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The structure of lumnitzeralactone (1), a proton-deficient and highly challenging condensed aromatic ring system, was unambiguously elucidated by extensive spectroscopic analyses involving high-resolution mass spectrometry (HRMS), 1D 1H and 13C nuclear magnetic resonance spectroscopy (NMR), and 2D NMR (including 1,1-ADEQUATE and 1,n-ADEQUATE). Determination of the structure was supported by computer-assisted structure elucidation (CASE system applying ACD-SE), density functional theory (DFT) calculations, and a two-step chemical synthesis. Possible biosynthetic pathways involving mangrove-associated fungi have been suggested.<\/jats:p>","DOI":"10.3390\/md21040242","type":"journal-article","created":{"date-parts":[[2023,4,14]],"date-time":"2023-04-14T14:29:16Z","timestamp":1681482556000},"page":"242","source":"Crossref","is-referenced-by-count":0,"title":["Challenging Structure Elucidation of Lumnitzeralactone, an Ellagic Acid Derivative from the Mangrove Lumnitzera racemosa"],"prefix":"10.3390","volume":"21","author":[{"given":"Jonas","family":"Kappen","sequence":"first","affiliation":[{"name":"Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany"}]},{"ORCID":"http:\/\/orcid.org\/0000-0003-3406-0960","authenticated-orcid":false,"given":"Jeprianto","family":"Manurung","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany"},{"name":"Department of Molecular Evolution and Plant Systematics & Herbarium (LZ), Institute of Biology, Leipzig University, Johannisallee 21-23, 04103 Leipzig, Germany"},{"name":"German Centre for Integrative Biodiversity Research (iDiv) Halle-Jena-Leipzig, Puschstra\u00dfe 4, 04103 Leipzig, Germany"}]},{"given":"Tristan","family":"Fuchs","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany"}]},{"given":"Sahithya Phani Babu","family":"Vemulapalli","sequence":"additional","affiliation":[{"name":"Department of NMR-Based Structural Biology, Max Planck Institute for Multidisciplinary Sciences, Am Fassberg 11, 37077 G\u00f6ttingen, Germany"},{"name":"Research Group for Marine Geochemistry, Institute for Chemistry and Biology of the Marine Environment (ICBM), Carl von Ossietzky Universit\u00e4t Oldenburg, Carl-von-Ossietzky-Str. 9-11, 26129 Oldenburg, Germany"}]},{"ORCID":"http:\/\/orcid.org\/0000-0001-5340-8550","authenticated-orcid":false,"given":"Lea M.","family":"Schmitz","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany"}]},{"given":"Andrej","family":"Frolov","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany"}]},{"ORCID":"http:\/\/orcid.org\/0000-0002-9226-6265","authenticated-orcid":false,"given":"Andria","family":"Agusta","sequence":"additional","affiliation":[{"name":"Research Center for Pharmaceutical Ingredients and Traditional Medicine, National Research and Innovation Agency (BRIN), Jl. 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Thamrin No. 8, Jakarta 10340, Indonesia"}]},{"ORCID":"http:\/\/orcid.org\/0000-0002-2710-469X","authenticated-orcid":false,"given":"Alexandra N.","family":"Muellner-Riehl","sequence":"additional","affiliation":[{"name":"Department of Molecular Evolution and Plant Systematics & Herbarium (LZ), Institute of Biology, Leipzig University, Johannisallee 21-23, 04103 Leipzig, Germany"},{"name":"German Centre for Integrative Biodiversity Research (iDiv) Halle-Jena-Leipzig, Puschstra\u00dfe 4, 04103 Leipzig, Germany"}]},{"ORCID":"http:\/\/orcid.org\/0000-0002-1266-4344","authenticated-orcid":false,"given":"Christian","family":"Griesinger","sequence":"additional","affiliation":[{"name":"Department of NMR-Based Structural Biology, Max Planck Institute for Multidisciplinary Sciences, Am Fassberg 11, 37077 G\u00f6ttingen, Germany"}]},{"ORCID":"http:\/\/orcid.org\/0000-0003-3043-3571","authenticated-orcid":false,"given":"Katrin","family":"Franke","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany"},{"name":"German Centre for Integrative Biodiversity Research (iDiv) Halle-Jena-Leipzig, Puschstra\u00dfe 4, 04103 Leipzig, Germany"},{"name":"Institute of Biology\/Geobotany and Botanical Garden, Martin Luther University Halle-Wittenberg, 06108 Halle (Saale), Germany"}]},{"ORCID":"http:\/\/orcid.org\/0000-0003-2060-8235","authenticated-orcid":false,"given":"Ludger A.","family":"Wessjohann","sequence":"additional","affiliation":[{"name":"Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany"},{"name":"German Centre for Integrative Biodiversity Research (iDiv) Halle-Jena-Leipzig, Puschstra\u00dfe 4, 04103 Leipzig, Germany"}]}],"member":"1968","published-online":{"date-parts":[[2023,4,14]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"421","DOI":"10.1023\/A:1021397624349","article-title":"Bioactivities, bioactive compounds and chemical constituents of mangrove plants","volume":"10","author":"Bandaranayake","year":"2002","journal-title":"Wetl. 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