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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 Intézményi repozitóriumban (DEA) tárolt változat
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