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A novel 10-membered macrocyclic lactone from the mangrove-derived endophytic fungus Annulohypoxylon sp.
Authors:Yang Liu  Tibor Kurtán  Attila Mándi  Horst Weber  Changyun Wang  Rudolf Hartmann  Wenhan Lin  Georgios Daletos  Peter Proksch
Institution:1. Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University Düsseldorf, Universitätsstraße 1, 40225 Düsseldorf, Germany;2. Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, 266003 Qingdao, PR China;3. Department of Organic Chemistry, University of Debrecen, P.O.B. 400, 4002 Debrecen, Hungary;4. Institute of Pharmaceutical and Medicinal Chemistry, Heinrich Heine University Düsseldorf, Universitätsstraße 1, 40225 Düsseldorf, Germany;5. Institute of Complex Systems: Strukturbiochemie, Forschungszentrum Jülich, Wilhelm-Johnen-Straße, 52428 Jülich, Germany;6. State Key Laboratory of Natural and Biomimetic Drugs, Beijing University, 100191 Beijing, PR China
Abstract:A novel 10-membered macrolactone, hypoxylide (1), was isolated from the endophytic fungus Annulohypoxylon sp. that was obtained from the Mangrove plant Rhizophora racemosa. The structure and absolute configuration of 1 were unambiguously elucidated by comprehensive 1D and 2D NMR, as well as by HRESIMS and ECD spectroscopic analyses. Hypoxylide (1) features an unprecedented polyketide skeleton comprised of a trihydroxynaphthalene-dione moiety fused to a decalactone ring. A plausible biosynthetic pathway of this novel metabolite is proposed.
Keywords:Macrolactone  Natural product  Mangrove  Endophytic fungus
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