Secondary metabolites of Phlebopus species from Northern Thailand
- PDF / 554,406 Bytes
- 12 Pages / 595.276 x 790.866 pts Page_size
- 51 Downloads / 204 Views
ORIGINAL ARTICLE
Secondary metabolites of Phlebopus species from Northern Thailand Boontiya Chuankid 1,2 & Hedda Schrey 2 & Benjarong Thongbai 2 & Olivier Raspé 1 & Norbert Arnold 3 & Kevin David Hyde 1 & Marc Stadler 2 Received: 11 September 2020 / Revised: 20 October 2020 / Accepted: 22 October 2020 # The Author(s) 2020
Abstract Submerged cultures of the edible mushrooms Phlebopus portentosus and Phlebopus spongiosus were screened for their secondary metabolites by HPLC-UV/Vis and HR-LC-ESI-MS. Two new compounds, 9′-hydroxyphenyl pulvinone (1), containing an unusual pulvinone structure, and phlebopyron (2), together with the seven known pigments, atromentic acid (3), xerocomic acid (4), variegatic acid (5), methyl atromentate (6), methyl isoxerocomate (7), methyl variegatate (8), and variegatorubin (9) were isolated from the cultures. Their structures were assigned on the basis of extensive 1D/2D NMR spectroscopic analyses, as well as HR-ESI-MS, and HR-ESI-MS/MS measurements. Furthermore, the isolated compounds were evaluated for their antimicrobial and cytotoxic properties. 9′-hydroxyphenyl pulvinone (1), xerocomic acid (4), and methyl variegatate (8) exhibited weak to moderate cytotoxic activities against several tumor cell lines. The present paper provides a comprehensive characterization of pigments from the class of pulvinic acids that are present in the basidiomes of many edible bolete species. Keywords Boletales . Basidiomycota . Edible mushrooms . Pulvinic acid derivatives . Secondary metabolites . Structure elucidation
Introduction Since the early days of civilization, edible mushrooms have been appreciated for their delicious taste, their nutritional properties, i.e., the high protein and mineral content, and their health benefit effects for humans (Hyde et al. 2019). Although their medicinal use in health care is as old as their use as food source, it was only in the 1950s that scientists have focused on the potential of bioactive compounds from mushrooms and the Boontiya Chuankid and Hedda Schrey contributed equally to this work. Section Editor: Martin Rühl Supplementary Information The online version contains supplementary material available at https://doi.org/10.1007/s11557-02001643-y. * Marc Stadler [email protected] 1
Center of Excellence in Fungal Research and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand
2
Department of Microbial Drugs, Helmholtz Centre for Infection Research, Inhoffenstraße 7, 38124 Braunschweig, Germany
3
Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, 06120 Halle (Saale), Germany
development of medicines (Wani et al. 2010; Sandargo et al. 2019). The genus Phlebopus (R. Heim) Singer, classified in the Boletinellaceae (Boletales), contains about 12 species and is widely distributed in tropical and subtropical areas (He et al. 2019). Some of them are highly important as local food source. For example, Phlebopus portentosus (Berk. and Broome) Boedijn is one of the most popular edible wild mushro
Data Loading...
