Isolation of farnesylhydroquinones from the basidiomycete Ganoderma pfeifferi

Timo H J Niedermeyer; Thomas Jira; Michael Lalk; Ulrike Lindequist

doi:10.1007/s13659-013-0036-5

. 2013 Jun 20;3(4):137–140. doi: 10.1007/s13659-013-0036-5

Isolation of farnesylhydroquinones from the basidiomycete Ganoderma pfeifferi

Timo H J Niedermeyer ^1,^✉, Thomas Jira ¹, Michael Lalk ¹, Ulrike Lindequist ¹

PMCID: PMC4131579

Abstract

Two farnesylhydroquinones were isolated from the fruiting bodies of Ganoderma pfeifferi, farnesylhydroquinone (1) and the new compound ganomycin K (2), (5S)-3-[(E)-7,8-dihydroxy-4,8-dimethylnon-3-enyl]-5-(2,5-dihydroxyphenyl)-furan-2(5H)-one. The structures of 1 and 2 were determined on the basis of mass spectrometric and NMR spectroscopic evidence. The antibacterial activity of the isolated compounds was neglectable. graphic file with name 13659_2013_36_Article_Fig1_HTML.jpg

Electronic Supplementary Material

Supplementary material is available for this article at 10.1007/s13659-013-0036-5 and is accessible for authorized users.

Keywords: Ganoderma pfeifferi, farnesylhydroquinone, ganomycin

Electronic supplementary material

13659_2013_36_MOESM1_ESM.pdf^{(587.8KB, pdf)}

Supplementary material, approximately 562 KB.

Footnotes

This article is published with open access at Springerlink.com

References

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Associated Data

This section collects any data citations, data availability statements, or supplementary materials included in this article.

Supplementary Materials

13659_2013_36_MOESM1_ESM.pdf^{(587.8KB, pdf)}

Supplementary material, approximately 562 KB.

[CR1] [1].Kreisel H. Westfälische Pilzbriefe. 1960;2:85–89. [Google Scholar]

[CR2] [2].Shiao M S. Chem. Rec. 2003;3:172–180. doi: 10.1002/tcr.10058. [DOI] [PubMed] [Google Scholar]

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[CR6] [6].Niedermeyer T H J, Lindequist U, Mentel R, Gördes D, Schmidt E, Thurow K, Lalk M. J. Nat. Prod. 2005;68:1728–1731. doi: 10.1021/np0501886. [DOI] [PubMed] [Google Scholar]

[CR7] [7].Gómez F, Quijano L, Calderón J S, Rios T. Phytochemistry. 1980;19:2202–2203. doi: 10.1016/S0031-9422(00)82225-6. [DOI] [Google Scholar]

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[CR10] [10].Bonny M L, Capon R J. J. Nat. Prod. 1994;57:539–540. doi: 10.1021/np50106a019. [DOI] [Google Scholar]

[CR11] [11].Reynolds G W, Proksch P, Rodriguez E. Planta Med. 1985;51:494–498. doi: 10.1055/s-2007-969573. [DOI] [PubMed] [Google Scholar]

[CR12] [12].Son B W, Kim J C, Choi H D, Kang J S. Arch. Pharm. Res. 2002;25:77–79. doi: 10.1007/BF02975266. [DOI] [PubMed] [Google Scholar]

[CR13] [13].El Dine R S, El Halawany A M, Ma C M, Hattori M. J. Nat. Prod. 2009;72:2019–2023. doi: 10.1021/np900279u. [DOI] [PubMed] [Google Scholar]

[CR14] [14].Díaz J G, Goedken V L, Herz W. Phytochemistry. 1992;31:597–608. doi: 10.1016/0031-9422(92)90044-Q. [DOI] [Google Scholar]

[CR15] [15].Hirota H, Okino T, Yoshimura E, Fusetani N. Tetrahedron. 1998;54:13971–13980. doi: 10.1016/S0040-4020(98)00867-9. [DOI] [Google Scholar]

[CR16] [16].Murata T, Miyase T, Muregi F W, Naoshima-Ishibashi Y, Umehara K, Warashina T, Kanou S, Mkoji G M, Terada M, Ishih A. J. Nat. Prod. 2008;71:167–174. doi: 10.1021/np0780093. [DOI] [PubMed] [Google Scholar]

[CR17] [17].Gawronski J K, Van Oeveren A, Van der Deen H, Leung C W, Feringa B L. J. Org. Chem. 1996;61:1513–1515. doi: 10.1021/jo951400l. [DOI] [Google Scholar]

[CR18] [18].Gutiérrez M, Capson T L, Guzmán H M, González J, Ortega-Barría E, Quiñoá E, Riguera R. J. Nat. Prod. 2005;68:614–616. doi: 10.1021/np049745z. [DOI] [PubMed] [Google Scholar]

[CR19] [19].De Rosa S, De Giulio A, Iodice C. J. Nat. Prod. 1994;57:1711–1716. doi: 10.1021/np50114a015. [DOI] [PubMed] [Google Scholar]

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Isolation of farnesylhydroquinones from the basidiomycete Ganoderma pfeifferi

Timo H J Niedermeyer

Thomas Jira

Michael Lalk

Ulrike Lindequist

Abstract

Electronic Supplementary Material

Electronic supplementary material

Footnotes

References

Associated Data

Supplementary Materials

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Isolation of farnesylhydroquinones from the basidiomycete Ganoderma pfeifferi

Timo H J Niedermeyer

Thomas Jira

Michael Lalk

Ulrike Lindequist

Abstract

Electronic Supplementary Material

Electronic supplementary material

Footnotes

References

Associated Data

Supplementary Materials

ACTIONS

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