Phytochemical Name : 1,2,3,4,6-Penta-O-galloyl-β-d-glucose

Properties Information
PhytoCAT-ID PhytoCAT-1229
Phytochemical name or plant extracts 1,2,3,4,6-Penta-O-galloyl-β-d-glucose
PMID 21598989
Literature evidence Epub 2011 May 31. 1,2,3,4,6-penta-O-galloyl-β-D-glucose, quercetin, curcumin and lycopene induce cell-cycle arrest in MDA-MB-231 and BT474 cells through downregulation of Skp2 protein.
IUPAC name [(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Phytochemicals’ class or type of plant extracts Galloyl-beta-D-glucose
Source of phytochemicals or plant Extracts Macaranga tanarins
Geographical availability Andaman Is., Bismarck Archipelago, Borneo, China Southeast, Christmas I., Jawa, Lesser Sunda Is., Maluku, Marshall Is., Myanmar, Nansei-shoto, New Guinea, New South Wales, Nicobar Is., Northern Territory, Philippines, Queensland, Solomon Is., Sulawesi, Sumatera, Taiwan, Thailand, Vanuatu, Vietnam
Plant parts Leaves
Other cancers Breast cancer
Target gene or protein Skp2, FoxO1, p27
Gene or Protein evidence However, the decrease in Skp2 levels in cells treated with 5gg or lycopene did not translate to p27 upregulation. Consequently, the downregulation of Skp2 did not always correlate with the upregulation of p27, suggesting that phytochemical-dependent downregulation of Skp2 can influence cell growth in several ways. Several studies have demonstrated that Skp2 directs the ubiquitylation and subsequent degradation of forkhead box protein O1 (FoxO1). Furthermore, our results reveal that FoxO1 protein was increased after 5gg, quercetin, curcumin and lycopene treatment.
Target pathways NA
IC50 NA
Potency In this study, we examined the effects of 1,2,3,4,6-penta-O-galloyl-?-D-glucose (pentagalloylglucose, 5gg), quercetin, curcumin and lycopene on the expression of Skp2 in MDA-MB-231 (ER/HER2-negative) and BT474 (ER-negative/HER2-positive) cells. We found that all four phytochemicals studied induced cell growth inhibition in MDA-MB-231 cells. The mechanism of the initial growth inhibitory events involves blocking the cell cycle progression.
Cell line/ mice model MDA-MB-231, BT-474
Additional information  The F-box protein S-phase kinase-associated protein 2 (Skp2), which acts as an oncogene through targeting p27 for degradation, is overexpressed in many different human cancers. Skp2 can play an important role in breast cancer progression and may also be a novel molecular target for the treatment of breast cancer, especially estrogen receptor (ER)/human epidermal growth factor 2 (HER2) negative breast cancers. However, the decrease in Skp2 levels in cells treated with 5gg or lycopene did not translate to p27 upregulation.
PubChem ID 65238
Additional PMIDs NA
Additional sources of information https://powo.science.kew.org/taxon/urn:lsid:ipni.org:names:351381-1
Safety NA