2011
DOI: 10.1016/j.jpba.2010.09.028
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Preparation of penta-O-galloyl-β-d-glucose from tannic acid and plasma pharmacokinetic analyses by liquid–liquid extraction and reverse-phase HPLC

Abstract: The gallotannin penta-O-galloyl-beta-D-glucose (PGG) has many biological activities including in vivo anti-cancer efficacy. We present in this paper a scaled-up protocol for its preparation in high purity from tannic acid by acidic methanolysis with typical yield of 15%. We also describe a method for the analysis of PGG in mouse plasma by HPLC and its application in preliminary pharmacokinetic studies. A liquid–liquid extraction (LLE) protocol was optimized for the extraction of PGG from mouse plasma. The extr… Show more

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Cited by 41 publications
(29 citation statements)
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“…Importantly the antiangiogenic activity of PGG has been evoked at doses of 4 mg/kg 15 . Recent studies demonstrate that even a relatively high oral PGG dose of 80 mg/kg leads to circulating concentrations <1 μM in experimental animals 18 . This is likely in part a result of degradation as the compound passes the gut 22 .…”
Section: Discussionmentioning
confidence: 99%
See 1 more Smart Citation
“…Importantly the antiangiogenic activity of PGG has been evoked at doses of 4 mg/kg 15 . Recent studies demonstrate that even a relatively high oral PGG dose of 80 mg/kg leads to circulating concentrations <1 μM in experimental animals 18 . This is likely in part a result of degradation as the compound passes the gut 22 .…”
Section: Discussionmentioning
confidence: 99%
“…However, most of these processes are only inhibited at PGG concentrations in the tens of micromolar. In contrast, recent pharmacokinetic studies demonstrate that intraperitoneal administration of PGG results in single-digit micromolar plasma concentrations and oral administration results in submicromolar plasma concentrations 18 . These contrasting results indicate that the pharmacologic target responsible for inhibition of tumor growth by PGG may not yet have been identified.…”
Section: Introductionmentioning
confidence: 90%
“…2). Therefore, this method may find application to monitor the formation of these compounds during methanolysis of tannic acid, as very recently performed by Li et al (2011). Furthermore, it may be used for the determination of the profile of commercial tannic acid preparations, which would be very desirable in view of the significant variability of the tannin profile (Hagerman, Robbins, Weerasuriya, Wilson, & McArthur, 1992).…”
Section: Effects Of Soxhlet Extraction On Gallotanninsmentioning
confidence: 98%
“…Although many analytical methods have been extensively developed to study the bioavailability of polyphenolic compounds, including flavonoid and condensable tannins, few articles have focused on quantification of MG and PGG (gallotannin) in biological samples using high performance liquid chromatography [20,21]. However, because there are no liquid chromatography-tandem mass spectrometry (LC-MS) methods available for MG and PGG, a more sensitive method for quantification becomes necessary to perform disposition and pharmacokinetic studies in different species, especially in small animal models.…”
Section: Introductionmentioning
confidence: 99%