Quercetin 3-O-glucoside-7-O-rhamnoside
Quercetin 3-O-glucoside-7-O-rhamnoside at 30 mg/kg i.p. can decrease the ambulatory locomotor activity and increase the sodium thiopental-induced time of loss of the righting reflex suggesting a clear depressant action.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to
24 months(2-8C).
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Phytother Res. 2009 Oct;23(10):1453-7.
Neuroactive flavonoid glycosides from Tilia petiolaris DC. extracts.[Pubmed:
19288528]
Pharmacological assay guided purification of an ethanol extract of Tilia petiolaris DC. inflorescences resulted in the isolation and identification of isoquercitrin (ISO), Quercetin 3-O-glucoside-7-O-rhamnoside (QUE) and kaempferol 3-O-glucoside-7-O-rhamnoside (KAE).
METHODS AND RESULTS:
The behavioral actions of these glycosylated flavonoids were examined in the hole board, locomotor activity and thiopental-induced loss of righting reflex tests in mice. Quercetin 3-O-glucoside-7-O-rhamnoside (10 and 30 mg/kg) and KAE (30 mg/kg), intraperitoneally (i.p.) administered to mice, reduced all the parameters measured in the hole board test, but ISO (30 mg/kg) only reduced the number of rearings. Meanwhile Quercetin 3-O-glucoside-7-O-rhamnoside at 30 mg/kg i.p. also decreased the ambulatory locomotor activity and increased the sodium thiopental-induced time of loss of the righting reflex suggesting a clear depressant action.
CONCLUSIONS:
The above results demonstrate the occurrence of neuroactive flavonoid glycosides in Tilia.
Appl Microbiol Biotechnol. 2013 Jun;97(12):5275-82.
Regioselective synthesis of flavonoid bisglycosides using Escherichia coli harboring two glycosyltransferases.[Pubmed:
23549747 ]
Regioselective glycosylation of flavonoids cannot be easily achieved due to the presence of several hydroxyl groups in flavonoids.
METHODS AND RESULTS:
This hurdle could be overcome by employing uridine diphosphate-dependent glycosyltransferases (UGTs), which use nucleotide sugars as sugar donors and diverse compounds including flavonoids as sugar acceptors. Quercetin rhamnosides contain antiviral activity. Two quercetin diglycosides, Quercetin 3-O-glucoside-7-O-rhamnoside and quercetin 3,7-O-bisrhamnoside, were synthesized using Escherichia coli expressing two UGTs. For the synthesis of Quercetin 3-O-glucoside-7-O-rhamnoside, AtUGT78D2, which transfers glucose from UDP-glucose to the 3-hydroxyl group of quercetin, and AtUGT89C1, which transfers rhamnose from UDP-rhamnose to the 7-hydroxyl group of quercetin 3-O-glucoside, were transformed into E. coli. Using this approach, 67 mg/L of Quercetin 3-O-glucoside-7-O-rhamnoside was synthesized. For the synthesis of quercetin 3,7-O-bisrhamnoside, AtUGT78D1, which transfers rhamnose to the 3-hydroxy group of quercetin, and AtUGT89C1 were used.
CONCLUSIONS:
The RHM2 gene from Arabidopsis thaliana was coexpressed to supply the sugar donor, UDP-rhamnose. E. coli expressing AtUGT78D1, AtUGT89C1, and RHM2 was used to obtain 67.4 mg/L of quercetin 3,7-O-bisrhamnoside.