1223397-11-2 Usage
Description
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester, also known as WZB117, is a bis-hydroxybenzoate compound that acts as a fast-acting, irreversible blocker of glucose transport by GLUT1 in red blood cells. It has been shown to rapidly inhibit glucose transport in cancer cells and block proliferation, with its inhibitory effects being more pronounced in hypoxic cancer cells. WZB117 binds directly to GLUT1, involving three hydrogen bonds, and has been demonstrated to reduce the levels of GLUT1 protein, intracellular ATP levels, and glycolytic enzymes, while increasing the level of AMPK in tumor cells. It preferentially induces cell cycle arrest and causes senescence and necrosis in red blood cells and tumor cells over non-cancerous cells and synergizes the anti-tumor effects of cisplatin and paclitaxel.
Uses
Used in Anticancer Applications:
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester is used as an anticancer agent for its ability to inhibit glucose transport in cancer cells, leading to reduced cell proliferation and induction of cell cycle arrest, senescence, and necrosis in tumor cells.
Used in Drug Delivery Systems:
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester is used as a component in the development of novel drug delivery systems to enhance its applications and efficacy against cancer cells. Various organic and metallic nanoparticles have been employed as carriers for WZB117 delivery, aiming to improve its delivery, bioavailability, and therapeutic outcomes.
Used in Cancer Stem Cell Research:
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester is used as a research tool to study its tumor-initiating ability in cancer stem cells and the effect of glucose antagonists on 2-NBDG uptake.
Used in GLUT1 Inhibition Studies:
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester is used as a GLUT1 inhibitor in research to understand its role in glucose transport inhibition and its potential applications in cancer treatment.
Used in Preclinical Cancer Models:
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester is used in preclinical cancer models, such as human A549 lung cancer grafted nude mice, to evaluate its effectiveness in suppressing tumor growth and synergizing with other anti-tumor agents like cisplatin and paclitaxel.
Used in Pharmaceutical Industry:
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester is used as a pharmaceutical compound for the development of new cancer treatments targeting glucose transport and metabolism in cancer cells.
Used in Biomedical Research:
3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester is used as a research compound in biomedical research to study the mechanisms of cancer cell metabolism, glucose transport, and the potential for targeted cancer therapies.
Biochem/physiol Actions
Cell permeable: yes
in vitro
previous study found that wzb117 could inhibit glucose transport in human red blood cells expressing glut1 as their sole glucose transporter. moreover, cancer cell treatment with wzb117 resulted in decreased levels of glut1 protein, intracellular atp, as well as glycolytic enzymes. all these changes were followed by increase in atp-sensing enzyme amp-activated protein kinase and declined in cyclin e2 as well as phosphorylated retinoblastoma, leading to cell-cycle arrest, senescence, and necrosis [1].
in vivo
animal study showed that the daily ip injection of wzb117 at 10 mg/kg led to a more than 70% reduction in the size of human lung cancer of a549 cell origin [1].
IC 50
~0.6 μm for blocking glucose transport in diverse cancer cells
References
1) Liu?et al. (2012),?A small-molecule inhibitor of glucose transporter 1 downregulates glycolysis, induces cell-cycle arrest, and inhibits cancer cell growth in vitro and in vivo; Mol. Cancer Ther.,?11?1672
Check Digit Verification of cas no
The CAS Registry Mumber 1223397-11-2 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,2,3,3,9 and 7 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1223397-11:
(9*1)+(8*2)+(7*2)+(6*3)+(5*3)+(4*9)+(3*7)+(2*1)+(1*1)=132
132 % 10 = 2
So 1223397-11-2 is a valid CAS Registry Number.
1223397-11-2Relevant articles and documents
COMPOSITIONS AND METHODS FOR GLUCOSE TRANSPORT INHIBITION
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Page/Page column 26-27, (2011/10/13)
Glucose deprivation is an attractive strategy in cancer research and treatment. Cancer cells upregulate glucose uptake and metabolism for maintaining accelerated growth and proliferation rates. Specifically blocking these processes is likely to provide new insights to the role of glucose transport and metabolism in tumorigenesis, as well as in apoptosis. As solid tumors outgrow the surrounding vasculature, they encounter microenvironments with a limited supply of nutrients leading to a glucose deprived environment in some regions of the tumor. Cancer cells living in the glucose deprived environment undergo changes to prevent glucose deprivation-induced apoptosis. Knowing how cancer cells evade apoptosis induction is also likely to yield valuable information and knowledge of how to overcome the resistance to apoptosis induction in cancer cells. Disclosed herein are novel anticancer compounds that inhibit basal glucose transport, resulting in tumor suppression and new methods for the study of glucose deprivation in animal cancer research.
