Guaijaverin
(Synonyms: 番石榴苷) 目录号 : GC36197
A phenol with antioxidant activity
Cas No.:22255-13-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Quercetin 3-O-α-L-arabinopyranoside is a phenol that has been found in Byrsonima crassa and has antioxidant activity.1,2 It scavenges 2,2-diphenyl-1-picrylhydrazyl radicals in a cell-free assay (IC50 = 48.6 ?M).1 Quercetin 3-O-α-L-arabinopyranoside inhibits H. pylori-induced oxidative burst of isolated rat polymorphonuclear (PMN) neutrophils (IC50 = 75.3 ?M).2 It reduces N-retinylidene-N-retinylethanolamine- and blue light-induced death of ARPE-19 retinal epithelial cells in a concentration-dependent manner.3 In vivo, quercetin 3-O-α-L-arabinopyranoside (25, 50, and 200 mg/kg) prevents blue light-induced retinal degeneration in a mouse model of macular degeneration.
1.Joshi, K.R., Devkota, H.P., Watanabe, T., et al.Phenolic compounds from the flowers of Nepalese medicinal plant Aconogonon molle and their DPPH free radical-scavenging activitiesNat. Prod. Res.28(23)2208-2210(2014) 2.Bonacorsi, C., Raddi, M.S.G., da Fonseca, L.M., et al.Effect of Byrsonima crassa and phenolic constituents on Helicobacter pylori-induced neutrophils oxidative burstInt. J. Mol. Sci.13(1)133-141(2012) 3.Kim, J., Jin, H.L., Jang, D.S., et al.Quercetin-3-O-α-l-arabinopyranoside protects against retinal cell death via blue light-induced damage in human RPE cells and Balb-c miceFood Funct.9(4)2171-2183(2018)
| Cas No. | 22255-13-6 | SDF | |
| 别名 | 番石榴苷 | ||
| Canonical SMILES | O=C1C(O[C@H]2[C@@H]([C@H]([C@H](CO2)O)O)O)=C(C3=CC=C(O)C(O)=C3)OC4=CC(O)=CC(O)=C14 | ||
| 分子式 | C20H18O11 | 分子量 | 434.35 |
| 溶解度 | Soluble in DMSO | 储存条件 | 4°C, protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.3023 mL | 11.5115 mL | 23.0229 mL |
| 5 mM | 0.4605 mL | 2.3023 mL | 4.6046 mL |
| 10 mM | 0.2302 mL | 1.1511 mL | 2.3023 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Guaijaverin -- a plant flavonoid as potential antiplaque agent against Streptococcus mutans
J Appl Microbiol 2006 Aug;101(2):487-95.PMID:16882158DOI:10.1111/j.1365-2672.2006.02912.x.
Aims: The aim of the present study was to investigate the anti-Streptococcus mutans activity and the in vitro effects of subminimal inhibitory concentrations of Guaijaverin isolated from Psidium guajava Linn. on cariogenic properties of Strep. mutans. Methods and results: Bioautography-directed chromatographic fractionation, yield biologically active compound, quercetin-3-O-alpha-l-arabinopyranoside (Guaijaverin), from crude methanol extract of P. guajava. Growth-inhibitory activity of the compound against Strep. mutans of both clinical and type strain cultures was evaluated. The anti-Strep. mutans activity of the Guaijaverin was found to be bacteriostatic, both heat and acid stable and alkali labile with the minimum inhibitory concentration (MIC) of 4 mg ml(-1) for MTCC 1943 and 2 mg ml(-1) for CLSM 001. The sub-MIC concentrations (0.0078-2 mg ml(-1)) of the Guaijaverin were evaluated for its cariogenic properties such as acid production, cell-surface hydrophobicity, sucrose-dependent adherence to glass surface and sucrose-induced aggregation of Strep. mutans. Conclusions: The active flavonoid compound, quercetin-3-O-alpha-l-arabinopyranoside (Guaijaverin) demonstrated high potential antiplaque agent by inhibiting the growth of the Strep. mutans. Significance and impact of the study: This study demonstrated the new growth-inhibitory compound Guaijaverin against Strep. mutans and led to the acceptance of traditional medicine and natural products as an alternative form of health care.
Guava ( Psidium guajava L.) Leaves: Nutritional Composition, Phytochemical Profile, and Health-Promoting Bioactivities
Foods 2021 Apr 1;10(4):752.PMID:33916183DOI:10.3390/foods10040752.
Psidium guajava (L.) belongs to the Myrtaceae family and it is an important fruit in tropical areas like India, Indonesia, Pakistan, Bangladesh, and South America. The leaves of the guava plant have been studied for their health benefits which are attributed to their plethora of phytochemicals, such as quercetin, avicularin, apigenin, Guaijaverin, kaempferol, hyperin, myricetin, gallic acid, catechin, epicatechin, chlorogenic acid, epigallocatechin gallate, and caffeic acid. Extracts from guava leaves (GLs) have been studied for their biological activities, including anticancer, antidiabetic, antioxidant, antidiarrheal, antimicrobial, lipid-lowering, and hepatoprotection activities. In the present review, we comprehensively present the nutritional profile and phytochemical profile of GLs. Further, various bioactivities of the GL extracts are also discussed critically. Considering the phytochemical profile and beneficial effects of GLs, they can potentially be used as an ingredient in the development of functional foods and pharmaceuticals. More detailed clinical trials need to be conducted to establish the efficacy of the GL extracts.
Simultaneous quantification of hyperin, reynoutrin and Guaijaverin in mice plasma by LC-MS/MS: application to a pharmacokinetic study
Biomed Chromatogr 2016 Jul;30(7):1124-1130.PMID:26588877DOI:10.1002/bmc.3660.
A specific and sensitive LC-MS/MS assay was developed to simultaneously quantify three structurally similar flavonoid glycosides - hyperin, reynoutrin and Guaijaverin - in mouse plasma. Biosamples were prepared by solid-phase extraction. Isocratic chromatographic separation was performed on an AichromBond-AQ C18 column (250 × 2.1 mm, 5 μm) with methanol-acetonitrile-water-formic acid (20:25:55:0.1) as the mobile phase. Detection of hyperin, reynoutrin, Guaijaverin and internal standard [luteolin-7-O-β-d-apiofuranosyl-(1 → 6)-β-d-glucopyranoside] was achieved by ESI-MS/MS in the negative ion mode using m/z 463 → m/z 300, m/z 433 → m/z 300, m/z 433 → m/z 300 and m/z 579 → m/z 285 transitions, respectively. Linear concentration ranges of calibration curves were 4.0-800.0 ng/mL for hyperin and reynoutrin and 8.0-1600.0 ng/mL for Guaijaverin when 100 μL of plasma was analyzed. We used this validated method to study the pharmacokinetics of hyperin, reynoutrin and Guaijaverin in mice following oral and intravenous administration. All three quercetin-3-O-glycosides showed poor oral absorption in mice, and the absolute bioavailability of hyperin after oral administration of 100 mg/kg was 1.2%. Pretreatment with verapamil increased the peak concentration and area under the concentration-time curve of hyperin, which were significantly higher than the control values. The half-life of hyperin with verapamil was significantly prolonged compared with that of the control. Copyright © 2016 John Wiley & Sons, Ltd.
Effect of Costus spiralis (Jacq.) Roscoe Leaves, Methanolic Extract and Guaijaverin on Blood Glucose and Lipid Levels in a Type II Diabetic Rat Model
Chem Biodivers 2019 Jan;16(1):e1800365.PMID:30371987DOI:10.1002/cbdv.201800365.
This study aimed to isolate and identify flavonoids with hypoglycemic activity in Costus spiralis leaves. The methanolic extract (ME) was rich in flavonoids, while the powdered leaves (PL) contained considerable amounts of macro- and microelements. Oral acute treatment of streptozotocin (STZ)-induced diabetic rats for 18 h with the C. spiralis PL, ME and isolated Guaijaverin (GUA) lowered glycemia, improved oral glucose tolerance and inhibited liver lipid peroxidation. GUA and ME lowered plasma levels of low-density and non-high density lipoproteins; GUA also lowered total cholesterol levels. PL, ME and GUA did not significantly alter the plasma levels of triglycerides, high-density lipoproteins, very low-density lipoproteins, creatinine and aspartate transaminase, and the total protein levels in the kidney and liver tissues. Therefore, C. spiralis leaves are promising raw materials and rich sources of bioactive flavonoids for the development of novel antidiabetic drugs due to their hypoglycemic, antidyslipidemic and antioxidant actions.
Wayanin and Guaijaverin, two active metabolites found in a Psidium acutangulum Mart. ex DC (syn. P. persoonii McVaugh) (Myrtaceae) antimalarial decoction from the Wayana Amerindians
J Ethnopharmacol 2016 Jul 1;187:241-8.PMID:27132714DOI:10.1016/j.jep.2016.04.053.
Ethnopharmacological relevance: Psidium acutangulum Mart. ex DC is a small tree used by the Wayana Amerindians from the Upper-Maroni in French Guiana for the treatment of malaria. Aim of the study: In a previous study, we highlighted the in vitro antiplasmodial, antioxidant and anti-inflammatory potential of the traditional decoction of P. acutangulum aerial parts. Our goal was then to investigate on the origin of the biological activity of the traditional remedy, and eventually characterize active constituents. Materials and methods: Liquid-liquid extractions were performed on the decoction, and the antiplasmodial activity evaluated against chloroquine-resistant FcB1 ([(3)H]-hypoxanthine bioassay) and 7G8 (pLDH bioassay) P. falciparum strains, and on a chloroquine sensitive NF54 ([(3)H]-hypoxanthine bioassay) P. falciparum strain. The ethyl acetate fraction (D) was active and underwent bioguided fractionation. All the isolated compounds were tested on P. falciparum FcB1 strain. In vitro anti-inflammatory activity (IL-1β, IL-6, IL-8, TNFα) of the ethyl acetate fraction and of an anti-Plasmodium active compound, was concurrently assessed on LPS-stimulated human PBMC and NO secretion inhibition was measured on LPS stimulated RAW murine macrophages. Cytotoxicity of the fractions and pure compounds was measured on VERO cells, L6 mammalian cells, PBMCs, and RAW cells. Results: Fractionation of the ethyl acetate soluble fraction (IC50 ranging from 3.4 to <1µg/mL depending on the parasite strain) led to the isolation of six pure compounds: catechin and five glycosylated quercetin derivatives. These compounds have never been isolated from this plant species. Two of these compounds (wayanin and Guaijaverin) were found to be moderately active against P. falciparum FcB1 in vitro (IC50 5.5 and 6.9µM respectively). We proposed the name wayanin during public meetings organized in June 2015 in the Upper-Maroni villages, in homage to the medicinal knowledge of the Wayana population. At 50µg/mL, the ethyl acetate fraction (D) significantly inhibited IL-1β secretion (-46%) and NO production (-21%), as previously observed for the decoction. The effects of D and guiajaverin (4) on the secretion of other cytokines or NO production were not significant. Conclusions: The confirmed antiplasmodial activity of the ethyl acetate soluble fraction of the decoction and of the isolated compounds support the previous results obtained on the P. acutangulum decoction. The antiplasmodial activity might be due to a mixture of moderately active non-toxic flavonoids. The anti-inflammatory activities were less marked for ethyl acetate fraction (D) than for the decoction.