Quercetin 3-O-glucoside-7-O-rhamnoside | CAS:18016-58-5

Quercetin 3-O-glucoside-7-O-rhamnoside

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Description:

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.

In vivo:

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.

Quercetin 3-O-glucoside-7-O-rhamnoside Description

Source:	The herbs of Hippophae rhamnoides Linn.
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	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). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

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.

Product Name	Quercetin 3-O-glucoside-7-O-rhamnoside
Price:	$538 / 5mg
CAS No.:	18016-58-5
Catalog No.:	CFN90738
Molecular Formula:	C₂₇H₃₀O₁₆
Molecular Weight:	610.52 g/mol
Purity:	>=98%
Type of Compound:	Flavonoids
Physical Desc.:	Yellow powder
Source:	The herbs of Hippophae rhamnoides Linn.
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Central nervous system depressant action Compound Library Flavonoids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.6379 mL	8.1897 mL	16.3795 mL	32.759 mL	40.9487 mL
5 mM	0.3276 mL	1.6379 mL	3.2759 mL	6.5518 mL	8.1897 mL
10 mM	0.1638 mL	0.819 mL	1.6379 mL	3.2759 mL	4.0949 mL
50 mM	0.0328 mL	0.1638 mL	0.3276 mL	0.6552 mL	0.819 mL
100 mM	0.0164 mL	0.0819 mL	0.1638 mL	0.3276 mL	0.4095 mL

CFN90508	Oxoglaucine	5574-24-3	351.34	C₂₀H₁₇NO₅
CFN90509	Berberrubine	15401-69-1	322.33	C₁₉H₁₆NO₄+
CFN00262	Symphytine	22571-95-5	381.47	C₂₀H₃₁NO₆
CFN90747	Ganoderic acid M	100761-17-9	530.7	C₃₀H₄₂O₈