Phytochemical profiling of Curcuma kwangsiensis rhizome extract, and identification of labdane diterpenoids as positive GABAA receptor modulators

Schramm, Anja; Ebrahimi, Samad Nejad; Raith, Melanie; Zaugg, Janine; Rueda, Diana C.; Hering, Steffen; Hamburger, Matthias

doi:10.1016/j.phytochem.2013.08.004

Cited by 43 publications

(26 citation statements)

References 36 publications

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“…Interestingly, calculated ECD spectrum of 1a (S) isomer showed good agreement with the overall pattern of the experimental ECD spectrum of 1a, 23 suggesting the assignment of 1 0 S configuration for 1a (Fig. However, the calculated ECD profile for 1 0 S-and 1 0 R-divaricoumarin A showed the same profiles perhaps due to the hindrance by intramolecular hydrogen bond persisting between the sugar unit and isovaleryl substituent group.…”

Section: Resultssupporting

confidence: 68%

Three new coumarins from Saposhnikovia divaricata and their porcine epidemic diarrhea virus (PEDV) inhibitory activity

Yang

Dhodary

et al. 2015

Tetrahedron

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a b s t r a c tSwine based agro-industries throughout the world are in big threat of new PEDV infection due to lack of efficient prophylactic defenses as well as dependable curing agents. Bioactivity-guided fractionation of a methanol soluble extract from radix of Saposhnikovia divaricata led to the isolation of three new (1e3) together with 10 known coumarins (4e13). The structures of new isolates (1e3) were established by extensive spectroscopic analysis and their absolute configurations were assigned based on ECD spectra calculation and analysis. Among all isolates, compound 5 revealed strongest inhibitory effect on PEDV replication. Quantitative real-time PCR data showed inhibitory effect of 5 on genes responsible for synthesis of PEDV vital structural proteins (GP6 nucleocapsid, GP2 spike, and GP5 membrane) in a dosedependent manner. Also, compound 5 demonstrated the inhibitory effect on PEDV GP6 nucleocapsid and GP2 spike protein synthesis as analyzed by western blotting. This study represents a new class of chemical entities for developing anti-PEDV agents.

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Section: Resultssupporting

confidence: 68%

Three new coumarins from Saposhnikovia divaricata and their porcine epidemic diarrhea virus (PEDV) inhibitory activity

Yang

Dhodary

et al. 2015

Tetrahedron

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“…However, the relative configuration at C2 could not be established by NMR experiments, and the relative configuration of 6 was assigned as 5R, 8R, 9S, 10R. The presence of an a,b-unsaturated carboxylic acid next to the stereogenic center at C2 suggested that the absolute configuration of 6 could possibly be solved by electronic circular dichroism (ECD) (Schramm et al, 2013), and likewise also for 5 and 7, which differed only in the substitution of the hydroxy group. The experimental spectrum and calculated ECD spectra of two possible stereoisomers of 6 (2S and 2R) are shown in Fig.…”

Section: Chemical Investigation Of the Secreted Materialsmentioning

confidence: 99%

Antibacterial compounds from Salvia adenophora Fernald (Lamiaceae)

et al. 2015

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“…GABAA and GABAC are ligand-gated ion channel receptors (LGICs), whereas GABAB are G-protein coupled receptors (24,25). GABAA receptors are an important target for anxiolytics, sedative, hypnotics, anticonvulsant and muscle relaxants (26) and, in spite of having a range of drugs for the treatment of anxiety, there is an increased demand for herbal preparations for the treatment of anxiety, depression, insomnia etc. (27).…”

Section: Discussionmentioning

confidence: 99%

“…The suppression of β-amyloid (Aβ) fibril formation is considered to be an important target for the treatment of Alzheimer's Disease (AD) and ε-viniferin, the dimer of resveratrol, and resveratrol glucoside (at concentrations of 5 -10 μM) have been reported to inhibit both fragment Aβ (25)(26)(27)(28)(29)(30)(31)(32)(33)(34)(35) and full length (Aβ (1-40) and Aβ (1-42)) peptide aggregation in vitro (12,13). trans-ε-viniferin isolated from Vitis amurensis, at a concentration of 5 μM, also protects cultured cortical neuronal cells from glutamate-induced neurotoxicity (14).…”

Section: Introductionmentioning

confidence: 99%

The Differential Effects of Resveratrol and trans-ε-Viniferin on the GABA-Induced Current in GABAA Receptor Subtypes Expressed in Xenopus Laevis Oocytes

Groundwater

Hamid

et al. 2015

J Pharm Pharm Sci

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-Purpose:The natural products resveratrol and trans-ε-viniferin have been reported to have many beneficial effects, which include the enhancement of cognition and memory. There have been no studies which have reported the effects of these compounds on the different GABAA receptor subtypes and this study aimed to address this. Methods: The effects of both resveratrol, and its dimer, trans-ε-viniferin, have been investigated on different GABAA receptor subtypes expressed in Xenopus laevis oocytes, using the twoelectrode voltage clamp technique. Results: Resveratrol induced a current of 22 ± 3.53 nA in the α1β2γ2L subtype of the GABAA receptor (but not in the α5β3γ2L and α2β2γ2L subtypes) when applied alone. It also positively modulated the GABA-induced current (IGABA) in α1β2γ2L receptors, in a dose-dependent manner (EC50 58.24 μM). The effects of resveratrol were not sensitive to the benzodiazepine antagonist flumazenil. trans-ε-Viniferin exhibited a different pattern of activity to resveratrol; it alone had no effect on any of the subtypes, but it did negatively modulate the GABA-induced current (IGABA) in all three subtypes. The greatest inhibition was found in the α1β2γ2L subtype (IC50 5.79 μM), with the inhibition in the α2β2γ2L (IC50 of 19.08 μM) and α5β3γ2L (IC50 of 21.05 μM) subtypes being similar. The effects of trans-ε-viniferin in α1β2γ2L and α2β2γ2L receptors were also not sensitive to the benzodiazepine antagonist flumazenil while, in the α5β3γ2L subtype the effect was not sensitive to the inverse agonist L-655,708, indicating different binding sites for this molecule. Conclusions: The results of the present study indicate that both resveratrol and trans-ε-viniferin modulate the GABA-induced current in different ways, and that trans-ε-viniferin may be a lead compound for the discovery of agents which selectively inhibit the GABA-induced current in α1-containing subtypes.

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Phytochemical profiling of Curcuma kwangsiensis rhizome extract, and identification of labdane diterpenoids as positive GABAA receptor modulators

Cited by 43 publications

References 36 publications

Three new coumarins from Saposhnikovia divaricata and their porcine epidemic diarrhea virus (PEDV) inhibitory activity

Three new coumarins from Saposhnikovia divaricata and their porcine epidemic diarrhea virus (PEDV) inhibitory activity

Antibacterial compounds from Salvia adenophora Fernald (Lamiaceae)

The Differential Effects of Resveratrol and trans-ε-Viniferin on the GABA-Induced Current in GABAA Receptor Subtypes Expressed in Xenopus Laevis Oocytes

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