Terminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear

Eleven new cyclohexane-type meroterpenoids (1, 3–5, 7, 8, 11–15) and four known similar meroterpenoids (2, 6, 9, and 10) were isolated from Ganoderma cochlear. Their structures and absolute configurations at stereogenic centers were elucidated by using HRESIMS, NMR spectroscopy and computational met...

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Autores principales: Fu-Ying Qin, Te Xu, Yan-Peng Li, Hao-Xing Zhang, Dan Cai, Li-Zhong Liu, Yong-Xian Cheng
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Publicado: Frontiers Media S.A. 2021
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Acceso en línea:https://doaj.org/article/1e3cef1a889e444d800bfdc41f67f680
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spelling oai:doaj.org-article:1e3cef1a889e444d800bfdc41f67f6802021-12-03T04:37:49ZTerminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear2296-264610.3389/fchem.2021.783705https://doaj.org/article/1e3cef1a889e444d800bfdc41f67f6802021-12-01T00:00:00Zhttps://www.frontiersin.org/articles/10.3389/fchem.2021.783705/fullhttps://doaj.org/toc/2296-2646Eleven new cyclohexane-type meroterpenoids (1, 3–5, 7, 8, 11–15) and four known similar meroterpenoids (2, 6, 9, and 10) were isolated from Ganoderma cochlear. Their structures and absolute configurations at stereogenic centers were elucidated by using HRESIMS, NMR spectroscopy and computational methods. In addition, the structure of the known meroterpenoid, cochlearol G (2), was revised, and the absolute configurations at the stereogenic centers of known meroterpenoids 9 and 10 were determined. All the isolated meroterpenoids were evaluated for their activities against renal fibrosis and triple negative breast cancer, and their insulin resistance. The results of the renal fibrosis study showed that meroterpenoid 11 inhibits over-expression of fibronectin, collagen I and α-SMA. Results of the wound healing study revealed that 4, 6 and 8 significantly inhibit migration of BT549 cells. Observations made in Western blotting experiments showed that 6 decreases the levels of TWIST1 and ZEB1, and increases the level of E-cadherin. Finally, meroterpenoids 7, 9, 11, and 15 significantly up-regulate p-AMPK protein expression in normal L6 myotubes cells.Fu-Ying QinTe XuYan-Peng LiHao-Xing ZhangDan CaiLi-Zhong LiuYong-Xian ChengYong-Xian ChengFrontiers Media S.A.articleGanoderma cochlearmeroterpenoidsrenal fibrosistriple negative breast cancerBT549 cellsChemistryQD1-999ENFrontiers in Chemistry, Vol 9 (2021)
institution DOAJ
collection DOAJ
language EN
topic Ganoderma cochlear
meroterpenoids
renal fibrosis
triple negative breast cancer
BT549 cells
Chemistry
QD1-999
spellingShingle Ganoderma cochlear
meroterpenoids
renal fibrosis
triple negative breast cancer
BT549 cells
Chemistry
QD1-999
Fu-Ying Qin
Te Xu
Yan-Peng Li
Hao-Xing Zhang
Dan Cai
Li-Zhong Liu
Yong-Xian Cheng
Yong-Xian Cheng
Terminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear
description Eleven new cyclohexane-type meroterpenoids (1, 3–5, 7, 8, 11–15) and four known similar meroterpenoids (2, 6, 9, and 10) were isolated from Ganoderma cochlear. Their structures and absolute configurations at stereogenic centers were elucidated by using HRESIMS, NMR spectroscopy and computational methods. In addition, the structure of the known meroterpenoid, cochlearol G (2), was revised, and the absolute configurations at the stereogenic centers of known meroterpenoids 9 and 10 were determined. All the isolated meroterpenoids were evaluated for their activities against renal fibrosis and triple negative breast cancer, and their insulin resistance. The results of the renal fibrosis study showed that meroterpenoid 11 inhibits over-expression of fibronectin, collagen I and α-SMA. Results of the wound healing study revealed that 4, 6 and 8 significantly inhibit migration of BT549 cells. Observations made in Western blotting experiments showed that 6 decreases the levels of TWIST1 and ZEB1, and increases the level of E-cadherin. Finally, meroterpenoids 7, 9, 11, and 15 significantly up-regulate p-AMPK protein expression in normal L6 myotubes cells.
format article
author Fu-Ying Qin
Te Xu
Yan-Peng Li
Hao-Xing Zhang
Dan Cai
Li-Zhong Liu
Yong-Xian Cheng
Yong-Xian Cheng
author_facet Fu-Ying Qin
Te Xu
Yan-Peng Li
Hao-Xing Zhang
Dan Cai
Li-Zhong Liu
Yong-Xian Cheng
Yong-Xian Cheng
author_sort Fu-Ying Qin
title Terminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear
title_short Terminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear
title_full Terminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear
title_fullStr Terminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear
title_full_unstemmed Terminal Cyclohexane-Type Meroterpenoids from the Fruiting Bodies of Ganoderma cochlear
title_sort terminal cyclohexane-type meroterpenoids from the fruiting bodies of ganoderma cochlear
publisher Frontiers Media S.A.
publishDate 2021
url https://doaj.org/article/1e3cef1a889e444d800bfdc41f67f680
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