[20(22)E]-Lanostane Triterpenes from the Fungus Ganoderma australe

Zhou, Lin; Guo, Lili; Isaka, Masahiko; Li, Zhenghui; Chen, He‐Ping

doi:10.3390/jof8050503

Cited by 4 publications

(2 citation statements)

References 34 publications

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“…The key intermediate lanosterol is biosynthesized from squalene, the common precursor of triterpenes. Further oxygenation on multiple sites of the lanosterol leads to the key intermediate A [ 19 , 20 ]. Abstraction of the proton of OH-20 by the retro-aldol reaction (route A) give compound 1 , which has been further oxygenated at C-6 position to yield 2 .…”

Section: Resultsmentioning

confidence: 99%

Tetra-, penta-, and hexa-nor-lanostane triterpenes from the medicinal fungus Ganoderma australe

Zhou

Akbar

Wang

et al. 2022

Nat. Prod. Bioprospect.

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Chemical investigation on the medicinal fungus Ganoderma australe led to the identification of ten new nor-lanostane triterpenes, namely two hexa-nor ones, ganoaustratetraenones A (1) and B (2), five penta-nor ones, ganoaustraldehydes A–E (3–7), and three tetra-nor ones ganoaustrenoic acids A–C (8–10). The chemical structures along with the absolute configurations were determined by extensive spectroscopic analysis of 1D & 2D NMR and HRESIMS data. The postulated biosynthesis pathways of these compounds were proposed. Ganoaustraldehydes A (3) and B (4) showed moderate inhibition against nitric oxide production in RAW264.7 macrophage cells with the respective IC50 values of 32.5, 34.2 µM (the IC50 of positive control pyrrolidine dithiocarbamate was 20.0 µM). Graphical Abstract

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Section: Resultsmentioning

confidence: 99%

Tetra-, penta-, and hexa-nor-lanostane triterpenes from the medicinal fungus Ganoderma australe

Zhou

Akbar

Wang

et al. 2022

Nat. Prod. Bioprospect.

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“…Peng et al reported on anti-adipogenic lanostane-type triterpenoids from the edible mushroom Ganoderma applanatum, which is utilized for medical purpose [54]. Other lanostane-type metabolites are presented from the species Ganoderma australe by Lin Zhou [55].…”

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confidence: 99%

Secondary Metabolites from Fungi—In Honor of Prof. Dr. Ji-Kai Liu’s 60th Birthday

Feng

Surup

2022

JoF

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Penidaleodiolides A and B, Cage-Like Polyketides with Neurotransmission-Regulating Activity from the Soil Fungus Penicillium daleae L3SO

Wang,

Chen,

Tao

et al. 2024

Org. Lett.

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Penicillium daleae L3SO is a fungus isolated from the rhizospheric soil of the chloroplast-deficient plant Monotropa uniflora. A chemical study on the rice fermentation of this fungus led to the isolation and identification of two cage-like polyketides, penidaleodiolide A (1) and its biosynthetic-related congener penidaleodiolide B (2). The structures of 1 and 2 were determined by a combination of extensive spectroscopic analysis, biosynthetic consideration, chemical derivatization, and computational methods. Compound 1 harbors an unusual tricyclo[4.3.0 4,9 ]nonane scaffold, unprecedented in polyketide natural products. The hypothetical biosynthetic pathways for 1 and 2 were postulated and were supported by CRISPR/Cas9 genome editing results. Penidaleodiolide A (1) showed a significant inhibitory effect on the action potentials of murine hippocampal basket neurons and decreased the frequency of spontaneous excitatory postsynaptic currents in a concentration-dependent manner (the inhibition ratios were 0.30 ± 0.02 for 1 μM, 0.37 ± 0.03 for 10 μM, and 0.50 ± 0.07 for 20 μM) while being devoid of cytotoxicity against the nerve cells.

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[20(22)E]-Lanostane Triterpenes from the Fungus Ganoderma australe

Cited by 4 publications

References 34 publications

Tetra-, penta-, and hexa-nor-lanostane triterpenes from the medicinal fungus Ganoderma australe

Tetra-, penta-, and hexa-nor-lanostane triterpenes from the medicinal fungus Ganoderma australe

Secondary Metabolites from Fungi—In Honor of Prof. Dr. Ji-Kai Liu’s 60th Birthday

Penidaleodiolides A and B, Cage-Like Polyketides with Neurotransmission-Regulating Activity from the Soil Fungus Penicillium daleae L3SO

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