Click here to close
Hello! We notice that you are using Internet Explorer, which is not supported by Xenbase and may cause the site to display incorrectly.
We suggest using a current version of Chrome,
FireFox, or Safari.
J Nat Prod
2011 Jun 24;746:1437-43. doi: 10.1021/np200181d.
Show Gene links
Show Anatomy links
Positive GABA(A) receptor modulators from Acorus calamus and structural analysis of (+)-dioxosarcoguaiacol by 1D and 2D NMR and molecular modeling.
Zaugg J
,
Eickmeier E
,
Ebrahimi SN
,
Baburin I
,
Hering S
,
Hamburger M
.
???displayArticle.abstract???
In a two-microelectrode voltage clamp with Xenopus laevis oocytes, a petroleum ether extract of Acorus calamus rhizomes enhanced the GABA-induced chloride current through GABA(A) receptors of the α₁β₂γ(2S) subtype by 277% ± 9.7% (100 μg/mL). β-Asarone (1), (+)-dioxosarcoguaiacol (2), (+)-shyobunone (3), and (+)-preisocalamenediol (4) were subsequently identified as main active principles through HPLC-based activity profiling and targeted isolation. The compounds induced maximum potentiation of the chloride current ranging from 588% ± 126% (EC₅₀: 65.3 ± 21.6 μM) (2) to 1200% ± 163% (EC(50): 171.5 ± 34.6 μM) (1), whereas (-)-isoshyobunone (5) and (-)-acorenone (6) exhibited weak GABA(A) modulating properties (5: 164% ± 42.9%; EC₅₀: 109.4 ± 46.6 μM and 6: 241% ± 23.1%; EC₅₀: 34.0 ± 6.7 μM). The relative configuration of 2 was established as 4R*8S*10R* by NOESY experiments and conformational analysis.
Abel,
[Chromosome-damaging effect of beta-asaron on human lymphocytes].
1987, Pubmed
Abel,
[Chromosome-damaging effect of beta-asaron on human lymphocytes].
1987,
Pubmed
Adams,
Antiplasmodial lanostanes from the Ganoderma lucidum mushroom.
2010,
Pubmed
BAXTER,
Separation of the hypnotic potentiating principles from the essential oil of Acorus calamus L. of Indian origin by liquid-gas chromatography.
1960,
Pubmed
Baburin,
Automated fast perfusion of Xenopus oocytes for drug screening.
2006,
Pubmed
,
Xenbase
Benke,
GABA A receptors as in vivo substrate for the anxiolytic action of valerenic acid, a major constituent of valerian root extracts.
2009,
Pubmed
DANDIYA,
Studies on Acorus calamus. IV. Investigations on mechanism of action in mice.
1959,
Pubmed
DANDIYA,
Effects of asarone and beta-asarone on conditioned responses, fighting behaviour and convulsions.
1963,
Pubmed
Danz,
Identification and isolation of the cyclooxygenase-2 inhibitory principle in Isatis tinctoria.
2001,
Pubmed
Delvalle,
Preisocalamenediol, A Constituent of Schinus molle.
1987,
Pubmed
Dittmann,
HPLC-based activity profiling of Salvia miltiorrhiza for MAO A and iNOS inhibitory activities.
2004,
Pubmed
Göggelmann,
Mutagenicity testing of beta-asarone and commercial calamus drugs with Salmonella typhimurium.
1983,
Pubmed
Keller,
[Composition of the essential oil from beta-Asarone free calamus.].
1983,
Pubmed
Khom,
Valerenic acid derivatives as novel subunit-selective GABAA receptor ligands - in vitro and in vivo characterization.
2010,
Pubmed
,
Xenbase
Khom,
Pharmacological properties of GABAA receptors containing gamma1 subunits.
2006,
Pubmed
,
Xenbase
Khom,
Valerenic acid potentiates and inhibits GABA(A) receptors: molecular mechanism and subunit specificity.
2007,
Pubmed
,
Xenbase
Kim,
HPLC-based activity profiling approach for the discovery of GABAA receptor ligands using an automated two microelectrode voltage clamp assay on Xenopus oocytes.
2008,
Pubmed
,
Xenbase
Kopp,
Highly potent modulation of GABA(A) receptors by valerenic acid derivatives.
2010,
Pubmed
,
Xenbase
Krampfl,
Kinetic analysis of the agonistic and blocking properties of pentobarbital on recombinant rat alpha(1)beta(2)gamma(2S) GABA(A) receptor channels.
2002,
Pubmed
Li,
HPLC-based activity profiling for GABA(A) receptor modulators: a new dihydroisocoumarin from Haloxylon scoparium.
2010,
Pubmed
,
Xenbase
Liao,
Central inhibitory effects of water extract of Acori graminei rhizoma in mice.
1998,
Pubmed
MALHOTRA,
Investigations on the mechanism of potentiation of barbiturate hypnosis by hersaponin, acorus oil, reserpine and chlorpromazine.
1962,
Pubmed
Menon,
The mechanism of the tranquillizing action of asarone from Acorus calamus Linn.
1967,
Pubmed
Methfessel,
Patch clamp measurements on Xenopus laevis oocytes: currents through endogenous channels and implanted acetylcholine receptor and sodium channels.
1986,
Pubmed
,
Xenbase
Olsen,
GABA A receptors: subtypes provide diversity of function and pharmacology.
2009,
Pubmed
Olsen,
International Union of Pharmacology. LXX. Subtypes of gamma-aminobutyric acid(A) receptors: classification on the basis of subunit composition, pharmacology, and function. Update.
2008,
Pubmed
Potterat,
BI-32169, a bicyclic 19-peptide with strong glucagon receptor antagonist activity from Streptomyces sp.
2004,
Pubmed
Simon,
Analysis of the set of GABA(A) receptor genes in the human genome.
2004,
Pubmed
Stahl,
[To the classification of commercial Calamus drugs].
1981,
Pubmed
Stahl,
[Extraction of thermolabile compounds with supercritical gases.].
1983,
Pubmed
Twyman,
Pentobarbital and picrotoxin have reciprocal actions on single GABAA receptor channels.
1989,
Pubmed
Vohora,
Central nervous system studies on an ethanol extract of Acorus calamus rhizomes.
1990,
Pubmed
Yang,
HPLC-based activity profiling for GABAA receptor modulators from the traditional Chinese herbal drug Kushen (Sophora flavescens root).
2011,
Pubmed
,
Xenbase
Zaugg,
HPLC-based activity profiling: discovery of piperine as a positive GABA(A) receptor modulator targeting a benzodiazepine-independent binding site.
2010,
Pubmed
,
Xenbase
Zaugg,
HPLC-based activity profiling of Angelica pubescens roots for new positive GABAA receptor modulators in Xenopus oocytes.
2011,
Pubmed
,
Xenbase
