Determination of phenolic compounds in flowers of Hypericum species native to South Brazil and Peruvian Páramos

Barros, Francisco; Ccana-Ccapatinta, Gari V.; Meirelles, Gabriela de Carvalho; Nunes, Jéssica de Matos; Cargnin, Simone Tasca; Sakamoto, Satchie; Bordignon, Sérgio Augusto de Loreto; Carpio, Carla del; Crockett, Sara L.; Poser, Gilsane Lino von

doi:10.1007/s00606-013-0842-6

Cited by 13 publications

(2 citation statements)

References 53 publications

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“…The chloroform extract showed the strongest antifungal activity against all tested strains when compared with the methanolic extract (Table 2 and Table S2). Chemical analysis showed low amounts of phenols in comparison with the methanolic extract (Table 1), suggesting that the observed antifungal properties could be attributed to the presence of other compounds with more lipophilic characteristics in line with what was found for other Hypericum species phylogenetically close to H. mexicanum [9,19,20].…”

Section: Antifungal Activity Of H Mexicanum Extracts and Chemical Analysis Of The Chloroformic Extractsupporting

confidence: 72%

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

et al. 2020

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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.

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Section: Antifungal Activity Of H Mexicanum Extracts and Chemical Analysis Of The Chloroformic Extractsupporting

confidence: 72%

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

et al. 2020

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“…Peak was identified by comparison of its retention time (tR) with standard compound (authentic sample), previously identified by 1H and 13C NMR [6]. The pick area was determined using a calibration curve previously prepared in the laboratory [26]. The hyperbrasilol B retention time was compared with standard compound (authentic sample), previously identified by 1 H and 13 C NMR [6].…”

Section: Isolation Of Hyperbrasilol Bmentioning

confidence: 99%

The Antidepressant-like Effect of Hyperbrasilol B, A Natural Dimeric Phloroglucinol Derivative is Prevented by Veratrine, a Sensitive-Voltage Na+ Channel Opener

Centurião

Sakamoto

Stein

et al. 2014

EJMP

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This work was carried out in collaboration between all authors. Author FBC contributed with the design of the study; performed the In vivo experiments, statistical analysis an literature searches; wrote the protocol and the first draft of the manuscript. Author SS performed all chemical procedures. Author LGM contributed with In vivo experiments and statistical analysis. Author PMC performed In vitro experiments. Author GVP planned and supervised all chemical experiments. Author CWN planned and supervised all in vitro experiments. Author SMKR designed the whole study, managed the literature searches, statistical analyses and revised the final version of the manuscript. All authors read and approved the final manuscript.

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Chemical composition of Hypericum species from the Taeniocarpium and Drosanthe sections

et al. 2013

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Determination of phenolic compounds in flowers of Hypericum species native to South Brazil and Peruvian Páramos

Cited by 13 publications

References 53 publications

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

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

The Antidepressant-like Effect of Hyperbrasilol B, A Natural Dimeric Phloroglucinol Derivative is Prevented by Veratrine, a Sensitive-Voltage Na+ Channel Opener

Chemical composition of Hypericum species from the Taeniocarpium and Drosanthe sections

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