{"title":"Chemical structure and antifouling activity of yoshioaplysins A-C isolated from red alga genus Laurencia.","authors":"Ryosuke Fukada, Keisuke Nishikawa, Misaki Nagasaka, Masayuki Kirihara, Shinobu Takizawa, Yoshiki Morimoto, Kazumi Nimura, Norio Kikuchi, Yukimasa Yamagishi, Takahiro Ishii, Takashi Kamada","doi":"10.1016/j.fitote.2025.106683","DOIUrl":null,"url":null,"abstract":"<p><p>Our experiments aim to find marine natural products that inhibit byssus thread formation in mussels. Three new labdane-type brominated diterpenes, yoshioaplysins A-C (1-3), were isolated from the marine red alga Laurencia sp. collected from Yoshio (Katsuura, Chiba Prefecture, Japan). Their structures were established using IR, NMR, high-resolution MS, and chemical synthesis. An enantiodivergent phenomenon was observed between compounds 1-3 and aplysin-20 (7) / aplysin-20 aldehyde (8) previously isolated from L. venusta collected from the same location. Moreover, compounds 1-3 showed a remarkable antifouling activity against the mussel Mytilus galloprovincialis at concentrations as low as 0.16 μmol/cm<sup>2</sup>. We believe that these new brominated diterpenes can be used as natural antifouling drugs.</p>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":" ","pages":"106683"},"PeriodicalIF":2.5000,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Fitoterapia","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1016/j.fitote.2025.106683","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
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Abstract
Our experiments aim to find marine natural products that inhibit byssus thread formation in mussels. Three new labdane-type brominated diterpenes, yoshioaplysins A-C (1-3), were isolated from the marine red alga Laurencia sp. collected from Yoshio (Katsuura, Chiba Prefecture, Japan). Their structures were established using IR, NMR, high-resolution MS, and chemical synthesis. An enantiodivergent phenomenon was observed between compounds 1-3 and aplysin-20 (7) / aplysin-20 aldehyde (8) previously isolated from L. venusta collected from the same location. Moreover, compounds 1-3 showed a remarkable antifouling activity against the mussel Mytilus galloprovincialis at concentrations as low as 0.16 μmol/cm2. We believe that these new brominated diterpenes can be used as natural antifouling drugs.
期刊介绍：
Fitoterapia is a Journal dedicated to medicinal plants and to bioactive natural products of plant origin. It publishes original contributions in seven major areas:
1. Characterization of active ingredients of medicinal plants
2. Development of standardization method for bioactive plant extracts and natural products
3. Identification of bioactivity in plant extracts
4. Identification of targets and mechanism of activity of plant extracts
5. Production and genomic characterization of medicinal plants biomass
6. Chemistry and biochemistry of bioactive natural products of plant origin
7. Critical reviews of the historical, clinical and legal status of medicinal plants, and accounts on topical issues.
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