In vitro inhibition effects of some coumarin derivatives on human erythrocytes glucose-6-phosphate dehydrogenase activities

Abstract Inhibitory effects of some synthesized dihydroxycoumarin compounds on purified G6PD were investigated. For this purpose, initially human erythrocyte G6PD was purified 7069-fold in a yield of 33.6% by using ammonium sulfate precipitation and affinity chromatography which includes 2′,5′-ADP Sepharose 4B. The purified enzyme showed a single band on sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). Enzyme activity was determined spectrophotometrically according to Beutler method at 340 nm. 6,7-Dihydroxy-3-(2-methylphenyl)-2H-chromen-2-one (OPC), 6,7-dihydroxy-3-(3-methylphenyl)-2H-chromen-2-one (MPC) and 6,7-dihydroxy-3-(4-methylphenyl)-2H-chromen-2-one (PPC) were used as dihydroxycoumarin compounds. This study has demonstrated that G6PD activity is very highly sensitive to study coumarin derivatives.

[1]  Umit Cakir,et al.  In Vitro Inhibition Effect of Some Dihydroxy Coumarin Compounds on Purified Human Serum Paraoxonase 1 (PON1) , 2012, Applied Biochemistry and Biotechnology.

[2]  C. Supuran,et al.  Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins. , 2010, Journal of medicinal chemistry.

[3]  S. Ceyhun,et al.  In vitro and in vivo effects of some pesticides on glucose-6-phosphate dehydrogenase enzyme activity from rainbow trout (Oncorhynchus mykiss) erythrocytes , 2009 .

[4]  Ronald J. Quinn,et al.  Non-zinc mediated inhibition of carbonic anhydrases: coumarins are a new class of suicide inhibitors. , 2009, Journal of the American Chemical Society.

[5]  Umit Cakir,et al.  In vitro inhibition of cytosolic carbonic anhydrases I and II by some new dihydroxycoumarin compounds. , 2008, Journal of enzyme inhibition and medicinal chemistry.

[6]  C. Supuran,et al.  2-substituted estradiol bis-sulfamates, multitargeted antitumor agents: synthesis, in vitro SAR, protein crystallography, and in vivo activity. , 2006, Journal of medicinal chemistry.

[7]  H. Özdemir,et al.  In vitro effects of some drugs on human red blood cell glucose-6-phosphate dehydrogenase enzyme activity , 2006, Journal of enzyme inhibition and medicinal chemistry.

[8]  I. Özmen,et al.  Effects of Some Antibiotics on Activity of Glucose-6-Phosphate Dehydrogenase from Human Erythrocytes In Vitro and Effect of Isepamicin Sulfate on Activities of Antioxidant Enzymes in Rat Erythrocytes , 2005, Drug and chemical toxicology.

[9]  C. Supuran,et al.  In-vitro antibacterial, antifungal and cytotoxic activities of some coumarins and their metal complexes , 2005, Journal of enzyme inhibition and medicinal chemistry.

[10]  S. Yoshida,et al.  Chemical aspects of coumarin compounds for the prevention of hepatocellular carcinomas. , 2005, Current medicinal chemistry. Anti-cancer agents.

[11]  I. Ozmen,et al.  Effects of antiemetic drugs on glucose 6-phosphate dehydrogenase and some antioxidant enzymes. , 2004, Pharmacological research.

[12]  E. Budzisz SYNTHESIS, REACTIONS AND BIOLOGICAL ACTIVITY OF PHOSPHORUS-CONTAINING DERIVATIVES OF CHROMONE AND COUMARIN , 2004 .

[13]  I. Özmen,et al.  Investigation of the Mutation Points and Effects of Some Drugs on Glucose-6-phosphate Dehydrogenase-deficient People in the Erzurum Region , 2004, Journal of enzyme inhibition and medicinal chemistry.

[14]  C. Supuran,et al.  Synthesis of Coumarin Derivatives with Cytotoxic, Antibacterial and Antifungal Activity , 2004, Journal of enzyme inhibition and medicinal chemistry.

[15]  I. Özmen,et al.  Investigation of Glucose 6-Phosphate Dehydrogenase (G6PD) Kinetics for Normal and G6PD-Deficient Persons and the Effects of Some Drugs , 2004, Journal of enzyme inhibition and medicinal chemistry.

[16]  A. Datta,et al.  Effect of glucagon and some other alpha and beta adrenergic agonists and antagonists on alanine amino transferase of perfused rat liver , 1991, Molecular and Cellular Biochemistry.

[17]  I. Fabregat,et al.  The role of NADPH in the regulation of glucose-6-phosphate and 6-phosphogluconate dehydrogenases in rat adipose tissue , 1991, Molecular and Cellular Biochemistry.

[18]  V. B. Lohray,et al.  Novel coumarin derivatives of heterocyclic compounds as lipid-lowering agents. , 2003, Bioorganic & medicinal chemistry letters.

[19]  J. Foidart,et al.  3-Bromophenyl 6-acetoxymethyl-2-oxo-2H-1-benzopyran-3-carboxylate inhibits cancer cell invasion in vitro and tumour growth in vivo , 2003, British Journal of Cancer.

[20]  D. Hadjipavlou-Litina,et al.  Biological Evaluation of Several Coumarin Derivatives Designed as Possible Anti-inflammatory/Antioxidant Agents , 2003, Journal of enzyme inhibition and medicinal chemistry.

[21]  I. Ozmen,et al.  Effects of metamizol and magnesium sulfate on enzyme activity of glucose 6-phosphate dehydrogenase from human erythrocyte in vitro and rat erythrocyte in vivo. , 2001, Clinical biochemistry.

[22]  T. Vulliamy,et al.  Glucose-6-phosphate dehydrogenase deficiency. , 2000, Bailliere's best practice & research. Clinical haematology.

[23]  S. Au,et al.  Human glucose-6-phosphate dehydrogenase: the crystal structure reveals a structural NADP(+) molecule and provides insights into enzyme deficiency. , 2000, Structure.

[24]  S. Sotheeswaran,et al.  Anti-HIV coumarins from Calophyllum seed oil. , 1998, Bioorganic & medicinal chemistry letters.

[25]  J R Hoult,et al.  Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential. , 1996, General pharmacology.

[26]  Poonam Sharma,et al.  SYNTHESIS OF NEW ALPHA -PYRONOCHALCONES AND RELATED CYCLISATION PRODUCTS , 1993 .

[27]  Poonam Sharma,et al.  SYNTHESIS OF NEW ALPHA -PYRONOFLAVONES AND RELATED PRODUCTS. II , 1993 .

[28]  E. Beutler,et al.  G-6-PD deficiency , 1990, The Lancet.

[29]  P. Ninfali,et al.  Rapid purification of glucose-6-phosphate dehydrogenase from mammal's erythrocytes. , 1990, Preparative biochemistry.

[30]  W. Valentine,et al.  Hemolytic anemias and erythrocyte enzymopathies. , 1985, Annals of internal medicine.

[31]  G. Boss,et al.  The influence of ribose 5-phosphate availability on purine synthesis of cultured human lymphoblasts and mitogen-stimulated lymphocytes. , 1984, The Journal of biological chemistry.

[32]  G. Christensen,et al.  Chemical effects on the activity of eight enzymes: a review and a discussion relevant to environmental monitoring. , 1982, Environmental research.

[33]  Stewart A. Brown,et al.  The natural coumarins : occurrence, chemistry, and biochemistry , 1982 .

[34]  Ernest Beutler,et al.  Red Cell Metabolism: A Manual of Biochemical Methods , 1975 .

[35]  U. K. Laemmli,et al.  Cleavage of Structural Proteins during the Assembly of the Head of Bacteriophage T4 , 1970, Nature.

[36]  E. Beutler GLUCOSE‐6‐PHOSPHATE DEHYDROGENASE DEFICIENCY , 1970, British journal of haematology.

[37]  O. H. Lowry,et al.  Protein measurement with the Folin phenol reagent. , 1951, The Journal of biological chemistry.