To comprehensively understand the chemical constituents of the edible mushroom and their biological functions, a phytochemical separation of the cultural broth of led to the isolation of four new illudane sesquiterpenoids, agrocybins H-K (-), along with 10 known analogues (-). Compounds - were racemates of which and were further separated into single enantiomers as / and /. All new structures with absolute configurations were elucidated on the basis of an extensive spectroscopic analysis and quantum chemistry calculations. Compound possesses a new carbon skeleton that might be derived from the protoilludane backbone. Compounds , , , and show a certain degree of cytotoxicity to five human cancer cell lines. Compound shows a mild inhibitory effect on nitric oxide production with an IC value of 31.4 μM. It is concluded that is rich in illudin derivatives with potential bioactivity prospects, which would make a good material of medicine and food homology.
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http://dx.doi.org/10.1021/acsomega.0c03314 | DOI Listing |
J Agric Food Chem
January 2025
Centre for Chemical Biology, Department of Chemistry, Institute for Nucleic Acids, University of Sheffield, Brook Hill, Sheffield S3 7HF, U.K.
Bracken fern ( sp.) is a viable and vigorous plant with invasive potential, ingestion of which causes chronic illness and cancers in farm animals. Bracken is a suspected human carcinogen, and exposure can result from ingestion of bracken-contaminated water, dairy products, or meat derived from livestock grazing on bracken fern.
View Article and Find Full Text PDFEnviron Res
September 2024
School of Biochemistry and Immunology, Trinity College Dublin, Ireland.
Bracken fern (Pteridium spp.) is a highly problematic plant worldwide due to its toxicity in combination with invasive properties on former farmland, in deforested areas and on disturbed natural habitats. The carcinogenic potential of bracken ferns has caused scientific and public concern for six decades.
View Article and Find Full Text PDFPhytochemistry
July 2024
School of Pharmacy, Anhui University of Chinese Medicine, Anhui Key Laboratory of Modern Chinese Materia Medica, Hefei, 230012, China; School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan, 430074, China. Electronic address:
Phellintremulin A (1), a rearranged sesquiterpenoid with an unprecedented bicyclic backbone, and two previously unreported illudane-type sesquiterpenoids, namely phellintremulin B (2) and phellintremulin C (3), together with two known analogues (±)‒4 and (±)‒5, were isolated from cultures of the medicinal fungus Phellinus tremulae. Their structures and absolute configurations were established by means of spectroscopic data and HRESIMS analyses, as well as ECD and NMR calculations. A plausible biogenesis for 1 was discussed.
View Article and Find Full Text PDFMolecules
October 2022
Department of Botany, University of Veterinary Medicine, Pf. 2, 1400 Budapest, Hungary.
Previous studies related to the ptaquiloside molecule, a carcinogenic secondary metabolite known from the world of ferns, are summarised. Ptaquiloside (PTA) belongs to the group of norsesquiterpenes of the illudane type. The name illudane refers to the fungal taxa from which the first representatives of the molecular group were identified.
View Article and Find Full Text PDFJ Nat Prod
March 2022
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Sookmyung Women's University, Seoul 04310, Korea.
Microbial cocultivation has been applied as a strategy to induce the biosynthesis of specialized metabolites. However, most previous studies have focused on competitive interactions between test strains. During our LC-MS-based chemical screening of randomized cocultures of Basidiomycetous fungi, we discovered that the coculture of (Hymenochaetaceae) and (Schizoporaceae) induces multiple metabolites, although they did not show any competitive morphology.
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