Three New Derivatives of Zopfinol from Pseudorhypophila Mangenotii gen. et comb. nov
dc.contributor.author | Harms, Karen | |
dc.contributor.author | Milic, Andrea | |
dc.contributor.author | Stchigel, Alberto M | |
dc.contributor.author | Stadler, Marc | |
dc.contributor.author | Surup, Frank | |
dc.contributor.author | Marin-Felix, Yasmina | |
dc.date.accessioned | 2021-04-22T13:00:21Z | |
dc.date.available | 2021-04-22T13:00:21Z | |
dc.date.issued | 2021-03-03 | |
dc.identifier.citation | J Fungi (Basel). 2021 Mar 3;7(3):181. doi: 10.3390/jof7030181.. | en_US |
dc.identifier.pmid | 33802411 | |
dc.identifier.doi | 10.3390/jof7030181 | |
dc.identifier.uri | http://hdl.handle.net/10033/622838 | |
dc.description.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 β-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. | en_US |
dc.language.iso | en | en_US |
dc.publisher | MDPI | en_US |
dc.rights | Attribution 4.0 International | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.subject | Antimicrobials | en_US |
dc.subject | Naviculisporaceae | en_US |
dc.subject | Sordariales | en_US |
dc.subject | cytotoxicity | en_US |
dc.subject | secondary metabolites | en_US |
dc.subject | sordarins | en_US |
dc.title | Three New Derivatives of Zopfinol from Pseudorhypophila Mangenotii gen. et comb. nov | en_US |
dc.type | Article | en_US |
dc.identifier.eissn | 2309-608X | |
dc.contributor.department | HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany. | en_US |
dc.identifier.journal | Journal of fungi (Basel, Switzerland) | en_US |
dc.source.volume | 7 | |
dc.source.issue | 3 | |
refterms.dateFOA | 2021-04-22T13:00:22Z | |
dc.source.journaltitle | Journal of fungi (Basel, Switzerland) | |
dc.source.country | Switzerland |