The Khamkhains, Neurotrophic Drimane-Type Sesquiterpenoids Derived from a Polyporaceous Basidiomycete Originating from Thailand
Jazyk angličtina Země Spojené státy americké Médium print-electronic
Typ dokumentu časopisecké články
PubMed
40669013
PubMed Central
PMC12305638
DOI
10.1021/acs.jnatprod.5c00669
Knihovny.cz E-zdroje
- MeSH
- Basidiomycota * chemie MeSH
- buňky PC12 MeSH
- krysa rodu Rattus MeSH
- krystalografie rentgenová MeSH
- molekulární struktura MeSH
- neurity účinky léků MeSH
- polycyklické seskviterpeny MeSH
- seskviterpeny * chemie farmakologie izolace a purifikace MeSH
- zvířata MeSH
- Check Tag
- krysa rodu Rattus MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- Geografické názvy
- Thajsko MeSH
- Názvy látek
- drimane MeSH Prohlížeč
- polycyklické seskviterpeny MeSH
- seskviterpeny * MeSH
Eight unprecedented terpenoids were isolated from submerged cultures of a polyporoid basidiomycete originating from Thailand (which had been referred to as "Cerrena sp." in a previous publication) by preparative chromatography. Their chemical structures were elucidated by extensive two-dimensional nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry. One of the compounds was crystallized, and its absolute configuration was established by X-ray crystallography. Among the isolated metabolites were several members of the rare nitrogen-containing drimane type and one dimeric drimane, which consists of a nitrogen-containing monomer and a regular monomer. The latter compound represents a hitherto unknown type of terpenoid natural product. The metabolites were subjected to a biological characterization, and some of them showed significant neurotrophic effects. Notably, several of the compounds significantly enhanced the outgrowth of neurites in PC12 cells when treated with 5 ng/mL nerve growth factor. On the other hand, they were devoid of significant cytotoxic and antimicrobial effects.
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