Potent Antifungal Properties of Dimeric Acylphloroglucinols from Hypericum mexicanum and Mechanism of Action of a Highly Active 3′Prenyl Uliginosin B

DOI zum Zitieren der Version auf EPub Bayreuth: https://doi.org/10.15495/EPub_UBT_00005172
URN to cite this document: urn:nbn:de:bvb:703-epub-5172-2

Title data

Tocci, Noemi ; Weil, Tobias ; Perenzoni, Daniele ; Moretto, Marco ; Nürk, Nicolai ; Madriñán, Santiago ; Ferrazza, Ruggero ; Guella, Graziano ; Mattivi, Fulvio:
Potent Antifungal Properties of Dimeric Acylphloroglucinols from Hypericum mexicanum and Mechanism of Action of a Highly Active 3′Prenyl Uliginosin B.
In: Metabolites. Vol. 10 (13 November 2020) Issue 11 . - No. 459.
ISSN 2218-1989
DOI der Verlagsversion: https://doi.org/10.3390/metabo10110459

	Format: PDF Name: metabolites-10-00459.pdf Version: Published Version Available under License Creative Commons BY 4.0: Attribution
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Project information

Project financing:	Andere Autonomous Province of Trento, Italy: ADP 2016

Abstract

The success of antifungal therapies is often hindered by the limited number of available drugs. To close the gap in the antifungal pipeline, the search of novel leads is of primary importance, and here the exploration of neglected plants has great promise for the discovery of new principles. Through bioassay-guided isolation, uliginosin B and five new dimeric acylphloroglucinols (uliginosins C-D, and 3′prenyl uliginosins B-D), besides cembrenoids, have been isolated from the lipophilic extract of Hypericum mexicanum. Their structures were elucidated by a combination of Liquid Chromatography - Mass Spectrometry LC-MS and Nuclear Magnetic Resonance (NMR) measurements. The compounds showed strong anti-Candida activity, also against fluconazole-resistant strains, with fungal growth inhibition properties at concentrations ranging from 3 to 32 µM, and reduced or absent cytotoxicity against human cell lines. A chemogenomic screen of 3′prenyl uliginosin B revealed target genes that are important for cell cycle regulation and cytoskeleton assembly in fungi. Taken together, our study suggests dimeric acylphloroglucinols as potential candidates for the development of alternative antifungal therapies.

Further data

Item Type:	Article in a journal
Keywords:	Hypericum; bioactive compounds; antifungal activity; acylphloroglucinols; structural annotation; nuclear magnetic resonance spectroscopy; mass spectrometry; cytotoxicity; mechanism of action
DDC Subjects:	500 Science > 540 Chemistry 500 Science > 570 Life sciences, biology 500 Science > 580 Plants (Botany) 600 Technology, medicine, applied sciences > 610 Medicine and health
Institutions of the University:	Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Biology > Chair Plant Systematics Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Biology > Former Professors > Chair Plant Systematics - Univ.-Prof. Dr. Sigrid Liede-Schumann Research Institutions > Central research institutes > Bayreuth Center of Ecology and Environmental Research- BayCEER Faculties Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Biology Research Institutions Research Institutions > Central research institutes Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Biology > Former Professors
Language:	English
Originates at UBT:	Yes
URN:	urn:nbn:de:bvb:703-epub-5172-2
Date Deposited:	23 Nov 2020 09:30
Last Modified:	15 Sep 2023 11:55
URI:	https://epub.uni-bayreuth.de/id/eprint/5172

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