Acylphloroglucinol Derivatives from <i>Hypericum andinum</i>: Antidepressant-like Activity of Andinin A

Ccana-Ccapatinta, Gari V.; Stolz, Eveline Dischkaln; Costa, Paola F. da; Rates, Stela Maris Kuze; Poser, Gilsane Lino von

doi:10.1021/np500426m

Cited by 19 publications

(15 citation statements)

References 17 publications

(45 reference statements)

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“…arenarium 23 , kunzeagin A (a dimeric flavonol glycoside) from Kunzea ambigua 24 , gerberinol from Diospyros kaki var. sylvestris 25 , and four acylphloroglucinol derivatives from Hypericum andinum 26 . As far as we know, very few of these natural dimers was identified in microbial kingdom, that is phaeochromycins F from Streptomyces sp.…”

Section: Discussionmentioning

confidence: 99%

New α-glucosidase inhibitors from marine algae-derived Streptomyces sp. OUCMDZ-3434

Chen

Hao

Wang

et al. 2016

Sci Rep

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Wailupemycins H (1) and I (2) with a new skeleton coupled two 6-(2-phenylnaphthalene-1-yl)pyrane-2-one nuclei to a –CH2– linkage were identified from the culture of Streptomyces sp. OUCMDZ-3434 associated with the marine algae, Enteromorpha prolifera. Compounds 1 and 2 are two new α-glucosidase inhibitors with the Ki/IC50 values of 16.8/19.7 and 6.0/8.3 μM, respectively. In addition, the absolute configurations of wailupemycins D (3) and E (4) are also resolved in this paper for the first time.

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Section: Discussionmentioning

confidence: 99%

New α-glucosidase inhibitors from marine algae-derived Streptomyces sp. OUCMDZ-3434

Chen

Hao

Wang

et al. 2016

Sci Rep

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“…Hypericum species belonging to Brathys and Trigynobrathys sections are an important source of dimeric acylphloroglucinols. Until now, 36 compounds were isolated from these species [1][2][3]9]. Hypericum denudatum afforded a new dimeric phloroglucinol, denudatin A (1), and three compounds that have already been described, hyperbrasilol A (3), uliginosin B (4), and isouliginosin B (5).…”

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confidence: 99%

Denudatin A, a Dimeric Acylphloroglucinol from Hypericum denudatum Presents an Antinociceptive Effect in Mice

et al. 2017

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A new dimeric acylphloroglucinol, denudatin A (), was isolated from the flowering aerials parts of , along with the known phloroglucinols selancin A (), hyperbrasilol A (), uliginosin B (), and isouliginosin B (). The structure of was elucidated using 1D, 2D NMR, and MS experiments, and by comparison with previously reported data for dimeric acylphloroglucinols. Denudatin A () and selancin A () were administered orally to mice displaying antinociceptive activity in the hot plate test. The compounds did not induce motor impairment in the rotarod apparatus.

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“…Cariphenone A (1) and uliginosin B (3) were isolated from H. carinatum as described by Bernardi et al (2005). Isouliginosin B (2) was isolated from H. andinum as described by Ccana-Ccapatinta et al (2014, 2015). The identity and purity of the isolated compounds were confirmed by 1 H and 13 C nuclear magnetic resonance spectroscopy.…”

Section: Methodsmentioning

confidence: 99%

Phloroglucinol derivatives fromHypericumspecies trigger mitochondrial dysfunction inLeishmania amazonensis

et al. 2018

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Bioactive molecules isolated from plants are promising sources for the development of new therapies against leishmaniasis. We investigated the leishmanicidal activity of cariphenone A (1), isouliginosin B (2) and uliginosin B (3) isolated from Hypericum species. Promastigotes and amastigotes of Leishmania amazonensis were incubated with compounds 1-3 at concentrations 1-100 µm for 48 h. The anti-promastigote effect of compounds was also tested in combinations. The cytotoxicity against macrophages and human erythrocytes were determined using the 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) method and hemolysis assay, respectively. The compounds 1-3 showed high leishmanicidal activity against promastigotes, IC50 values of 10.5, 17.5 and 11.3 µm, respectively. Synergistic interactions were found to the associations of compounds 1 and 2 [Σ fractional inhibitory concentration (FIC) = 0.41], and 2 and 3 (ΣFIC = 0.28) on promastigotes. All Hypericum compounds induced mitochondrial hyperpolarization and reactive oxygen species production in promastigotes. The compounds showed low cytotoxicity toward mammalian cells, high selectivity index and killed intracellular amastigotes probably mediated by oxidative stress. These results indicate that these compounds are promising candidates for the development of drugs against leishmaniasis.

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Acylphloroglucinol Derivatives from Hypericum andinum: Antidepressant-like Activity of Andinin A

Cited by 19 publications

References 17 publications

New α-glucosidase inhibitors from marine algae-derived Streptomyces sp. OUCMDZ-3434

New α-glucosidase inhibitors from marine algae-derived Streptomyces sp. OUCMDZ-3434

Denudatin A, a Dimeric Acylphloroglucinol from Hypericum denudatum Presents an Antinociceptive Effect in Mice

Phloroglucinol derivatives fromHypericumspecies trigger mitochondrial dysfunction inLeishmania amazonensis

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