Glucopiericidin A

Modify Date: 2025-08-27 01:27:57

Glucopiericidin A Structure
Glucopiericidin A structure
Common Name Glucopiericidin A
CAS Number 108073-65-0 Molecular Weight 577.70600
Density 1.21g/cm3 Boiling Point 735.8ºC at 760mmHg
Molecular Formula C31H47NO9 Melting Point N/A
MSDS N/A Flash Point 398.8ºC

 Use of Glucopiericidin A


Glucopiericidin A is a natural piericidin compound obtained from a marine-derived Streptomyces strain. Glucopiericidin A serves as a glucose transporter (GLUT) chemical probe and suppresses glycolysis. Glucopiericidin A inhibits ATP-dependent filopodia protrusion with Piericidin A (PA; HY-114936) and has no effect alone. Glucopiericidin A induces cell apoptosis through reducing the reactive oxygen species (ROS) level by increasing PRDX1 and exhibits potent antitumor efficacy in ACHN mice xenografts[1][2].

 Names

Name 2-[(2E,5E,7E)-10-[(2R,3R,4S,5S,6R)-2-[(E)-but-2-en-2-yl]-3,4,5-trihydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]oxy-3-methyldeca-2,5,7-trienyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one
Synonym More Synonyms

 Glucopiericidin A Biological Activity

Description Glucopiericidin A is a natural piericidin compound obtained from a marine-derived Streptomyces strain. Glucopiericidin A serves as a glucose transporter (GLUT) chemical probe and suppresses glycolysis. Glucopiericidin A inhibits ATP-dependent filopodia protrusion with Piericidin A (PA; HY-114936) and has no effect alone. Glucopiericidin A induces cell apoptosis through reducing the reactive oxygen species (ROS) level by increasing PRDX1 and exhibits potent antitumor efficacy in ACHN mice xenografts[1][2].
Related Catalog
In Vitro Glucopiericidin A has cytotoxicities against three renal carcinoma cell lines, ACHN (IC50=0.21 μM), OS-RC-2 (IC50>100 μM), and 786-O (IC50>100 μM), as well as a normal renal cell line, HK-2 (IC50>100 μM)[2]. Glucopiericidin A (25, 50 nM; 24 h) causes the upregulation of PRDX1 in ACHN cells[2]. Glucopiericidin A (25, 50 nM; 24 h) not only raises the expression of mRNA and protein of PRDX1 but also forces it into the nucleus[2]. Glucopiericidin A (25, 50 nM; 24 h) reduces ROS in normal ACHN cells[2]. Neither Glucopiericidin A (GPA) nor Piericidin A (PA) alone, at concentrations up to 500 nM and 2.3 mM, respectively, shows inhibitory activity. When combined, much lower concentrations of GPA (17 nM) and PA (0.68 nM) produces inhibition of filopodia protrusion[1]. Western Blot Analysis[2] Cell Line: ACHN cells Concentration: 25 and 50 nM Incubation Time: 24 hours Result: Caused the upregulation of PRDX1 in ACHN cells. RT-PCR[2] Cell Line: ACHN cells Concentration: 25 and 50 nM Incubation Time: 24 hours Result: Not only raised the expression of mRNA and protein of PRDX1 but also forced it into the nucleus
In Vivo Glucopiericidin A (0.8 mg/kg/day; IP; for three weeks) significantly reduces the final tumor weight of the mice[2]. Animal Model: Nude mice bearing ACHN tumor xenografts[2] Dosage: 0.8 mg/kg Administration: IP; daily; for three weeks Result: Significantly reduced the final tumor weight of the mice. Increased the mRNA and protein expression of PRDX1 in tumor tissues.
References

[1]. Mitsuhiro Kitagawa, et al. Metabolomic identification of the target of the filopodia protrusion inhibitor glucopiericidin A. Chem Biol. 2010 Sep 24;17(9):989-98.

[2]. Xuefeng Zhou, et al. Exploring the Natural Piericidins as Anti-Renal Cell Carcinoma Agents Targeting Peroxiredoxin 1. J Med Chem. 2019 Aug 8;62(15):7058-7069.

 Chemical & Physical Properties

Density 1.21g/cm3
Boiling Point 735.8ºC at 760mmHg
Molecular Formula C31H47NO9
Molecular Weight 577.70600
Flash Point 398.8ºC
Exact Mass 577.32500
PSA 150.96000
LogP 3.42730
Vapour Pressure 5.43E-25mmHg at 25°C
Index of Refraction 1.57

 Synonyms

Glucopiericidin A
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