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001-es BibID:BIBFORM085990
035-os BibID:(WOS)000488424000011 (Scopus)85071862421
Első szerző:El-Kashef, Dina H.
Cím:Polyketides and a Dihydroquinolone Alkaloid from a Marine Derived Strain of the Fungus Metarhizium marquandii / Dina H. El-Kashef, Georgios Daletos, Malte Plenker, Rudolf Hartmann, Attila Mándi, Tibor Kurtán, Horst Weber, Wenhan Lin, Elena Ancheeva, Peter Proksch
Dátum:2019
ISSN:0163-3864 1520-6025
Megjegyzések:Three new natural products (1-3), including two butenolide derivatives (1 and 2) and one dihydroquinolone derivative (3), together with nine known natural products were isolated from a marine-derived strain of the fungus Metarhizium marquandii. The structures of the new compounds were unambiguously deduced by spectroscopic means including HRESIMS and 1D/2D NMR spectroscopy, ECD, VCD, OR measurements, and calculations. The absolute configuration of marqualide (1) was determined by a combination of modified Mosher's method with TDDFTECD calculations at different levels, which revealed the importance of intramolecular hydrogen bonding in determining the ECD features. The (3R,4R) absolute configuration of aflaquinolone I (3), determined by OR, ECD, and VCD calculations, was found to be opposite of the (3S,4S) absolute configuration of the related aflaquinolones A-G, suggesting that the fungus M. marquandii produces aflaquinolone I with a different configuration (chiral switching). The absolute configuration of the known natural product terrestric acid hydrate (4) was likewise determined for the first time in this study. TDDFT-ECD calculations allowed determination of the absolute configuration of its chirality center remote from the stereogenic unsaturated ?-lactone chromophore. ECD calculations aided by solvent models revealed the importance of intramolecular hydrogen bond networks in stabilizing conformers and determining relationships between ECD transitions and absolute configurations.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Journal of Natural Products. - 82 : 9 (2019), p. 2460-2469. -
További szerzők:Daletos, Georgios Plenker, Malte Hartmann, Rudolf Mándi Attila (1981-) (vegyész, német szakfordító) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Weber, Horst Lin, Wen Han Ancheeva, Elena Proksch, Peter
Pályázati támogatás:GINOP-2.3.2-15-2016-00008
GINOP
K120181
OTKA
Internet cím:Szerző által megadott URL
DOI
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001-es BibID:BIBFORM085940
035-os BibID:(WOS)000483435000012 (Scopus)85071712121
Első szerző:Frank, Marian
Cím:Brominated Azaphilones from the Sponge-Associated Fungus Penicillium canescens Strain 4.14.6a / Marian Frank, Rudolf Hartmann, Malte Plenker, Attila Mándi, Tibor Kurtán, Ferhat Can Özkaya, Werner E. G. Müller, Matthias U. Kassack, Alexandra Hamacher, Wenhan Lin, Zhen Liu, Peter Proksch
Dátum:2019
ISSN:0163-3864 1520-6025
Megjegyzések:The fungus Penicillium canescens was isolated from the inner tissue of the Mediterranian sponge Agelas oroides. Fermentation of the fungus on solid rice medium yielded one new chlorinated diphenyl ether (1) and 13 known compounds (2-14). Addition of 5% NaBr to the rice medium increased the amounts of 4-6, while lowering the amounts of 8, 12, and 14. Furthermore, it induced the accumulation of 17 and two new brominated azaphilones, bromophilones A and B (15 and 16). Compounds 15 and 16 are the first example of azaphilones with the connection of a benzene moiety and the pyranoquinone core through a methylene group. The structures of the new compounds were elucidated based on the 1D and 2D NMR spectra as well as on HRESIMS data. The absolute configuration of the condensed bicyclic moiety of 15 and 16 was determined by sTDA ECD calculations. Compound 16 exhibited moderate cytotoxicity against the mouse lymphoma cell line L5178Y (IC50 8.9 mu M), as well as against the human ovarian cancer cell line A2780 (IC50 2.7 mu M), whereas the stereoisomer 15 was considerably less active.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Journal of Natural Products. - 82 : 8 (2019), p. 2159-2166. -
További szerzők:Hartmann, Rudolf Plenker, Malte Mándi Attila (1981-) (vegyész, német szakfordító) Kurtán Tibor (1973-) (vegyész, angol szakfordító) Özkaya, Ferhat Müller, Werner E. G. Kassack, Matthias Hamacher, Alexandra Lin, Wen Han Liu, Zhen Proksch, Peter
Pályázati támogatás:K120181
OTKA
Internet cím:Szerző által megadott URL
DOI
Intézményi repozitóriumban (DEA) tárolt változat
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