Vestitol

CAS# 35878-41-2

Vestitol

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Quality Control of Vestitol

Number of papers citing our products

Chemical structure

Vestitol

3D structure

Chemical Properties of Vestitol

Cas No. 35878-41-2 SDF Download SDF
PubChem ID 182259 Appearance Powder
Formula C16H16O4 M.Wt 272.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R)-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
SMILES COC1=CC(=C(C=C1)C2CC3=C(C=C(C=C3)O)OC2)O
Standard InChIKey XRVFNNUXNVWYTI-NSHDSACASA-N
Standard InChI InChI=1S/C16H16O4/c1-19-13-4-5-14(15(18)8-13)11-6-10-2-3-12(17)7-16(10)20-9-11/h2-5,7-8,11,17-18H,6,9H2,1H3/t11-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Vestitol

The herb of Lotus corniculatus L.

Biological Activity of Vestitol

DescriptionVestitol is a phytoalexin with insect feeding-deterrent activity, it has antioxidant, anti-inflammatory and antimicrobial activities, it can inhibit neutrophil migration at a dose of 10 mg/kg, and shows MICs ranging from 25-50 to 50-100 ug/mL and MBCs ranging from 25-50 to 50-100 ug/mL.Vestitol exerts a limited inhibitory effect on S. hermonthica germination, it can significantly inhibit seedling growth, it also contributes, at least in part, to the host's defence mechanism and acts as a chemical barrier against the intrusion of the parasite.
TargetsAntifection | Immunology & Inflammation related
In vitro

Anti-inflammatory and antimicrobial evaluation of neovestitol and vestitol isolated from Brazilian red propoli[Pubmed: 23607483]

J Agric Food Chem. 2013 May 15;61(19):4546-50.

The objective of this study was to evaluate anti-inflammatory and antimicrobial activities of neoVestitol and Vestitol isolated from Brazilian red propolis (BRP).
METHODS AND RESULTS:
BRP ethanolic extract (EEP), neoVestitol, and Vestitol were evaluated by anti-inflammatory properties using a neutrophil migration assay. The antimicrobial activity was evaluated by minimal inhibitory and bactericidal concentrations (MIC and MBC) against Streptococcus mutans , Streptococcus sobrinus , Staphylococcus aureus , and Actinomyces naeslundii . NeoVestitol, Vestitol, and EEP inhibited neutrophil migration at a dose of 10 mg/kg. Regarding antimicrobial activity, neoVestitol showed MICs ranging from <6.25 to 25-50 μg/mL and MBCs ranging from 25-50 to 50-100 μg/mL, while Vestitol showed MICs ranging from 25-50 to 50-100 μg/mL and MBCs ranging from 25-50 to 50-100 μg/mL.
CONCLUSIONS:
Both isoflavonoids neoVestitol and Vestitol are consistent bioactive compounds displaying anti-inflammatory and antimicrobial activities that can strongly act in a low dose and concentration and have a promising potential to be applied in the pharmaceutical and food industries.

Vestitol as a chemical barrier against intrusion of parasitic plant Striga hermonthica into Lotus japonicus roots.[Pubmed: 20699571 ]

Biosci Biotechnol Biochem. 2010;74(8):1662-7.

The root parasitic plant, Striga hermonthica, constrains the production of several agronomically important poaceous crops in the arid and semiarid tropical regions of Sub-Saharan Africa.
METHODS AND RESULTS:
The parasite is incompatible with the model legume, Lotus japonicus. Studies at the molecular and metabolic levels have revealed that expression of the genes involved in the biosynthesis of Vestitol, a legume-specific phytoalexin, was highly up-regulated in L. japonicus roots challenged with S. hermonthica. High-performance liquid chromatography and mass spectroscopy confirmed the presence of Vestitol in the exudate released from L. japonicus roots inoculated with S. hermonthica seedlings. Fluorescence, similar to that emitted by authentic Vestitol, was displayed on the surface of L. japonicus roots to which successful attachment of S. hermonthica had been achieved. Vestitol exerted a limited inhibitory effect on S. hermonthica germination, but it significantly inhibited seedling growth.
CONCLUSIONS:
These results indicate that Vestitol biosynthesis in L. japonicus was induced by S. hermonthica attachment and that Vestitol contributed, at least in part, to the host's defence mechanism and acted as a chemical barrier against the intrusion of the parasite.

Vestitol: A phytoalexin with insect feeding-deterrent activity.[Reference: WebLink]

J. Chem. Ecol.,1978,4(5):571 -9.

A major feeding deterrent forCostelytra zealandica larvae was isolated from the root of the resistant pasture legumeLotus pedunculatus and was identified as 3R-(—)-Vestitol. This compound was also identified in feeding deterrent-activeL. pedunculatus leaf extracts. (—)-Vestitol and a secondLotus isoflavan, sativan, have been reported to have phytoalexin activity, and the implications of this for the study and understanding of insect resistance are briefly discussed.

In vivo

Effect of neovestitol-vestitol containing Brazilian red propolis on accumulation of biofilm in vitro and development of dental caries in vivo.[Pubmed: 24099330]

Biofouling. 2013;29(10):1233-42.


METHODS AND RESULTS:
The present study examined the influences of the neoVestitol-Vestitol (NV) containing fraction isolated from Brazilian red propolis on the development of biofilm and expression of virulence factors by Streptococcus mutans using saliva-coated surfaces of hydroxyapatite. In addition, NV was tested in a rodent model of dental caries to assess its potential effectiveness in vivo. Topical applications of NV (800 μg ml(-1)) significantly impaired the accumulation of biofilms of S. mutans by largely disrupting the synthesis of glucosyltransferase-derived exopolysaccharides and the expression of genes associated with the adaptive stress response, such as copYAZ and sloA. Of even greater impact, NV was as effective as fluoride (positive control) in reducing the development of carious lesions in vivo.
CONCLUSIONS:
NV is a promising natural anti-biofilm agent that targets essential virulence traits in S. mutans, which are associated with the formation of cariogenic biofilm and the subsequent onset of dental caries disease.

Protocol of Vestitol

Structure Identification
Food Chem.,2000,71(1):45-9.

Antioxidant activities of natural phenolic components from Dalbergia odorifera T. Chen.[Reference: WebLink]

The antioxidant activities on oil of natural phenolic components extracted from Dalbergia odorifera T. Chen were investigated.
METHODS AND RESULTS:
A new benzophenone 2,4-dihydroxy-5-methoxybenzophenone (1), together with eight known components, were isolated. The eight components were identified by chemical and spectroscopic methods as 2′,3′,7-trihydroxy-4′-methoxyisoflavanone (2), 3′-methoxydaidzein (3), 4′,5,7-trihydroxy-3-methoxyflavone (4), Vestitol (5), medicarpin (6), hexanoic acid, 2-propenylester (7), hexadecanoic acid, ethyl ester (8) and 3,8,-nonadien-2-one (9). Their antioxidant activities were investigated and compared with butylated hydroxyluene (BHT) and α-tocopherol. The results showed that components 1, 3, 5 and 6 had antioxidant activity and components 2 and 4 had strong antioxidant activity at 0.02 and 0.04% levels. When the individual components (0.02%) were mixed with 0.02% BHT, or 0.02% α-tocopherol, their protection factor was increased, but there was no synergistic effect. When the individual component had 4 ppm added Fe3+, components 1, 2, 3 and 4 had antioxidant activity.
CONCLUSIONS:
Their antioxidant activities were tested by an oxidative stability instrument (OSI) at 100°C. Six of the phenolic components showed antioxidant activities.

Vestitol Dilution Calculator

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Vestitol Molarity Calculator

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Preparing Stock Solutions of Vestitol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6724 mL 18.3621 mL 36.7242 mL 73.4484 mL 91.8105 mL
5 mM 0.7345 mL 3.6724 mL 7.3448 mL 14.6897 mL 18.3621 mL
10 mM 0.3672 mL 1.8362 mL 3.6724 mL 7.3448 mL 9.1811 mL
50 mM 0.0734 mL 0.3672 mL 0.7345 mL 1.469 mL 1.8362 mL
100 mM 0.0367 mL 0.1836 mL 0.3672 mL 0.7345 mL 0.9181 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Vestitol

Effect of neovestitol-vestitol containing Brazilian red propolis on accumulation of biofilm in vitro and development of dental caries in vivo.[Pubmed:24099330]

Biofouling. 2013;29(10):1233-42.

The present study examined the influences of the neoVestitol-Vestitol (NV) containing fraction isolated from Brazilian red propolis on the development of biofilm and expression of virulence factors by Streptococcus mutans using saliva-coated surfaces of hydroxyapatite. In addition, NV was tested in a rodent model of dental caries to assess its potential effectiveness in vivo. Topical applications of NV (800 mug ml(-1)) significantly impaired the accumulation of biofilms of S. mutans by largely disrupting the synthesis of glucosyltransferase-derived exopolysaccharides and the expression of genes associated with the adaptive stress response, such as copYAZ and sloA. Of even greater impact, NV was as effective as fluoride (positive control) in reducing the development of carious lesions in vivo. NV is a promising natural anti-biofilm agent that targets essential virulence traits in S. mutans, which are associated with the formation of cariogenic biofilm and the subsequent onset of dental caries disease.

Anti-inflammatory and antimicrobial evaluation of neovestitol and vestitol isolated from Brazilian red propolis.[Pubmed:23607483]

J Agric Food Chem. 2013 May 15;61(19):4546-50.

The objective of this study was to evaluate anti-inflammatory and antimicrobial activities of neoVestitol and Vestitol isolated from Brazilian red propolis (BRP). BRP ethanolic extract (EEP), neoVestitol, and Vestitol were evaluated by anti-inflammatory properties using a neutrophil migration assay. The antimicrobial activity was evaluated by minimal inhibitory and bactericidal concentrations (MIC and MBC) against Streptococcus mutans , Streptococcus sobrinus , Staphylococcus aureus , and Actinomyces naeslundii . NeoVestitol, Vestitol, and EEP inhibited neutrophil migration at a dose of 10 mg/kg. Regarding antimicrobial activity, neoVestitol showed MICs ranging from <6.25 to 25-50 mug/mL and MBCs ranging from 25-50 to 50-100 mug/mL, while Vestitol showed MICs ranging from 25-50 to 50-100 mug/mL and MBCs ranging from 25-50 to 50-100 mug/mL. Both isoflavonoids neoVestitol and Vestitol are consistent bioactive compounds displaying anti-inflammatory and antimicrobial activities that can strongly act in a low dose and concentration and have a promising potential to be applied in the pharmaceutical and food industries.

Vestitol as a chemical barrier against intrusion of parasitic plant Striga hermonthica into Lotus japonicus roots.[Pubmed:20699571]

Biosci Biotechnol Biochem. 2010;74(8):1662-7.

The root parasitic plant, Striga hermonthica, constrains the production of several agronomically important poaceous crops in the arid and semiarid tropical regions of Sub-Saharan Africa. The parasite is incompatible with the model legume, Lotus japonicus. Studies at the molecular and metabolic levels have revealed that expression of the genes involved in the biosynthesis of Vestitol, a legume-specific phytoalexin, was highly up-regulated in L. japonicus roots challenged with S. hermonthica. High-performance liquid chromatography and mass spectroscopy confirmed the presence of Vestitol in the exudate released from L. japonicus roots inoculated with S. hermonthica seedlings. Fluorescence, similar to that emitted by authentic Vestitol, was displayed on the surface of L. japonicus roots to which successful attachment of S. hermonthica had been achieved. Vestitol exerted a limited inhibitory effect on S. hermonthica germination, but it significantly inhibited seedling growth. These results indicate that Vestitol biosynthesis in L. japonicus was induced by S. hermonthica attachment and that Vestitol contributed, at least in part, to the host's defence mechanism and acted as a chemical barrier against the intrusion of the parasite.

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