Lactones from the sponge-derived fungus Talaromyces rugulosus

Lisa Küppers, Weaam Ebrahim, Mona El-Neketi, Ferhat C. Özkaya, Attila Mándi, T. Kurtán, Raha S. Orfali, Werner E.G. Müller, Rudolf Hartmann, Wenhan Lin, Weiguo Song, Zhen Liu, Peter Proksch

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

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.

Original languageEnglish
Article number359
JournalMarine Drugs
Volume15
Issue number11
DOIs
Publication statusPublished - Nov 1 2017

Fingerprint

Talaromyces
Porifera
Lactones
Axinella
Fungi
Circular Dichroism
Biological Products
Inhibitory Concentration 50
Lymphoma
Mass Spectrometry
Magnetic Resonance Spectroscopy
Cell Line
butenolide

Keywords

  • Cytotoxicity
  • ECD calculation
  • Lactones
  • Talaromyces rugulosus

ASJC Scopus subject areas

  • Drug Discovery

Cite this

Küppers, L., Ebrahim, W., El-Neketi, M., Özkaya, F. C., Mándi, A., Kurtán, T., ... Proksch, P. (2017). Lactones from the sponge-derived fungus Talaromyces rugulosus. Marine Drugs, 15(11), [359]. https://doi.org/10.3390/md15110359

Lactones from the sponge-derived fungus Talaromyces rugulosus. / Küppers, Lisa; Ebrahim, Weaam; El-Neketi, Mona; Özkaya, Ferhat C.; Mándi, Attila; Kurtán, T.; Orfali, Raha S.; Müller, Werner E.G.; Hartmann, Rudolf; Lin, Wenhan; Song, Weiguo; Liu, Zhen; Proksch, Peter.

In: Marine Drugs, Vol. 15, No. 11, 359, 01.11.2017.

Research output: Contribution to journalArticle

Küppers, L, Ebrahim, W, El-Neketi, M, Özkaya, FC, Mándi, A, Kurtán, T, Orfali, RS, Müller, WEG, Hartmann, R, Lin, W, Song, W, Liu, Z & Proksch, P 2017, 'Lactones from the sponge-derived fungus Talaromyces rugulosus', Marine Drugs, vol. 15, no. 11, 359. https://doi.org/10.3390/md15110359
Küppers L, Ebrahim W, El-Neketi M, Özkaya FC, Mándi A, Kurtán T et al. Lactones from the sponge-derived fungus Talaromyces rugulosus. Marine Drugs. 2017 Nov 1;15(11). 359. https://doi.org/10.3390/md15110359
Küppers, Lisa ; Ebrahim, Weaam ; El-Neketi, Mona ; Özkaya, Ferhat C. ; Mándi, Attila ; Kurtán, T. ; Orfali, Raha S. ; Müller, Werner E.G. ; Hartmann, Rudolf ; Lin, Wenhan ; Song, Weiguo ; Liu, Zhen ; Proksch, Peter. / Lactones from the sponge-derived fungus Talaromyces rugulosus. In: Marine Drugs. 2017 ; Vol. 15, No. 11.
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