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Lactones from the Sponge-Derived Fungus Talaromyces rugulosus

Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, 40225 Düsseldorf, Germany
Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
Department of Organic Chemistry, University of Debrecen, 4032 Debrecen, Hungary
Department of Pharmacognosy, Faculty of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia
Institute of Physiological Chemistry, Universitätsmedizin der Johannes Gutenberg-Universität Mainz, 55128 Mainz, Germany
Institute of Complex Systems: Strukturbiochemie, ForschungszentrumJuelich, 52428 Juelich, Germany
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China
FukangPharma, North-East of Dongwaihuan Road, Dongcheng Industrial Area, Shouguang City 262700, China
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Mar. Drugs 2017, 15(11), 359;
Received: 12 October 2017 / Revised: 6 November 2017 / Accepted: 9 November 2017 / Published: 14 November 2017
(This article belongs to the Special Issue Bioactive Compounds from Marine Microbes - II)
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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 (15), seven (3S)-resorcylide derivatives (612), two butenolide-resorcylide dimers (13 and 14), and three dihydroisocoumarins (1517). Among them, fourteen compounds (13, 616) 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. View Full-Text
Keywords: Talaromyces rugulosus; lactones; ECD calculation; cytotoxicity Talaromyces rugulosus; lactones; ECD calculation; cytotoxicity

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Küppers, L.; Ebrahim, W.; El-Neketi, M.; Özkaya, F.C.; Mándi, A.; Kurtán, T.; Orfali, R.S.; Müller, W.E.G.; Hartmann, R.; Lin, W.; Song, W.; Liu, Z.; Proksch, P. Lactones from the Sponge-Derived Fungus Talaromyces rugulosus. Mar. Drugs 2017, 15, 359.

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