{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,8]],"date-time":"2026-06-08T11:01:09Z","timestamp":1780916469324,"version":"3.54.1"},"reference-count":23,"publisher":"MDPI AG","issue":"5","license":[{"start":{"date-parts":[[2018,5,4]],"date-time":"2018-05-04T00:00:00Z","timestamp":1525392000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Bioassay-guided fractionation of the chloroform extract of Tapinella atrotomentosa led to the isolation of four secondary metabolites 1\u20134. Two of the compounds are lactones\u2014osmundalactone (1) and 5-hydroxy-hex-2-en-4-olide (2)\u2014while 3 and 4 were identified as terphenyl quinones, spiromentins C and B, respectively. The structures of the compounds were established on the basis of NMR and MS spectroscopic analysis. The isolated fungal metabolites were evaluated for their antibacterial activities against several Gram-positive and negative bacteria. In addition, their synergistic effect with cefuroxime against methicillin-resistant Staphylococcus aureus (MRSA) was also evaluated. Compounds 1\u20133 proved to possess significant antibacterial activity against multiresistant Acinetobacter baumannii and extended-spectrum \u03b2-lactamase (ESBL)-producing Escherichia coli. The investigation of the antioxidant effect of the isolated compounds in DPPH and ORAC assays revealed that spiromentins C (3) and B (4) have remarkable antioxidant activity.<\/jats:p>","DOI":"10.3390\/molecules23051082","type":"journal-article","created":{"date-parts":[[2018,5,4]],"date-time":"2018-05-04T03:08:21Z","timestamp":1525403301000},"page":"1082","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":36,"title":["Bioactivity-Guided Isolation of Antimicrobial and Antioxidant Metabolites from the Mushroom Tapinella atrotomentosa"],"prefix":"10.3390","volume":"23","author":[{"given":"Zolt\u00e1n","family":"B\u00e9ni","sequence":"first","affiliation":[{"name":"Spectroscopic Research, Gedeon Richter Plc., Gy\u00f6mr\u0151i \u00fat 19-21, H-1103 Budapest, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mikl\u00f3s","family":"D\u00e9k\u00e1ny","sequence":"additional","affiliation":[{"name":"Spectroscopic Research, Gedeon Richter Plc., Gy\u00f6mr\u0151i \u00fat 19-21, H-1103 Budapest, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bernadett","family":"Kov\u00e1cs","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy, University of Szeged, E\u00f6tv\u00f6s u. 6, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bogl\u00e1rka","family":"Csupor-L\u00f6ffler","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy, University of Szeged, E\u00f6tv\u00f6s u. 6, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zolt\u00e1n P\u00e9ter","family":"Zomborszki","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy, University of Szeged, E\u00f6tv\u00f6s u. 6, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Erika","family":"Kerekes","sequence":"additional","affiliation":[{"name":"Department of Microbiology, University of Szeged, K\u00f6z\u00e9p fasor 52, H-6726 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1651-4623","authenticated-orcid":false,"given":"Andr\u00e1s","family":"Szekeres","sequence":"additional","affiliation":[{"name":"Department of Microbiology, University of Szeged, K\u00f6z\u00e9p fasor 52, H-6726 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Edit","family":"Urb\u00e1n","sequence":"additional","affiliation":[{"name":"Institute of Clinical Microbiology, University of Szeged, Semmelweis u. 6, H- 6725 Szeged Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Judit","family":"Hohmann","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy, University of Szeged, E\u00f6tv\u00f6s u. 6, H-6720 Szeged, Hungary"},{"name":"Interdisciplinary Centre for Natural Products, University of Szeged, E\u00f6tv\u00f6s u. 6, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Attila","family":"V\u00e1nyol\u00f3s","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy, University of Szeged, E\u00f6tv\u00f6s u. 6, H-6720 Szeged, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2018,5,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1615\/IntJMedMushr.v12.i1.10","article-title":"Medicinal mushroom science: history, current status, future trends and unsolved problems","volume":"12","author":"Wasser","year":"2010","journal-title":"Int. J. Med. Mushrooms"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"437","DOI":"10.1111\/lam.12576","article-title":"Investigation of Hungarian mushrooms for antibacterial activity and synergistic effects with standard antibiotics against resistant bacterial strains","volume":"62","author":"Hohmann","year":"2016","journal-title":"Lett. Appl. Microbiol."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"1420","DOI":"10.1002\/jps.2600591010","article-title":"Isolation of diphenyl-substituted tetronic acids from cultures of Paxillus atrotomentosus","volume":"59","author":"Gaylord","year":"1970","journal-title":"J. Pharm. Sci."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"803","DOI":"10.1002\/jlac.198919890228","article-title":"Flavomentine und Spiromentine, neue Terphenylchinon-Derivate aus Paxillus atrotomentosus und P. panuoides (Boletales)","volume":"8","author":"Besl","year":"1989","journal-title":"Liebigs Ann. Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1503","DOI":"10.1002\/jps.2600601013","article-title":"Comparison of Pigments in Carpophores and Saprophytic Cultures of Paxillus panuoides and Paxillus atrotomentosus","volume":"60","author":"Gaylord","year":"1971","journal-title":"J. Pharm. Sci."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"797","DOI":"10.1002\/jlac.198919890227","article-title":"\u00dcber Leucomentine, farblose Vorstufen des Atromentins aus dem Samtfu\u00dfkrempling (Paxillus atrotomentosus)","volume":"8","author":"Holzapfel","year":"1989","journal-title":"Liebigs Ann. Chem."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1251","DOI":"10.1016\/0031-9422(95)00467-L","article-title":"(+)-Osmundalactone, \u03b3-lactones and spiromentins from the fungus Paxillus atrotomentosus","volume":"40","author":"Buchanan","year":"1995","journal-title":"Phytochemistry"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"581","DOI":"10.3987\/COM-01-S(K)66","article-title":"A Novel Dimeric Lactone Bis-osmundalactone from the Japanese Inedible Mushroom Paxillus atromentosus var. bambusinus","volume":"56","author":"Hashimoto","year":"2002","journal-title":"Heterocycles"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"1657","DOI":"10.1016\/S0040-4020(97)10373-8","article-title":"New ergostane type ecdysteroids from fungi. Ecdysteroid constituents of mushroom Paxillus atrotomentosus","volume":"54","author":"Harmatha","year":"1998","journal-title":"Tetrahedron"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"948","DOI":"10.1016\/j.phytochem.2010.03.016","article-title":"Antibacterial metabolites from Australian macrofungi from the genus Cortinarius","volume":"71","author":"Beattie","year":"2010","journal-title":"Phytochemistry"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"932","DOI":"10.1021\/np000593r","article-title":"Antimicrobial cuparene-type sesquiterpenes, enokipodins C and D, from a mycelial culture of Flammulina velutipes","volume":"64","author":"Ishikawa","year":"2001","journal-title":"J. Nat. Prod."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"182","DOI":"10.1055\/s-0029-1186001","article-title":"Antibacterial compounds from mushrooms I: a lanostane-type triterpene and prenylphenol derivates from Jahnoporus hiritus and Albatrellus flettii and their activities against Bacillus cereus and Enterococcus faecalis","volume":"76","author":"Liu","year":"2010","journal-title":"Planta Med."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"2307","DOI":"10.1016\/S0040-4020(01)97097-8","article-title":"The isolation and structure determination of the fern glycoside osmundalin and the synthesis of its aglycone osmundalactone","volume":"30","author":"Hollenbeak","year":"1974","journal-title":"Tetrahedron"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"2815","DOI":"10.1248\/cpb.32.2815","article-title":"Plant Constituents Biologically Active to Insects. V. Antifeedants for the Larvae of the Yellow Butterfly, Eurema hecabe mandarina, in Osmunda japonica. (1)","volume":"32","author":"Numata","year":"1984","journal-title":"Chem. Pharm. Bull."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"263","DOI":"10.1016\/S1572-5995(03)80009-1","article-title":"Polyhydroxy-p-terphenyls and related p-terphenylquinones from fungi: Overview and biological properties","volume":"29","author":"Spatafora","year":"2003","journal-title":"Stud. Nat. Prod. Chem."},{"key":"ref_16","first-page":"1335","article-title":"In vitro susceptibility testing of some Phellinus species against Acinetobacter baumannii from Maharashtra India","volume":"4","author":"Belsare","year":"2010","journal-title":"J. Med. Plants Res."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"4","DOI":"10.1186\/1476-0711-9-4","article-title":"Screening a mushroom extract library for activity against Acinetobacter baumannii and Burkholderia cepacia and the identification of a compound with anti-Burkholderia activity","volume":"9","author":"Schwan","year":"2010","journal-title":"Ann. Clin. Microbiol. Antimicrob."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1820","DOI":"10.1002\/jps.2600611130","article-title":"Antimicrobial Activity of Mushroom Metabolites","volume":"61","author":"Benedict","year":"1972","journal-title":"J. Pharm. Sci."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1068","DOI":"10.1139\/m84-166","article-title":"The antibacterial activity of some naturally occurring 2,5-dihydroxy-l,4-benzoquinones","volume":"30","author":"Brewer","year":"1984","journal-title":"Can. J. Microbiol."},{"key":"ref_20","unstructured":"Clinical and Laboratory Standards Institute (CLSI) (2015). Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically: Approved Standard, Clinical and Laboratory Standards Institute."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"140","DOI":"10.1128\/JCM.43.1.140-143.2005","article-title":"Synergy Tests by E Test and Checkerboard Methods of Antimicrobial Combinations against Brucella melitensis","volume":"43","author":"Orhan","year":"2005","journal-title":"J. Clin. Microbiol."},{"key":"ref_22","first-page":"222","article-title":"Evalution of antioxidant activity of various herbal folk medicines","volume":"3","author":"Akaydin","year":"2013","journal-title":"J. Nutr. Food Sci."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"526","DOI":"10.1016\/j.meatsci.2011.05.021","article-title":"Antioxidant and other quality properties of reindeer muscle from two different Norwegian regions","volume":"89","author":"Mielnik","year":"2011","journal-title":"Meat Sci."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/5\/1082\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T15:03:12Z","timestamp":1760194992000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/5\/1082"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,5,4]]},"references-count":23,"journal-issue":{"issue":"5","published-online":{"date-parts":[[2018,5]]}},"alternative-id":["molecules23051082"],"URL":"https:\/\/doi.org\/10.3390\/molecules23051082","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018,5,4]]}}}