Lactones from the Sponge-Derived Fungus Talaromyces rugulosus

Lactones from the Sponge-Derived Fungus Talaromyces rugulosus

The marine-derived fungus isolated from the Mediterranean sponge and cultured on solid rice medium yielded seventeen lactone derivatives including five butenolides ( - ), seven (3 )-resorcylide derivatives ( - ), two butenolide-resorcylide dimers ( and ), and three dihydroisocoumarins ( - ). Among t...

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Veröffentlicht in:Marine drugs 2017-11, Vol.15 (11), p.359
Hauptverfasser: Küppers, Lisa, Ebrahim, Weaam, El-Neketi, Mona, Özkaya, Ferhat C, Mándi, Attila, Kurtán, Tibor, Orfali, Raha S, Müller, Werner E G, Hartmann, Rudolf, Lin, Wenhan, Song, Weiguo, Liu, Zhen, Proksch, Peter
Format: Artikel
Sprache:eng
Schlagworte:
Analytical methods
Circular dichroism
Cytotoxicity
Density functional theory
Derivatives
Dichroism
Dimers
ECD calculation
Fungi
Ionization
Lactones
Lymphoma
Mass spectrometry
Mass spectroscopy
Natural products
NMR
Nuclear magnetic resonance
Spectroscopy
Talaromyces
Talaromyces rugulosus
Toxicity
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Zusammenfassung:The marine-derived fungus isolated from the Mediterranean sponge and cultured on solid rice medium yielded seventeen lactone derivatives including five butenolides ( - ), seven (3 )-resorcylide derivatives ( - ), two butenolide-resorcylide dimers ( and ), and three dihydroisocoumarins ( - ). Among them, fourteen compounds ( - , - ) are new natural products. The structures of the isolated compounds were elucidated by 1D and 2D NMR (Nuclear Magnetic Resonance) spectroscopy as well as by ESI-HRMS (ElectroSpray Ionization-High Resolution Mass Spectrometry). TDDFT-ECD (Time-Dependent Density Functional Theory-Electronic Circular Dichroism) calculations were performed to determine the absolute configurations of chiral compounds. The butenolide-resorcylide dimers talarodilactones A and B ( and ) exhibited potent cytotoxicity against the L5178Y murine lymphoma cell line with IC values of 3.9 and 1.3 µM, respectively.
ISSN:1660-3397
1660-3397
DOI:10.3390/md15110359