6533b82efe1ef96bd1292818

RESEARCH PRODUCT

Lactones from the Sponge-Derived Fungus Talaromyces rugulosus.

Zhen LiuPeter ProkschRaha OrfaliLisa KüppersWeaam EbrahimWeaam EbrahimWerner E.g. MüllerRudolf HartmannAttila MándiMona El-neketiFerhat Can ÖZkayaWenhan LinTibor KurtánWeiguo Song

subject

Circular dichroismElectrosprayTalaromyces rugulosusStereochemistryPharmaceutical ScienceFungus010402 general chemistry01 natural sciences<i>Talaromyces rugulosus</i>; lactones; ECD calculation; cytotoxicityECD calculationArticlelactonesMiceTermészettudományok4-ButyrolactoneCell Line TumorDrug DiscoveryAnimalsLeukemia L5178Kémiai tudományokCytotoxicitylcsh:QH301-705.5Pharmacology Toxicology and Pharmaceutics (miscellaneous)Nuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationBiological Productsbiology010405 organic chemistryChemistryCircular DichroismTalaromyces rugulosusbiology.organism_classification0104 chemical sciencesPoriferaSpongelcsh:Biology (General)Talaromycesddc:540cytotoxicityTwo-dimensional nuclear magnetic resonance spectroscopyLactone

description

The marine-derived fungus Talaromyces rugulosus isolated from the Mediterranean sponge Axinella cannabina and cultured on solid rice medium yielded seventeen lactone derivatives including five butenolides (1–5), seven (3S)-resorcylide derivatives (6–12), two butenolide-resorcylide dimers (13 and 14), and three dihydroisocoumarins (15–17). Among them, fourteen compounds (1–3, 6–16) 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 (13 and 14) exhibited potent cytotoxicity against the L5178Y murine lymphoma cell line with IC50 values of 3.9 and 1.3 µM, respectively.

yearjournalcountryeditionlanguage
2017-11-14Marine drugs
10.3390/md15110359https://pubmed.ncbi.nlm.nih.gov/29135916