0000000000328734
AUTHOR
Christian Heering
Targeted solid phase fermentation of the soil dwelling fungus Gymnascella dankaliensis yields new brominated tyrosine-derived alkaloids
Seven new brominated tyrosine-derived alkaloids, gymnastatins T–Y (1–6) and dankastatin D (7), together with three known likewise brominated analogues gymnastatins I–K (8–10) were isolated from the soil fungus Gymnascella dankaliensis through fermentation on solid rice medium following addition of NaBr. None of these compounds were detected when the fungus was cultured on rice that either lacked NaBr or that contained NaCl instead, indicating a remarkable plasticity of the fungal secondary metabolism. All structures were elucidated on the basis of one and two dimensional NMR spectroscopic analyses and MS data. The absolute configuration of the new gymnastatin T (1) was determined by X-ray c…
Secondary metabolites of the lichen-associated fungus Apiospora montagnei
Abstract The endolichenic fungus Apiospora montagnei isolated from the lichen Cladonia sp. was cultured on solid rice medium, yielding the new diterpenoid libertellenone L (1), the new pyridine alkaloid, 23-O-acetyl-N-hydroxyapiosporamide (2) and the new xanthone derivative 8-hydroxy-3-hydroxymethyl-9-oxo-9H-xanthene-1-carboxylic acid methyl ether (3) together with 19 known compounds (4–22). The structures of the new compounds were elucidated by 1D and 2D NMR spectra as well as by HRESIMS data. The absolute configuration of the new 6,7-seco-libertellenone derivative 1 was determined by single-crystal X-ray diffraction. Four additional known compounds 23–26 were isolated when NaCl or NH4Cl w…
Sesquiterpenoids from the Endophytic Fungus Rhinocladiella similis
Ten new sesquiterpenoid derivatives, rhinomilisins A-J (1-10), along with six known analogues (11-16), were isolated from the mangrove-derived endophytic fungus Rhinocladiella similis. The structures of the new compounds were elucidated by their NMR and MS data, while the absolute configuration of 3 and 6 was determined by X-ray crystallographic analysis and Mosher's method, respectively. All isolated compounds (1-16) were evaluated for their cytotoxicity against the mouse lymphoma cell line L5178Y, and compounds 1, 7, and 15 showed moderate activity with IC50 values of 5.0, 8.7, and 24.4 μM, respectively.
Cytotoxic 14-Membered Macrolides from a Mangrove-Derived Endophytic Fungus, Pestalotiopsis microspora.
Seven new 14-membered macrolides, pestalotioprolides C (2), D-H (4-8), and 7-O-methylnigrosporolide (3), together with four known analogues, pestalotioprolide B (1), seiricuprolide (9), nigrosporolide (10), and 4,7-dihydroxy-13-tetradeca-2,5,8-trienolide (11), were isolated from the mangrove-derived endophytic fungus Pestalotiopsis microspora. Their structures were elucidated by analysis of NMR and MS data and by comparison with literature data. Single-crystal X-ray diffraction analysis was used to confirm the absolute configurations of 1, 2, and 10, while Mosher's method and the TDDFT-ECD approach were applied to determine the absolute configurations of 5 and 6. Compounds 3-6 showed signif…
CCDC 1479852: Experimental Crystal Structure Determination
Related Article: Shuai Liu, Haofu Dai, Gamall Makhloufi, Christian Heering, Christoph Janiak, Rudolf Hartmann, Attila Mándi, Tibor Kurtán, Werner E. G. Müller, Matthias U. Kassack, Wenhan Lin, Zhen Liu, Peter Proksch|2016|J.Nat.Prod.|79|2332|doi:10.1021/acs.jnatprod.6b00473
CCDC 1479853: Experimental Crystal Structure Determination
Related Article: Shuai Liu, Haofu Dai, Gamall Makhloufi, Christian Heering, Christoph Janiak, Rudolf Hartmann, Attila Mándi, Tibor Kurtán, Werner E. G. Müller, Matthias U. Kassack, Wenhan Lin, Zhen Liu, Peter Proksch|2016|J.Nat.Prod.|79|2332|doi:10.1021/acs.jnatprod.6b00473
CCDC 1479850: Experimental Crystal Structure Determination
Related Article: Shuai Liu, Haofu Dai, Gamall Makhloufi, Christian Heering, Christoph Janiak, Rudolf Hartmann, Attila Mándi, Tibor Kurtán, Werner E. G. Müller, Matthias U. Kassack, Wenhan Lin, Zhen Liu, Peter Proksch|2016|J.Nat.Prod.|79|2332|doi:10.1021/acs.jnatprod.6b00473
CCDC 1479851: Experimental Crystal Structure Determination
Related Article: Shuai Liu, Haofu Dai, Gamall Makhloufi, Christian Heering, Christoph Janiak, Rudolf Hartmann, Attila Mándi, Tibor Kurtán, Werner E. G. Müller, Matthias U. Kassack, Wenhan Lin, Zhen Liu, Peter Proksch|2016|J.Nat.Prod.|79|2332|doi:10.1021/acs.jnatprod.6b00473
CCDC 1869183: Experimental Crystal Structure Determination
Related Article: Shuai Liu, Yuping Zhao, Christian Heering, Christoph Janiak, Werner E. G. Müller, Sergi Hervé Akoné, Zhen Liu, Peter Proksch|2019|J.Nat.Prod.|82|1055 |doi:10.1021/acs.jnatprod.8b00938
CCDC 1481781: Experimental Crystal Structure Determination
Related Article: Hao Wang, Haofu Dai, Christian Heering, Christoph Janiak, Wenhan Lin, Raha S. Orfali, Werner E. G. Müller, Zhen Liu, Peter Proksch|2016|RSC Advances|6|81685|doi:10.1039/C6RA14554J
CCDC 1517632: Experimental Crystal Structure Determination
Related Article: Hao Wang, Blessing O. Umeokoli, Peter Eze, Christian Heering, Christoph Janiak, Werner E.G. Müller, Raha S. Orfali, Rudolf Hartmann, Haofu Dai, Wenhan Lin, Zhen Liu, Peter Proksch|2017|Tetrahedron Lett.|58|1702|doi:10.1016/j.tetlet.2017.03.052