NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum

Amal H Aly, Abdessamad Debbab, Carol Clements, Ruangelie Edrada-Ebel, Barbora Orlikova, Marc Diederich, Victor Wray, Wenhan Lin, Peter Proksch

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

Chemical investigation of the endophytic fungus Penicillium sp. isolated from Limonium tubiflorum growing in Egypt afforded four new compounds of polyketide origin, including two macrolides, penilactone (1) and 10,11-epoxycurvularin (2), a dianthrone, neobulgarone G (7), and a sulfinylcoumarin, sulfimarin (14), along with twelve known metabolites (3-6, 8-13, 15 and 16). The structures of all compounds were assigned by comprehensive spectral analysis (1D and 2D NMR) and mass spectrometry. Compounds 3, 4, 13 and 16 showed pronounced antitrypanosomal activity with mean MIC values ranging from 4.96 to 9.75μM. Moreover, when tested against a panel of three human tumor cell lines compounds 3, 4, 6 and 12 showed selective growth inhibition against Jurkat and U937 cell lines with IC(50) values ranging from 1.8 to 13.3μM. The latter compounds also inhibited TNFα-induced NF-κB activity in K562 cells with IC(50) values ranging from 1.6 to 10.1μM, respectively.
LanguageEnglish
Pages414-21
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume19
Issue number1
DOIs
Publication statusPublished - 2011

Fingerprint

Plumbaginaceae
Polyketides
U937 Cells
Jurkat Cells
K562 Cells
NF-kappa B
Egypt
Penicillium
Macrolides
Metabolites
Tumor Cell Line
Fungi
Mass Spectrometry
Cells
Cell Line
Growth
Spectrum analysis
Mass spectrometry
Tumors
Nuclear magnetic resonance

Keywords

  • magnetic resonance spectroscopy
  • NF-kappa B
  • penicillium
  • plumbaginaceae
  • spectrometry
  • trypanocidal agents
  • electrospray ionization

Cite this

Aly, Amal H ; Debbab, Abdessamad ; Clements, Carol ; Edrada-Ebel, Ruangelie ; Orlikova, Barbora ; Diederich, Marc ; Wray, Victor ; Lin, Wenhan ; Proksch, Peter. / NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum. In: Bioorganic and Medicinal Chemistry . 2011 ; Vol. 19, No. 1. pp. 414-21.
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NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum. / Aly, Amal H; Debbab, Abdessamad; Clements, Carol; Edrada-Ebel, Ruangelie; Orlikova, Barbora; Diederich, Marc; Wray, Victor; Lin, Wenhan; Proksch, Peter.

In: Bioorganic and Medicinal Chemistry , Vol. 19, No. 1, 2011, p. 414-21.

Research output: Contribution to journalArticle

TY - JOUR

T1 - NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum

AU - Aly, Amal H

AU - Debbab, Abdessamad

AU - Clements, Carol

AU - Edrada-Ebel, Ruangelie

AU - Orlikova, Barbora

AU - Diederich, Marc

AU - Wray, Victor

AU - Lin, Wenhan

AU - Proksch, Peter

N1 - Copyright © 2010 Elsevier Ltd. All rights reserved.

PY - 2011

Y1 - 2011

N2 - Chemical investigation of the endophytic fungus Penicillium sp. isolated from Limonium tubiflorum growing in Egypt afforded four new compounds of polyketide origin, including two macrolides, penilactone (1) and 10,11-epoxycurvularin (2), a dianthrone, neobulgarone G (7), and a sulfinylcoumarin, sulfimarin (14), along with twelve known metabolites (3-6, 8-13, 15 and 16). The structures of all compounds were assigned by comprehensive spectral analysis (1D and 2D NMR) and mass spectrometry. Compounds 3, 4, 13 and 16 showed pronounced antitrypanosomal activity with mean MIC values ranging from 4.96 to 9.75μM. Moreover, when tested against a panel of three human tumor cell lines compounds 3, 4, 6 and 12 showed selective growth inhibition against Jurkat and U937 cell lines with IC(50) values ranging from 1.8 to 13.3μM. The latter compounds also inhibited TNFα-induced NF-κB activity in K562 cells with IC(50) values ranging from 1.6 to 10.1μM, respectively.

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KW - magnetic resonance spectroscopy

KW - NF-kappa B

KW - penicillium

KW - plumbaginaceae

KW - spectrometry

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KW - electrospray ionization

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