Author, as appears in the article.: Harms, Karen; Milic, Andrea; Stchigel, Alberto M.; Stadler, Marc; Surup, Frank; Marin-Felix, Yasmina;
Department: Ciències Mèdiques Bàsiques
e-ISSN: 2309-608X
URV's Author/s: MARÍN FÉLIX, YASMINA / Stchigel Glikman, Alberto Miguel
Keywords: Sordarins Sordariales Secondary metabolites Naviculisporaceae Cytotoxicity Antimicrobials
Abstract: Triangularia mangenotti was analyzed for the production of secondary metabolites, resulting in the isolation of known zopfinol (1) and its new derivatives zopfinol B-C (2-4), the 10-membered lactones 7-O-acetylmultiplolide A (5) and 8-O-acetylmultiplolide A (6), together with sordarin (7), sordarin B (8), and hypoxysordarin (9). The absolute configuration of 1 was elucidated by the synthesis of MPTA-esters. Compound 1 showed antimicrobial activity against the Gram-positive bacteria Bacillus subtilis and Staphylococcus aureus and the fungus Mucor hiemalis. While 4 was weakly antibacterial, 3 showed stronger antibiotic activity against the Gram-positive bacteria and weak antifungal activity against M. hiemalis and Rhodotorula glutinis. We furthermore observed the cytotoxicity of 1, 3 and 4 against the mammalian cell lines KB3.1 and L929. Moreover, the new genus Pseudorhypophila is introduced herein to accommodate Triangularia mangenotii together with several species of Zopfiella-Z. marina, Z. pilifera, and Z. submersa. These taxa formed a well-supported monophyletic clade in the recently introduced family Navicularisporaceae, located far from the type species of the respective original genera, in a phylogram based on the combined dataset sequences of the internal transcribed spacer region (ITS), the nuclear rDNA large subunit (LSU), and fragments of the ribosomal polymerase II subunit 2 (rpb2) and beta-tubulin (tub2) genes. Zopfiella submersa is synonymized with P. marina due to the phylogenetic and morphological similarity. The isolation of zopfinols 1-4 and sordarins 7-9 confirms the potential of this fungal order as producers of bioactive compounds and suggests these compounds as potential chemotaxonomic markers.
Thematic Areas: Plant science Mycology Microbiology (medical) Microbiology Farmacia Ecology, evolution, behavior and systematics Ciências biológicas iii Ciências biológicas ii
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: albertomiguel.stchigel@urv.cat
Author identifier: 0000-0003-3987-7996
Record's date: 2023-02-19
Journal volume: 7
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://www.mdpi.com/2309-608X/7/3/181
Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: J Fungi (Basel). 7 (3): 1-19
APA: Harms, Karen; Milic, Andrea; Stchigel, Alberto M.; Stadler, Marc; Surup, Frank; Marin-Felix, Yasmina; (2021). Three New Derivatives of Zopfinol from Pseudorhypophila Mangenotii gen. et comb. nov.. J Fungi (Basel), 7(3), 1-19. DOI: 10.3390/jof7030181
Article's DOI: 10.3390/jof7030181
Entity: Universitat Rovira i Virgili
Journal publication year: 2021
Publication Type: Journal Publications
Repositori URV