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. 2014 Nov 3;19(11):17839-47.
doi: 10.3390/molecules191117839.

A new prenylated indole diketopiperazine alkaloid from Eurotium cristatum

Xianwei Zou  1 , Ying Li  2 , Xiaona Zhang  1 , Qian Li  3 , Xuan Liu  4 , Yun Huang  5 , Tao Tang  6 , Saijing Zheng  7 , Weimiao Wang  8 , Jintian Tang  9
Affiliations

A new prenylated indole diketopiperazine alkaloid from Eurotium cristatum

Xianwei Zou et al. Molecules. .

Abstract

A new prenylated indole diketopiperazine alkaloid, cristatumin F (1), and four known metabolites, echinulin (2), dehydroechinulin (3), neoechinulin A (4) and variecolorin O (5), were isolated from the crude extract of the fungus Eurotium cristatum. The structure of 1 was elucidated primarily by NMR and MS methods. The absolute configuration of 1 was assigned using Marfey's method applied to its acid hydrolyzate. Cristatumin F (1) showed modest radical scavenging activity against DPPH radicals, and exhibited marginal attenuation of 3T3L1 pre-adipocytes.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Chemical structures of compounds 1–5.
Figure 2
Figure 2
Selected 2D NMR correlations for 1.
See this image and copyright information in PMC

References

    1. Li S.M. Prenylated indole derivatives from fungi: Structure diversity, biological activities, biosynthesis and chemoenzymatic synthesis. Nat. Prod. Rep. 2010;27:57–78. - PubMed
    1. Naik C.G., Devi P., Rodrigues E. Chrysogenazine Obtained from Fungus Penicillium chrysogenum. 20,050,143,392. U.S. Patent. 2005 Jun 30;
    1. Du F.Y., Li X.M., Li C.S., Shang Z., Wang B.G. Cristatumins A−D, new indole alkaloids from the marine-derived endophytic fungus Eurotium cristatum EN-220. Bioorg. Med. Chem. Lett. 2012;22:4650–4653. - PubMed
    1. Fujimoto H., Fujimaki T., Okuyama E., Yamazaki M. Immunomodulatory constituents from an Ascomycete, Microascus tardifaciens. Chem. Pharm. Bull. 1999;47:1426–1432. - PubMed
    1. Ravikanth V., Niranjan Reddy V.L., Ramesh P., Prabhakar Raoa T., Diwan P.V., Khar A., Venkateswarlu Y. An immunosuppressive trytophan-derived alkaloid from Lepidagathis cristata. Phytochemistry. 2001;58:1263–1266. - PubMed

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