{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,1]],"date-time":"2026-06-01T19:34:23Z","timestamp":1780342463400,"version":"3.54.1"},"reference-count":15,"publisher":"Wiley","license":[{"start":{"date-parts":[[2025,4,12]],"date-time":"2025-04-12T00:00:00Z","timestamp":1744416000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp; Biodiversity"],"abstract":"<jats:title>ABSTRACT<\/jats:title><jats:p>Eight new breviane\u2010type spiroditerpenoids penolsones A\u2013H (<jats:bold>1<\/jats:bold>\u2013<jats:bold>8<\/jats:bold>) along with a known analogue niveulone (<jats:bold>9<\/jats:bold>) were isolated from the deep\u2010sea\u2010derived fungus <jats:italic>Penicillium olsonii<\/jats:italic> SCSIO41803. Their structures were determined by extensive spectroscopic analysis, and their absolute configurations were further confirmed by comparisons of experimental electronic circular dichroism (ECD) spectra with the literature or quantum chemical calculations of ECD spectra. In addition, in vitro experiments showed that <jats:bold>3<\/jats:bold>, <jats:bold>5<\/jats:bold> and <jats:bold>7<\/jats:bold> could significantly inhibit the production of lipopolysaccharide\u2010induced nitric oxide in RAW264.7 cells without significant cytotoxicity.<\/jats:p>","DOI":"10.1002\/cbdv.202500019","type":"journal-article","created":{"date-parts":[[2025,3,29]],"date-time":"2025-03-29T04:44:11Z","timestamp":1743223451000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Eight Breviane\u2010type Spiroditerpenoids From the Deep\u2010Sea\u2010Derived Fungus <i>Penicillium olsonii<\/i> SCSIO41803"],"prefix":"10.1002","author":[{"given":"Ke\u2010Yue","family":"Wu","sequence":"first","affiliation":[{"name":"CAS Key Laboratory of Tropical Marine Bio\u2010resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou  Guangdong China"},{"name":"University of Chinese Academy of Sciences  Beijing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xu\u2010Meng","family":"Ren","sequence":"additional","affiliation":[{"name":"CAS Key Laboratory of Tropical Marine Bio\u2010resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou  Guangdong China"},{"name":"University of Chinese Academy of Sciences  Beijing China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiao\u2010Yong","family":"Zhang","sequence":"additional","affiliation":[{"name":"University Joint Laboratory of Guangdong Province, Hong Kong and Macao Region on Marine Bioresource Conservation and Exploitation, College of Marine Sciences South China Agricultural University  Guangzhou China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3802-3139","authenticated-orcid":false,"given":"Shu\u2010Hua","family":"Qi","sequence":"additional","affiliation":[{"name":"CAS Key Laboratory of Tropical Marine Bio\u2010resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou  Guangdong China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,4,12]]},"reference":[{"issue":"1","key":"e_1_2_10_2_1","doi-asserted-by":"crossref","first-page":"9","DOI":"10.3390\/md18010009","article-title":"Deep\u2010Sea Fungi Could Be the New Arsenal for Bioactive Molecules","volume":"18","author":"Zain ul Arifeen M.","year":"2020","journal-title":"Marine Drugs"},{"key":"e_1_2_10_3_1","doi-asserted-by":"crossref","first-page":"2777","DOI":"10.1007\/s00253-020-10399-0","article-title":"Fungi From the Extremes of Life: An Untapped Treasure for Bioactive Compounds","volume":"104","author":"Ibrar M.","year":"2020","journal-title":"Applied Microbiology and Biotechnology"},{"issue":"12","key":"e_1_2_10_4_1","doi-asserted-by":"crossref","first-page":"614","DOI":"10.3390\/md18120614","article-title":"Progress in Research on Bioactive Secondary Metabolites From Deep\u2010Sea Derived Microorganisms","volume":"18","author":"Wang Y. N.","year":"2020","journal-title":"Marine Drugs"},{"issue":"6","key":"e_1_2_10_5_1","doi-asserted-by":"crossref","first-page":"404","DOI":"10.3390\/md20060404","article-title":"Deep\u2010Sea Natural Products From Extreme Environments: Cold Seeps and Hydrothermal Vents","volume":"20","author":"Cong M.","year":"2022","journal-title":"Marine Drugs"},{"key":"e_1_2_10_6_1","doi-asserted-by":"crossref","first-page":"2717","DOI":"10.1021\/cr300048m","article-title":"Brevianes Revisited","volume":"114","author":"Mac\u00edas F. A.","year":"2014","journal-title":"Chemical Reviews"},{"key":"e_1_2_10_7_1","doi-asserted-by":"crossref","first-page":"2683","DOI":"10.1016\/S0040-4039(00)00223-9","article-title":"(+)\u2010Brevione A. The First Member of a Novel Family of Bioactive Spiroditerpenoids Isolated From Penicillium brevicompactum Dierckx","volume":"41","author":"Mac\u0131\u0301as F. A.","year":"2000","journal-title":"Tetrahedron Lette"},{"key":"e_1_2_10_8_1","doi-asserted-by":"crossref","first-page":"9039","DOI":"10.1021\/jo0011078","article-title":"Novel Bioactive Breviane Spiroditerpenoids From Penicillium Brevicompactum Dierckx","volume":"65","author":"Mac\u00edas F. A.","year":"2000","journal-title":"Journal of Organic Chemistry"},{"key":"e_1_2_10_9_1","doi-asserted-by":"crossref","first-page":"912","DOI":"10.1021\/np900116m","article-title":"Breviane Spiroditerpenoids From an Extreme\u2010Tolerant Penicillium sp. Isolated From a Deep Sea Sediment Sample","volume":"72","author":"Li Y.","year":"2009","journal-title":"Journal of Natural Products"},{"key":"e_1_2_10_10_1","doi-asserted-by":"crossref","first-page":"497","DOI":"10.3390\/md10020497","article-title":"A Sterol and Spiroditerpenoids From a Penicillium sp. Isolated From a Deep Sea Sediment Sample","volume":"10","author":"Li Y.","year":"2012","journal-title":"Marine Drugs"},{"key":"e_1_2_10_11_1","doi-asserted-by":"crossref","first-page":"2572","DOI":"10.1021\/acs.jnatprod.5b00508","article-title":"Spiroindole Alkaloids and Spiroditerpenoids From Aspergillus Duricaulis and Their Potential Neuroprotective Effects","volume":"78","author":"Kwon J.","year":"2015","journal-title":"Journal of Natural Products"},{"issue":"4","key":"e_1_2_10_12_1","doi-asserted-by":"crossref","first-page":"110","DOI":"10.3390\/md16040110","article-title":"A New Breviane Spiroditerpenoid From the Marine\u2010Derived Fungus Penicillium sp. TJ403\u20101","volume":"16","author":"Yang B.","year":"2018","journal-title":"Marine Drugs"},{"key":"e_1_2_10_13_1","doi-asserted-by":"crossref","DOI":"10.1016\/j.bioorg.2021.105012","article-title":"Anti\u2010inflammatory Spiroditerpenoids From Penicillium Bialowiezense","volume":"113","author":"Kwon J.","year":"2021","journal-title":"Bioorganic Chemistry"},{"key":"e_1_2_10_14_1","doi-asserted-by":"crossref","first-page":"57","DOI":"10.1038\/ja.2006.9","article-title":"Niveulone, a Heterocyclic Spiro Terpenoid From the Ascomycete Dasyscyphus niveus","volume":"59","author":"Rojas de la Parra V.","year":"2006","journal-title":"Journal of Antibiotics"},{"key":"e_1_2_10_15_1","doi-asserted-by":"crossref","first-page":"6330","DOI":"10.1021\/acs.orglett.0c02160","article-title":"Penicimeroterpenoids A\u2013C, Meroterpenoids With Rearrangement Skeletons From the Marine\u2010Derived Fungus Penicillium sp. SCSIO 41512","volume":"22","author":"Cheng X.","year":"2020","journal-title":"Organic Letters"},{"issue":"11","key":"e_1_2_10_16_1","doi-asserted-by":"crossref","first-page":"575","DOI":"10.3390\/md21110575","article-title":"Lecanicilliums A\u2013F, Thiodiketopiperazine\u2010Class Alkaloids From a Mangrove Sediment\u2010Derived Fungus Lecanicillium Kalimantanense","volume":"21","author":"Zhong L. F.","year":"2023","journal-title":"Marine Drugs"}],"container-title":["Chemistry &amp; Biodiversity"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.202500019","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,4,12]],"date-time":"2025-04-12T21:26:26Z","timestamp":1744493186000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/cbdv.202500019"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,4,12]]},"references-count":15,"alternative-id":["10.1002\/cbdv.202500019"],"URL":"https:\/\/doi.org\/10.1002\/cbdv.202500019","archive":["Portico"],"relation":{},"ISSN":["1612-1872","1612-1880"],"issn-type":[{"value":"1612-1872","type":"print"},{"value":"1612-1880","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,4,12]]},"assertion":[{"value":"2025-01-02","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-03-28","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-04-12","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202500019"}}