568-93-4Relevant articles and documents
Leistner
, p. 337,343 (1973)
Synthesis and biological evaluation of anthraquinone derivatives as allosteric phosphoglycerate mutase 1 inhibitors for cancer treatment
Huang, Ke,Jiang, Lulu,Liang, Ronghui,Li, Huiti,Ruan, Xiaoxue,Shan, Changliang,Ye, Deyong,Zhou, Lu
, p. 45 - 57 (2019/02/25)
Phosphoglycerate mutase 1 (PGAM1) coordinates glycolysis, pentose phosphate pathway, and serine synthesis to promote tumor growth through the regulation of its substrate 3-phosphoglycerate (3 PG) and product 2-phosphoglycerate (2 PG). Herein, based on our previously reported PGAM1 inhibitor PGMI-004A, we have developed anthraquinone derivatives as novel allosteric PGAM1 inhibitors and the structure?activity relationship (SAR) was investigated. In addition, we determined the co-crystal structure of PGAM1 and the inhibitor 8g, demonstrating that the inhibitor was located at a novel allosteric site. Among the derivatives, compound 8t was selected for further study, with IC50 values of 0.25 and approximately 5 μM in enzymatic and cell-based assays, respectively. Mechanistically, compound 8t reduced the glycolysis and oxygen consumption rate in cancer cells, which led to decreased adenosine 5′-triphosphate (ATP) production and subsequent 5′ adenosine monophosphate-activated protein kinase (AMPK) activation. The inhibitor 8t also exhibited good efficacy in delaying tumor growth in H1299 xenograft model without obvious toxicity. Taken together, this proof-of-principle work further validates PGAM1 as a potential target for cancer therapy and provides useful information on anti-tumor drug discovery targeting PGAM1.
One pot synthesis of 3-nitro-1,2-dihydroxyanthraquinone and 1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl benzoate using microwave irradiation
Jain, Khushboo,Singh, Sadhana
experimental part, p. 1395 - 1396 (2011/12/15)
An efficient method for the one pot synthesis of 3-nitro-1,2- dihydroxyanthraquinone and 1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl benzoate (an anthraquinone derivative) under microwave irradiation conditions. The structures of newly synthesized compounds have been established by analytical data that includes elemental analysis, mass spectra, IR spectra and melting point.
