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Ligupurpuroside B Sale

(Synonyms: 紫茎女贞苷 B) 目录号 : GC36461

Ligupurpuroside B 是从粗壮女贞叶分离得到的苯乙醇苷类,具有抗氧化作用。

Ligupurpuroside B Chemical Structure

Cas No.:147396-02-9

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1mg
¥1,710.00
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5mg
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产品描述

Ligupurpuroside B is a glycoside isolated from Ligustrum robustum, with antioxidant activity[1].

[1]. He ZD, et al. Antioxidative glycosides from the leaves of Ligustrum robustum. J Nat Prod. 2003 Jun;66(6):851-4.

Chemical Properties

Cas No. 147396-02-9 SDF
别名 紫茎女贞苷 B
Canonical SMILES OC(C(OCCC1=CC=C(O)C=C1)O2)C(C(C2CO)OC(/C=C/C3=CC=C(O)C=C3)=O)OC(OC(C)C(OC(OC(C)C(O)C4O)C4O)C5O)C5O
分子式 C35H46O17 分子量 738.73
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mM 1.3537 mL 6.7684 mL 13.5367 mL
5 mM 0.2707 mL 1.3537 mL 2.7073 mL
10 mM 0.1354 mL 0.6768 mL 1.3537 mL
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Research Update

Discovery of Glycosyltransferases Involved in the Biosynthesis of Ligupurpuroside B

Org Lett 2021 Oct 15;23(20):7851-7854.PMID:34609151DOI:10.1021/acs.orglett.1c02873.

In this study, we report the characterization of three glycosyltransferases involved in the biosynthesis of Ligupurpuroside B, a complex acylated phenolic glycoside in Ligustrum robustum. UGT85AF8 catalyzed the formation of salidroside from tyrosol. UGT79G7, an osmanthuside A 1,3-rhamnosyltransferase, and UGT79A19, an osmanthuside B 1,4-rhamnosyltransferase, sequentially converted osmanthuside A into Ligupurpuroside B. Orthologs of UGT79G7 were also discovered from other plants producing verbascoside. These rhamnosyltransferases expand the toolbox for the biosynthesis of natural products with various sugar chains.

Trypsin inhibition by Ligupurpuroside B as studied using spectroscopic, CD, and molecular docking techniques

J Biomol Struct Dyn 2019 Aug;37(13):3379-3387.PMID:30213239DOI:10.1080/07391102.2018.1515115.

It is well known that Ligupurpuroside B is a water-soluble polyphenolic compound and used to brew bitter tea with antioxidant activities. It acted as a stimulant to the central nervous system and a diuretic (increase the excretion of urine), was used to treat painful throat and high blood pressure, and also exerted weight-loss function. In this regard, a detailed investigation on the mechanism of interaction between Ligupurpuroside B and trypsin could be of great interest to know the pharmacokinetic behavior of Ligupurpuroside B and for the design of new analogues with effective pharmacological properties. Ligupurpuroside B successfully quenched the intrinsic fluorescence of trypsin via static quenching mechanism. The binding constants (Ka) at three temperatures (288, 298, and 308 K) were 1.7841 × 104, 1.6251 × 104 and 1.5483 × 104 L mol-1, respectively. Binding constants revealed the stronger binding interaction between Ligupurpuroside B and trypsin. The number of binding sites approximated to one, indicating a single class of binding for Ligupurpuroside B in trypsin. The enzyme activity result suggested that Ligupurpuroside B can inhibit trypsin activity. Thermodynamic results revealed that both hydrogen bonds and hydrophobic interactions play main roles in stabilization of Ligupurpuroside B-trypsin complex. Circular dichroism (CD) results showed that the conformation of trypsin changed after bound to Ligupurpuroside B. Molecular docking indicated that Ligupurpuroside B can enter the hydrophobic cavity of trypsin and was located near Trp215 and Tyr228 of trypsin. Communicated by Ramaswamy H. Sarma.

Binding mechanism of lipase to Ligupurpuroside B extracted from Ku-Ding tea as studied by multi-spectroscopic and molecular docking methods

Int J Biol Macromol 2018 Dec;120(Pt B):1345-1352.PMID:30223054DOI:10.1016/j.ijbiomac.2018.09.086.

The interaction of lipase with Ligupurpuroside B was studied by multiple spectroscopic techniques, enzyme activity and molecular modeling under simulative physiological condition. According to Stern-Volmer equation, fluorescence of lipase was quenched by Ligupurpuroside B via a static quenching mechanism because of formation of Ligupurpuroside B-lipase complex. Binding constants, number of binding sites & thermodynamic parameters were evaluated. The values of ΔGo (-25.085 kJ mol-1), ΔHo (-12.14 kJ mol-1) and ΔSo (+43.45 J mol-1 K-1) at 298 K indicated that Ligupurpuroside B-lipase interaction is spontaneous and hydrophobic interaction is the main force stabilizing the Ligupurpuroside B-lipase complex. The enzyme activity assay showed that Ligupurpuroside B inhibited lipase activity efficiently. Synchronous fluorescence spectra (SFS) suggested that Ligupurpuroside B is closer to Trp residues than to Tyr residues. All above experimental results were confirmed by molecular docking studies, which further indicated the binding site of Ligupurpuroside B on the surface of lipase, and the amino acid residues of lipase interacting with Ligupurpuroside B. Our present research work gives valuable information on the design of drugs with lipase as a carrier and should be useful for food industries.

Quantitation of ligupurpurosides B and C in rat plasma using HPLC-MS/MS

Chin J Nat Med 2016 Jun;14(6):473-80.PMID:27473966DOI:10.1016/S1875-5364(16)30045-0.

The present study was designed to develop a sensitive and selective specific high performance liquid chromatography (HPLC)-tandem mass spectrometric method (MS/MS) for the determination of ligupurpurosides B and C in rat plasma. The samples were prepared after protein precipitation and analyzed by liquid chromatography equipped with a C18 column interfaced with a triple quadrupole tandem mass spectrometer using ESI as the ionization source in the negative ion mode. The mobile phase consisted of water (0.01 % formic acid)-methanol (57 : 43, V/V) at the flow rate of 0.3 mL·min(-1). The analytes and internal standard acteoside were both detected by use of multiple reaction monitoring mode. The total run time was 6.0 min. The method was linear in the concentration range of 2.5-500.0 ng·mL(-1) and the lower limit of quantifiation (LLOQ) was 2.5 ng·mL(-1). The intra-day and inter-day relative standard deviations across three validation runs over the entire concentration range were less than 9.8 %. The accuracy determined at three concentrations was within ± 6.1% in terms of relative error. In conclusion, this assay offers advantages in terms of expediency and suitability for the analysis of Ligupurpuroside B and ligupurpuroside C in various biological fluids.

Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of Ligustrum robustum and Their Bioactivities

Molecules 2022 Oct 31;27(21):7390.PMID:36364215DOI:10.3390/molecules27217390.

The phytochemical study on the leaves of Ligustrum robustum, which have been used as Ku-Ding-Cha, led to the isolation and identification of three new phenylethanoid glycosides and three new phenylmethanoid glycosides, named ligurobustosides R1 (1b), R2-3 (2), R4 (3), S1 (4b), S2 (5), and S3 (6), and five reported phenylethanoid glycosides (7-11). In the bioactivity test, (Z)-osmanthuside B6 (11) displayed strong fatty acid synthase (FAS) inhibitory activity (IC50: 4.55 ± 0.35 μM) as the positive control orlistat (IC50: 4.46 ± 0.13 μM), while ligurobustosides R4 (3) and S2 (5), Ligupurpuroside B (7), cis-ligupurpuroside B (8), ligurobustoside N (9), osmanthuside D (10), and (Z)-osmanthuside B6 (11) showed stronger ABTS radical scavenging activity (IC50: 2.68 ± 0.05~4.86 ± 0.06 μM) than the positive control L-(+)-ascorbic acid (IC50: 10.06 ± 0.19 μM). This research provided a theoretical basis for the leaves of L. robustum as a tea with function in treating obesity and diabetes.