High-resolution screening combined with HPLC–HRMS–SPE–NMR for identification of fungal plasma membrane H+-ATPase inhibitors from plants

Kenneth Kongstad; Sileshi Gizachew Wubshet; Ane Johannesen; Lasse Kjellerup; Anne-Marie Lund winther; Anna Jäger; Dan Stærk

doi:10.1021/jf501605z

High-resolution screening combined with HPLC–HRMS–SPE–NMR for identification of fungal plasma membrane H⁺-ATPase inhibitors from plants

Kenneth Kongstad, Sileshi Gizachew Wubshet, Ane Johannesen, Lasse Kjellerup, Anne-Marie Lund winther, Anna Jäger, Dan Stærk

23 Citations (Scopus)

Abstract

Crude extracts of 33 plant species were assessed for fungal plasma membrane (PM) H+-ATPase inhibition. This led to identification of 18 extracts showing more than 95% inhibition at a concentration of 7.5 mg/mL and/or a concentration-dependent activity profile. These extracts were selected for semi-high-resolution fungal PM H+-ATPase inhibition screening, and, on the basis of these results, Haplocoelum foliolosum (Hiern) Bullock and Sauvagesia erecta L. were selected for investigation by high-resolution fungal PM H+-ATPase inhibition screening. Structural analysis performed by high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy (HPLC-HRMS-SPE-NMR) led to identification of chebulagic acid (1) and tellimagrandin II (2) from H. foliolosum. Preparative-scale isolation of the two metabolites allowed determination of IC50 values for PM H+-ATPase, and growth inhibition of Saccharomyces cerevisiae and Candida albicans. Chebulagic acid and tellimagrandin II are both potent inhibitors of the PM H+-ATPase with inhibitory effect on the growth of S. cerevisiae.

Original language	English
Journal	Journal of Agricultural and Food Chemistry
Volume	62
Issue number	24
Pages (from-to)	5595-5602
Number of pages	8
ISSN	0021-8561
DOIs	https://doi.org/10.1021/jf501605z
Publication status	Published - 18 Jun 2014

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High-resolution screening combined with HPLC–HRMS–SPE–NMR for identification of fungal plasma membrane H⁺-ATPase inhibitors from plants. / Kongstad, Kenneth; Wubshet, Sileshi Gizachew; Johannesen, Ane et al.

In: Journal of Agricultural and Food Chemistry, Vol. 62, No. 24, 18.06.2014, p. 5595-5602.

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title = "High-resolution screening combined with HPLC–HRMS–SPE–NMR for identification of fungal plasma membrane H+-ATPase inhibitors from plants",

abstract = "Crude extracts of 33 plant species were assessed for fungal plasma membrane (PM) H+-ATPase inhibition. This led to identification of 18 extracts showing more than 95% inhibition at a concentration of 7.5 mg/mL and/or a concentration-dependent activity profile. These extracts were selected for semi-high-resolution fungal PM H+-ATPase inhibition screening, and, on the basis of these results, Haplocoelum foliolosum (Hiern) Bullock and Sauvagesia erecta L. were selected for investigation by high-resolution fungal PM H+-ATPase inhibition screening. Structural analysis performed by high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy (HPLC-HRMS-SPE-NMR) led to identification of chebulagic acid (1) and tellimagrandin II (2) from H. foliolosum. Preparative-scale isolation of the two metabolites allowed determination of IC50 values for PM H+-ATPase, and growth inhibition of Saccharomyces cerevisiae and Candida albicans. Chebulagic acid and tellimagrandin II are both potent inhibitors of the PM H+-ATPase with inhibitory effect on the growth of S. cerevisiae.",

author = "Kenneth Kongstad and Wubshet, {Sileshi Gizachew} and Ane Johannesen and Lasse Kjellerup and winther, {Anne-Marie Lund} and Anna J{\"a}ger and Dan St{\ae}rk",

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AU - Kongstad, Kenneth

AU - Wubshet, Sileshi Gizachew

AU - Johannesen, Ane

AU - Kjellerup, Lasse

AU - winther, Anne-Marie Lund

AU - Jäger, Anna

AU - Stærk, Dan

PY - 2014/6/18

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N2 - Crude extracts of 33 plant species were assessed for fungal plasma membrane (PM) H+-ATPase inhibition. This led to identification of 18 extracts showing more than 95% inhibition at a concentration of 7.5 mg/mL and/or a concentration-dependent activity profile. These extracts were selected for semi-high-resolution fungal PM H+-ATPase inhibition screening, and, on the basis of these results, Haplocoelum foliolosum (Hiern) Bullock and Sauvagesia erecta L. were selected for investigation by high-resolution fungal PM H+-ATPase inhibition screening. Structural analysis performed by high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy (HPLC-HRMS-SPE-NMR) led to identification of chebulagic acid (1) and tellimagrandin II (2) from H. foliolosum. Preparative-scale isolation of the two metabolites allowed determination of IC50 values for PM H+-ATPase, and growth inhibition of Saccharomyces cerevisiae and Candida albicans. Chebulagic acid and tellimagrandin II are both potent inhibitors of the PM H+-ATPase with inhibitory effect on the growth of S. cerevisiae.

AB - Crude extracts of 33 plant species were assessed for fungal plasma membrane (PM) H+-ATPase inhibition. This led to identification of 18 extracts showing more than 95% inhibition at a concentration of 7.5 mg/mL and/or a concentration-dependent activity profile. These extracts were selected for semi-high-resolution fungal PM H+-ATPase inhibition screening, and, on the basis of these results, Haplocoelum foliolosum (Hiern) Bullock and Sauvagesia erecta L. were selected for investigation by high-resolution fungal PM H+-ATPase inhibition screening. Structural analysis performed by high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy (HPLC-HRMS-SPE-NMR) led to identification of chebulagic acid (1) and tellimagrandin II (2) from H. foliolosum. Preparative-scale isolation of the two metabolites allowed determination of IC50 values for PM H+-ATPase, and growth inhibition of Saccharomyces cerevisiae and Candida albicans. Chebulagic acid and tellimagrandin II are both potent inhibitors of the PM H+-ATPase with inhibitory effect on the growth of S. cerevisiae.

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DO - 10.1021/jf501605z

M3 - Journal article

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SN - 0021-8561

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JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

IS - 24

ER -

High-resolution screening combined with HPLC–HRMS–SPE–NMR for identification of fungal plasma membrane H+-ATPase inhibitors from plants

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High-resolution screening combined with HPLC–HRMS–SPE–NMR for identification of fungal plasma membrane H⁺-ATPase inhibitors from plants