Polyketides and nitrogenous metabolites from the endophytic fungus Phomopsis sp. D15a2a. Issue 51 (19th December 2019)

• Record Type: Journal Article
• Authors: Yu, Haiqian; Höfert, Simon-Patrick; Moussa, Mariam; Janiak, Christoph; Müller, Werner E.G.; Umeokoli, Blessing O.; Dai, Haofu; Liu, Zhen; Proksch, Peter
• Is Part Of: Tetrahedron letters. Volume 60:Issue 51(2019)
• Publication Date: 2019-12-19
• Subjects: Phomopsis sp. -- Endophytic fungus -- Polyketide -- Peptide; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.151325
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: The absolute configurations of amides were determined by Mosher's reaction. Highlights: The endophytic fungus Phomopsis sp. yielded five new compounds. X-ray diffraction analysis was performed for the polyketide phomopone A. Marfey's method was applied for 4, a new cyclic tetrapeptide. Abstract: Three new polyketides, phomopones A−C (1 –3 ), one new cyclic tetrapeptide, 18-hydroxydihydrotentoxin (4 ), and a new amide, 6-hydroxyenamidin (5 ) together with a known derivative, enamindin (6 ) were obtained from the endophytic fungus Phomopsis sp. D15a2a isolated from the plant Alternanthera bettzickiana . The structures of the new compounds were elucidated by 1D, 2D NMR and HRMS data. The absolute configurations of the isolated metabolites were determined either by X-ray crystallography, Marfey's method or by converting the compounds to Mosher esters.