Enhanced Stability and Intracellular Accumulation of Quercetin by Protection of the Chemically or Metabolically Susceptible Hydroxyl Groups with a Pivaloxymethyl (POM) Promoiety

Kim, Mi Kyoung; Park, Kwang‐Su; Lee, Chaewoon; Park, Hyeri; Choo, Hyunah; Chong, Youhoon

doi:10.1021/jm101252m

Cited by 55 publications

(40 citation statements)

References 70 publications

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“…There is also a need to address the issue of the low bioavailability of quercetin especially for therapeutic use [29][30][31]. Several strategies to increase the bioavailability of quercetin that include using lipids and emulsifiers, co-crystalization of quercetin or using ester-based precursors have been investigated [32][33][34].…”

Section: Discussionmentioning

confidence: 99%

Antiviral activity of four types of bioflavonoid against dengue virus type-2

Zandi

Teoh

Sam

et al. 2011

Virol J

349

236

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BackgroundDengue is a major mosquito-borne disease currently with no effective antiviral or vaccine available. Effort to find antivirals for it has focused on bioflavonoids, a plant-derived polyphenolic compounds with many potential health benefits. In the present study, antiviral activity of four types of bioflavonoid against dengue virus type -2 (DENV-2) in Vero cell was evaluated. Anti-dengue activity of these compounds was determined at different stages of DENV-2 infection and replication cycle. DENV replication was measured by Foci Forming Unit Reduction Assay (FFURA) and quantitative RT-PCR. Selectivity Index value (SI) was determined as the ratio of cytotoxic concentration 50 (CC50) to inhibitory concentration 50 (IC50) for each compound.ResultsThe half maximal inhibitory concentration (IC50) of quercetin against dengue virus was 35.7 μg mL-1 when it was used after virus adsorption to the cells. The IC50 decreased to 28.9 μg mL-1 when the cells were treated continuously for 5 h before virus infection and up to 4 days post-infection. The SI values for quercetin were 7.07 and 8.74 μg mL-1, respectively, the highest compared to all bioflavonoids studied. Naringin only exhibited anti-adsorption effects against DENV-2 with IC50 = 168.2 μg mL-1 and its related SI was 1.3. Daidzein showed a weak anti-dengue activity with IC50 = 142.6 μg mL-1 when the DENV-2 infected cells were treated after virus adsorption. The SI value for this compound was 1.03. Hesperetin did not exhibit any antiviral activity against DENV-2. The findings obtained from Foci Forming Unit Reduction Assay (FFURA) were corroborated by findings of the qRT-PCR assays. Quercetin and daidzein (50 μg mL-1) reduced DENV-2 RNA levels by 67% and 25%, respectively. There was no significant inhibition of DENV-2 RNA levels with naringin and hesperetin.ConclusionResults from the study suggest that only quercetin demonstrated significant anti-DENV-2 inhibitory activities. Other bioflavonoids, including daidzein, naringin and hesperetin showed minimal to no significant inhibition of DENV-2 virus replication. These findings, together with those previously reported suggest that select group of bioflavonoids including quercetin and fisetin, exhibited significant inhibitory activities against dengue virus. This group of flavonoids, flavonol, could be investigated further to discover the common mechanisms of inhibition of dengue virus replication.

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Section: Discussionmentioning

confidence: 99%

Antiviral activity of four types of bioflavonoid against dengue virus type-2

Zandi

Teoh

Sam

et al. 2011

Virol J

349

236

View full text Add to dashboard Cite

show abstract

“…6C and D). This is not surprising because quercetin or its metabolite levels in the cells peak at 5 h post treatment and it is slowly reduced with time and completely depleted by 24 h (Kim et al, 2009(Kim et al, , 2010a. Therefore addition of quercetin during or immediately after viral infection may be necessary to effectively limit viral infection in vitro.…”

Section: Presence Of Quercetin During Rv Infection Is Necessary To LImentioning

confidence: 99%

Quercetin inhibits rhinovirus replication in vitro and in vivo

et al. 2012

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Highlights ► Rhinovirus is responsible for majority of common colds. ► There are no FDA approved drugs are available to treat rhinovirus infection. ► We show that quercetin, a plant flavonoid blocks viral replication in vitro . ► In addition quercetin inhibits virus-stimulated cytokine expression. ► Quercetin also inhibits viral replication and decreasing lung inflammation in vivo .

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“…Zhang et al (2011) reported that a hydroxypropyl-β-cyclodextrin-genipin complex increased water solubility 3.5-fold. Chemical modification of flavonoids with a pivaloxymethyl group is another method (Kim et al, 2010). However, these methods also have drawbacks, including compromised product purity, difficulty of preparation, and environmental pollution.…”

Section: Introductionmentioning

confidence: 99%