Cytotoxic ergostane-type steroids from Ganoderma lingzhi

Yu, Jin‐Hai; Yu, Shujuan; Liu, Kailu; Wang, Chao; Liu, Chao; Sun, Jinyue; Zhang, Hua

doi:10.1016/j.steroids.2020.108767

Cited by 11 publications

(7 citation statements)

References 34 publications

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“…The correlations of H 3 -18 with H-20 as well as H 3 -21 with H-17 suggested (20 R ) configuration. 15 Furthermore, regarding biogenesis, the 20 S -epimer of ergosterol probably does not exist biologically. This theoretical restriction does not apply at C-24, and both C-24 epimers could naturally exist, although apparently not in fungi.…”

Section: Resultsmentioning

confidence: 99%

“…The next step was to determine the configuration of the epoxy group. According to the literature, the oxirane ring is almost perpendicular to the molecular plane, 15 and it was placed in the β-orientation based on the CD calculations. The absolute configuration of the compound was determined by the time-dependent density functional theory (TD-DFT) ECD calculations.…”

Section: Resultsmentioning

confidence: 99%

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Versisterol, a new endophytic steroid with 3CL protease inhibitory activity from Avicennia marina (Forssk.) Vierh.

Elsbaey

Hegazy

2022

RSC Adv.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Versisterol, a new endophytic steroid with 3CL protease inhibitory activity from Avicennia marina (Forssk.) Vierh.

Elsbaey

Hegazy

2022

RSC Adv.

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“…Endoperoxide 26 , isolated from the fruiting bodies of Stropharia rugosoannulata , protected neuronal cells by attenuating endoplasmic reticulum stress caused by thapsigargin, an inhibitor of the Ca 2+ -ATPase [ 81 ]. A significant cytotoxicity ( Table 1 ) against A549 and MCF-7 cells was noted for the endoperoxide 27 , isolated from the fruiting body of a medicinal macro fungus Ganoderma lingzhi [ 12 ]. Agarol ( 28 ) was isolated as a tumoricidal substance from the mushroom Agaricus blazei [ 157 ].…”

Section: Endoperoxidesmentioning

confidence: 99%

“…The latter is the main sterol of fungi involved in the regulation of membrane fluidity and structure as well as performing immunological functions [ 4 ]. Fungal ergosterol derivatives are often referred to as “ergostane-type steroids” [ 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 ] or “ergosteroids” [ 13 , 14 , 15 , 16 , 17 ]. One should bear in mind, however, that the application of the term “ergosteroids” can be confusing, as it was also suggested by Lardy et al [ 18 ] to structurally different dehydroepiandrosterone derivatives based on their mode of action (influence on energy metabolism).…”

Section: Introductionmentioning

confidence: 99%

Structure and Biological Activity of Ergostane-Type Steroids from Fungi

2022

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Mushrooms are known not only for their taste but also for beneficial effects on health attributed to plethora of constituents. All mushrooms belong to the kingdom of fungi, which also includes yeasts and molds. Each year, hundreds of new metabolites of the main fungal sterol, ergosterol, are isolated from fungal sources. As a rule, further testing is carried out for their biological effects, and many of the isolated compounds exhibit one or another activity. This study aims to review recent literature (mainly over the past 10 years, selected older works are discussed for consistency purposes) on the structures and bioactivities of fungal metabolites of ergosterol. The review is not exhaustive in its coverage of structures found in fungi. Rather, it focuses solely on discussing compounds that have shown some biological activity with potential pharmacological utility.

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“…The group of compounds mostly identified in that fraction are steroid compounds. Steroid compounds have been widely studied to have cytotoxic activity [27][28][29] . Gamma-sitosterol is a steroid compound that is mostly found in the n-hexane fraction.…”

Section: Molecular Dockingmentioning

confidence: 99%

Sterculia foetida Leaf Fraction Against Matrix Metalloproteinase-9 Protein and 4T1 Breast Cancer Cells: In-Vitro and In-Silico Studies

2021

TJNPR

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expression of MMP-9 can change due to genetic variations that affect the effectiveness of breast cancer treatment. 9 There has been many studies proving that chemical compounds in plants have cytotoxic activity. This is due to variations in the structures of the chemical compounds and the mechanisms for causing different cytotoxic effects. 10 This has led many researchers to conduct research to explore plants and chemical compounds that have anticancer effects. 11 S. foetida is a medicinal plant that has many pharmacological activities. 12 Mujumdar et al. 13 reported that the leaves of S. foetida contain luteolin, α-sitosterol, scutellarein, taraxerol, noctacosanol, and procyanidin, which have analgesic and antiinflammatory activity. Rajasekharreddy and Rani 14 reported finding cyclopropene fatty acid compounds, such as (2n-octylcycloprop-1enyl)-octanoic acid (I) from S. foetida seeds which have antibacterial, antiviral, and cytotoxic activities. In this study, we explored S. foetida leaves fractions of n-hexane, chloroform, ethyl acetate n-butanol, and insoluble n-butanol as a possible source of compounds that have cytotoxic activities. The in vitro inhibitory activities of these fractions against MMP-9 protein and 4T1 cancer cells were further studied. The compounds contained in the most active fraction were identified using Gas Chromatography-Mass Spectroscopy (GC-MS). The interaction of the compounds in the most active fraction against a protein target, MMP-9 involved in cancer pathogenesis was analyzed through molecular docking techniques.

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Cytotoxic ergostane-type steroids from Ganoderma lingzhi

Cited by 11 publications

References 34 publications

Versisterol, a new endophytic steroid with 3CL protease inhibitory activity from Avicennia marina (Forssk.) Vierh.

Versisterol, a new endophytic steroid with 3CL protease inhibitory activity from Avicennia marina (Forssk.) Vierh.

Structure and Biological Activity of Ergostane-Type Steroids from Fungi

Sterculia foetida Leaf Fraction Against Matrix Metalloproteinase-9 Protein and 4T1 Breast Cancer Cells: In-Vitro and In-Silico Studies

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