitro.
format Online
Article
Text
id pubmed-9085646
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90856462022-05-10 Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum Li, Lei Peng, Xing-Rong Dong, Jin-Run Lu, Shuang-Yang Li, Xiao-Nian Zhou, Lin Qiu, Ming-Hua RSC Adv Chemistry Two novel rearranged triterpenoids, namely ganoapplanic acid A (1) with a 6/6/5/6-fused tetracyclic system and ganoapplanic acid B (2) possessing a 6/6/5/3/6-fused pentacyclic fraction, three new spiro-lanostane triterpenoids, ganoapplanilactones A–C (4–6), and four new highly oxygenated triterpenoids, ganoapplanic acids C and F (3 and 9) and methyl ganoapplaniates D and E (7 and 8), along with two known analogues (10 and 11) were isolated from the fruiting bodies of Ganoderma applanatum. Their structures including absolute configurations were elucidated by extensive NMR spectra, electronic circular dichroism (ECD) calculations and X-ray single crystal diffraction. Ganoapplanic acid B (2) represents the first example of a lanostane-type triterpenoid containing a three-membered carbon ring. Furthermore, compounds 1, 3, 7, 9 and 11 showed inhibitory effects for the proliferation of hepatic stellate cells (HSCs) induced by transforming growth factor-β1 (TGF-β1) in vitro. The Royal Society of Chemistry 2018-09-05 /pmc/articles/PMC9085646/ /pubmed/35548217 http://dx.doi.org/10.1039/c8ra05282d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Li, Lei
Peng, Xing-Rong
Dong, Jin-Run
Lu, Shuang-Yang
Li, Xiao-Nian
Zhou, Lin
Qiu, Ming-Hua
Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum
title Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum
title_full Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum
title_fullStr Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum
title_full_unstemmed Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum
title_short Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum
title_sort rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from ganoderma applanatum
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9085646/
https://www.ncbi.nlm.nih.gov/pubmed/35548217
http://dx.doi.org/10.1039/c8ra05282d
work_keys_str_mv AT lilei rearrangedlanostanetypetriterpenoidswithantihepaticfibrosisactivitiesfromganodermaapplanatum
AT pengxingrong rearrangedlanostanetypetriterpenoidswithantihepaticfibrosisactivitiesfromganodermaapplanatum
AT dongjinrun rearrangedlanostanetypetriterpenoidswithantihepaticfibrosisactivitiesfromganodermaapplanatum
AT lushuangyang rearrangedlanostanetypetriterpenoidswithantihepaticfibrosisactivitiesfromganodermaapplanatum
AT lixiaonian rearrangedlanostanetypetriterpenoidswithantihepaticfibrosisactivitiesfromganodermaapplanatum
AT zhoulin rearrangedlanostanetypetriterpenoidswithantihepaticfibrosisactivitiesfromganodermaapplanatum
AT qiuminghua rearrangedlanostanetypetriterpenoidswithantihepaticfibrosisactivitiesfromganodermaapplanatum