Vestitol

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

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

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.

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

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

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.

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

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

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.

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

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

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.

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.