{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,21]],"date-time":"2026-04-21T14:44:33Z","timestamp":1776782673738,"version":"3.51.2"},"reference-count":14,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2024,4,17]],"date-time":"2024-04-17T00:00:00Z","timestamp":1713312000000},"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"],"published-print":{"date-parts":[[2024,5]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The red algal genus <jats:italic>Portieria<\/jats:italic> is a prolific producer of halogenated monoterpenoids. In this study, we isolated and characterised monoterpenoids from the Okinawan red algae <jats:italic>Portieria hornemannii<\/jats:italic>. A new polyhalogenated cyclic monoterpenoid, 2(<jats:italic>R<\/jats:italic>)\u2010chloro\u20101,6(<jats:italic>S<\/jats:italic>)\u2010dibromo\u20103(8)(<jats:italic>Z<\/jats:italic>)\u2010ochtoden\u20104(<jats:italic>R<\/jats:italic>)\u2010ol (<jats:bold>1<\/jats:bold>), along with three known monoterpenoids, (2<jats:italic>R<\/jats:italic>,3(8)<jats:italic>E<\/jats:italic>,4<jats:italic>S<\/jats:italic>,6<jats:italic>R<\/jats:italic>)\u20106\u2010bromo\u20102\u2010chloro\u20101,4\u2010oxido\u20103(8)\u2010ochtodene (<jats:bold>2<\/jats:bold>), 1\u2010bromo\u20102\u2010chloroochtoda\u20103(8),5\u2010dien\u20104\u2010one (<jats:bold>3<\/jats:bold>), and 2\u2010chloro\u20101\u2010hydroxyochtoda\u20103(8),5\u2010dien\u20104\u2010one (<jats:bold>4<\/jats:bold>) were isolated from the methanol extract of three populations of <jats:italic>P. hornemannii<\/jats:italic>. These compounds were characterised using a combination of spectroscopic methods and chemical synthesis, and the absolute stereochemistry of compounds <jats:bold>1<\/jats:bold> and <jats:bold>2<\/jats:bold> was determined. In addition, all isolated compounds were screened for their anti\u2010biofouling activity against the mussel <jats:italic>Mytilus galloprovincialis<\/jats:italic>, and <jats:bold>1<\/jats:bold> exhibited strong activity. Therefore, halogenated monoterpenoids have the potential to be used as natural anti\u2010biofouling drugs.<\/jats:p>","DOI":"10.1002\/cbdv.202400436","type":"journal-article","created":{"date-parts":[[2024,3,26]],"date-time":"2024-03-26T09:49:08Z","timestamp":1711446548000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Halogenated Cyclic Monoterpenoids with Anti\u2010Biofouling Activity from the Okinawan Red Marine Algae <i>Portieria Hornemannii<\/i>"],"prefix":"10.1002","volume":"21","author":[{"given":"Shinnosuke","family":"Ishigami","sequence":"first","affiliation":[{"name":"The United Graduate School of Agricultural Sciences Kagoshima University  1-21-24 Korimoto Kagoshima 890-0065 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ryosuke","family":"Fukada","sequence":"additional","affiliation":[{"name":"Faculty of Science and Technology Shizuoka Institute of Science and Technology  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