Lactones from the Sponge-Derived Fungus Talaromyces rugulosus

被引:37
作者
Kueppers, Lisa [1 ]
Ebrahim, Weaam [1 ,2 ]
El-Neketi, Mona [2 ]
Oezkaya, Ferhat C. [1 ]
Mandi, Attila [3 ]
Kurtan, Tibor [3 ]
Orfali, Raha S. [4 ]
Mueller, Werner E. G. [5 ]
Hartmann, Rudolf [6 ]
Lin, Wenhan [7 ]
Song, Weiguo [8 ]
Liu, Zhen [1 ]
Proksch, Peter [1 ]
机构
[1] Heinrich Heine Univ Dusseldorf, Inst Pharmaceut Biol & Biotechnol, D-40225 Dusseldorf, Germany
[2] Mansoura Univ, Dept Pharmacognosy, Fac Pharm, Mansoura 35516, Egypt
[3] Univ Debrecen, Dept Organ Chem, H-4032 Debrecen, Hungary
[4] King Saud Univ, Dept Pharmacognosy, Fac Pharm, Riyadh 11451, Saudi Arabia
[5] Johannes Gutenberg Univ Mainz, Univ Med Johannes Gutenberg, Inst Physiol Chem, D-55128 Mainz, Germany
[6] ForschungszentrumJuelich, Inst Complex Syst Strukturbiochem, D-52428 Julich, Germany
[7] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[8] FukangPharma, North East Dongwaihuan Rd, Shouguang City 262700, Peoples R China
关键词
Talaromyces rugulosus; lactones; ECD calculation; cytotoxicity; RESORCYLIC ACID LACTONES; ENDOPHYTIC FUNGUS; ABSOLUTE-CONFIGURATION; DERIVATIVES; METABOLITES; MACROLIDES; ASSIGNMENT; XANTHONES;
D O I
10.3390/md15110359
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
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 mu M, respectively.
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页数:16
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