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Prenylated indole diketopiperazine alkaloids from a mangrove rhizosphere soil derived fungus Aspergillus effuses H1-1

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Abstract

One new prenylated indole diketopiperazine alkaloid, named dihydroneochinulin B (1), one known spiro-polyketide-diketopiperazine hybrid cryptoechinuline D (2) and three related known metabolites didehydroechinulin B (3), neoechinulin B (4) and auroglaucin (5) were isolated from the mangrove rhizosphere soil derived fungus, Aspergillus effuses H1-1. The structures were assigned by detailed spectroscopic analysis. The enantiomers of cryptoechinuline D (2) were separated to be (+)-cryptoechinuline D (2a) and (−)-cryptoechinuline D (2b) by chiral HPLC, and their absolute configurations were determined by ECD analysis. The cytotoxic effects of the compounds were preliminarily evaluated on P388, HL-60, BEL-7402 and A-549 cell lines by SRB or MTT methods, and compounds 2, 2a and 3 showed significant activities.

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Acknowledgments

This work was supported by the National Natural Science Fund of China (No. 31270082), and Shandong Provincial Natural Science Foundation of China (No. Y2008B17).

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Authors and Affiliations

  1. College of Pharmacy, Binzhou Medical College, Yantai, 264003, People’s Republic of China

    Huquan Gao & Weizhong Liu

  2. Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, People’s Republic of China

    Huquan Gao, Tianjiao Zhu, Dehai Li & Qianqun Gu

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  1. Huquan Gao
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  2. Tianjiao Zhu
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  3. Dehai Li
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  4. Qianqun Gu
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  5. Weizhong Liu
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Correspondence to Weizhong Liu.

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Gao, H., Zhu, T., Li, D. et al. Prenylated indole diketopiperazine alkaloids from a mangrove rhizosphere soil derived fungus Aspergillus effuses H1-1. Arch. Pharm. Res. 36, 952–956 (2013). https://doi.org/10.1007/s12272-013-0107-5

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  • DOI: https://doi.org/10.1007/s12272-013-0107-5

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