A novel 10-membered macrocyclic lactone from the mangrove-derived endophytic fungus Annulohypoxylon sp. Issue 7 (14th February 2018)

• Record Type: Journal Article
• Authors: Liu, Yang; Kurtán, Tibor; Mándi, Attila; Weber, Horst; Wang, Changyun; Hartmann, Rudolf; Lin, Wenhan; Daletos, Georgios; Proksch, Peter
• Is Part Of: Tetrahedron letters. Volume 59:Issue 7(2018)
• Page Start: 632
• Page End: 636
• Publication Date: 2018-02-14
• Subjects: Macrolactone -- Natural product -- Annulohypoxylon sp. -- Mangrove -- Endophytic fungus; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.01.001
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Annulohypoxylon sp. was obtained from the Mangrove plant Rhizophora racemosa . An unprecedented macrolactone, hypoxylide, was isolated from Annulohypoxylon sp. The absolute configuration of hypoxylide was established by ECD spectroscopy. A plausible biosynthetic pathway of hypoxylide is discussed. 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 of1 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.