Inhibition of Human Aldose Reductase-Like Protein (AKR1B10) by α- and γ-Mangostins, Major Components of Pericarps of Mangosteen
スポンサーリンク
概要
- 論文の詳細を見る
A human member of the aldo-keto reductase (AKR) superfamily, AKR1B10, was recently identified as both diagnostic marker and therapeutic target in the treatment of several types of cancer. In this study, we have examined AKR1B10 inhibition by five xanthone derivatives, components of pericarps of mangosteen, of which α- and γ-mangostins show potential anti-cancer properties. Among the five xanthones, γ-mangostin was found to be the most potent competitive inhibitor (inhibition constant, 5.6 nM), but its 7-methoxy derivative, α-mangostin, was the second potent inhibitor (inhibition constant, 80 nM). Molecular docking of the two mangostins in AKR1B10 and site-directed mutagenesis of the putative binding residues revealed that Phe123, Trp220, Val301 and Gln303 are important for the tight binding of γ-mangostin, and suggested that the 7-methoxy group of α-mangostin impairs the inhibitory potency by altering the orientation of the inhibitor molecule in the substrate-binding site of the enzyme.
著者
-
ENDO Satoshi
Laboratory of Biochemistry, Gifu Pharmaceutical University
-
Iinuma Munekazu
Laboratory of Pharmacognosy, Gifu Pharmaceutical University
-
Soda Midori
Laboratory of Biochemistry, Gifu Pharmaceutical University
-
Yamamura Keiko
Department Of Hospital Pharmacy Nagoya University School Of Medicine
-
Matsunaga Toshiyuki
Laboratory Of Biochemistry Gifu Pharmaceutical University
-
El-kabbani Ossama
Medicinal Chemistry And Drug Action Monash Inst. Of Pharmaceutical Sciences
-
Hara Akira
Laboratory Of Biochemistry And Nutritional Chemistry:(present Address)faculty Of Agriculture Meijo U
-
Zhao Hai-Tao
Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences
-
Yamamura Keiko
Department of Clinical Pharmacy, School of Pharmacy, Aichi Gakuin University
-
El-Kabbani Ossama
Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences
関連論文
- Glucan-Binding Activity of Silkworm 30-kDa Apolipoprotein and Its Involvement in Defense against Fungal Infection
- Substrate Specificity of Human 3(20)α-Hydroxysteroid Dehydrogenase for Neurosteroids and Its Inhibition by Benzodiazepines
- Dual Effects of Anti-inflammatory 2-Arylpropionic Acid Derivatives on a Major Isoform of Human Liver 3α-Hydroxysteroid Dehydrogenase
- Occurrence of C-Glucoside of Resveratrol Oligomers in Hopea parviflora
- Substrate Specificity of a Mouse Aldo-Keto Reductase (AKR1C12)(Biochemistry)
- Molecular Cloning of a Novel Type of Rat Cytoplasmic 17β-Hydroxysteroid Dehydrogenase Distinct from the Type 5 Isozyme
- Enzymatic Properties of a Member (AKR1C20) of the Aldo-Keto Reductase Family(Biochemistry)
- Enzymatic Properties of a Member (AKR1C19) of the Aldo-Keto Reductase Family(Biochemistry/Molecular Biology)
- Structural and Functional Characterization of Rabbit and Human L-Gulonate 3-Dehydrogenase
- Characterization of Two Isoforms of Mouse 3(17)α-Hydroxysteroid Dehydrogenases of the Aldo-Keto Reductase Family(Biochemistry/Molecular Biology)
- Crystallization and Preliminary X-ray Diffraction Analysis of Monkey Dimeric Dihydrodiol Dehydrogenase.
- Structure-Specifis Effects of Thyroxine Analogs on Human Liver 3α-Hydroxysteroid Dehydrogenase
- Characterization of an Oligomeric Carbonyl Reductase of Dog Liver : Its Identity with Peroxisomal Tetrameric Carbonyl Reductase(Biochemistry)
- Rat Aldose Reductase-Like Protein (AKR1B14) Efficiently Reduces the Lipid Peroxidation Product 4-Oxo-2-nonenal
- Selective Inhibition of the Tumor Marker AKR1B10 by Antiinflammatory N-Phenylanthranilic Acids and Glycyrrhetic Acid
- Expression Analysis of the Aldo-Keto Reductases Involved in the Novel Biosynthetic Pathway of Tetrahydrobiopterin in Human and Mouse Tissues
- Multiplicity of Mammalian Reductases for Xenobiotic Carbonyl Compounds
- Subcutaneous tissue release of amikacin from a fibrin glue/polyurethane graft
- Molecular cloning and sequence analysis of the β-1,3-glucan synthase catalytic subunit gene from a medicinal fungus, Cordyceps militaris
- Carbohydrate Binding Specificity of the Recombinant Chitin-binding Domain of Human Macrophage Chitinase(Biochemistry & Molecular Biology)
- Specific Binding of Silkworm Bombyx mori 30-kDa Lipoproteins to Carbohydrates Containing Glucose(Biochemistry & Molecular Biology)
- Chemical Constituents in the Leaves of Vateria indica
- Carbonyl Reductase Purified from Rabbit Liver Is Not the Product of a Carbonyl Reductase Gene (RCBR5 or RCBR6) Cloned from the Rabbit Liver cDNA Library
- Indentification of a Principal mRNA Species for Human 3α-Hydroxysteroid Dehydrogenase Isoform (AKR1C3) That Exhibits High Prostaglandin D_2 11-Ketoreductase Activity
- Molecular Characterization of Two Monkey Dihydrodiol Dehydrogenases
- Resveratrol Tetramers with a C_6-C_3 or a C_1 Unit from Upuna borneensis
- Allergy-Preventive Effects of the Flowers of Impatiens textori
- Resveratrol Derivatives from Vatica albiramis
- Effect of Levofloxacin - Albumin Dacron Graft on Graft Infection
- Two New Resveratrol Tetramers from Upuna borneensis
- TETRAHYDROBIOPTERIN IS SYNTHESIZED BY THE HUMAN ALDO-KETO REDUCTASES(Biochemistry,Abstracts of papers presented at the 74^ Annual Meeting of the Zoological Society of Japan)
- A NOVEL BIOSYNTHETIC PATHWAY OF BH4 : RELATIONSIP TO HUMAN CARBONYL REDUCTASES(Biochemistry)(Proceedings of the Seventy-Third Annual Meeting of the Zoological Society of Japan)
- Purification and Properties of UDP-glucuronate Pyrophosphorylase from Pollen of Typha latifolia Linne
- The Purification and Some Properties of the UDP-Glucose Pyrophosphorylase from Pollen of Typha latifolia Linne
- Purification and Some Properties of Xylanase from Penicillium herquei Banier and Sartory(Biological Chemistry)
- Prophylaxis of Local Vascular Graft Infection with Levofloxacin Incorporated into Albumin-Sealed Dacron Graft (LVFX-ALB Graft)
- Prevention of Vascular Graft Infection by Sisomicin Incorporated into Fibrin Glue
- Purification by Chromatography and Properties of β-Glucosidase of Japanese Cycad
- Purification and Some Properties of Cellulose 1,4-β-Cello-biosidase from a Strain of Penicillium sp.
- Crystallzation of Mouse Lung Carbonyl Reductase Complexed with NADPH and Analyssi of Symmetry of Its Tetrameric Moloucle
- Purification and Some Properties of Two Phosphorylases from Typha latifolia Pollen(Biological Chemistry)
- Invertase of Cell Walls from Cycad Pollen
- Purification and Properties of Two β-Glucosidases from Penicillium herquei Banier and Sartory(Biological Chemistry)
- Inorganic pyrophosphatase from pollen of Typha latifolia
- Erratum: Rat Aldose Reductase-Like Protein (AKR1B14) Efficiently Reduces the Lipid Peroxidation Product 4-Oxo-2-nonenal[Biol. Pharm. Bull. 33(11): 1886-1890 (2010)]
- Purification and Properties of Extracellular N-acetylglucosaminidases from Paecilomyces tenuipes
- Isolation of a polysaccharide from the inner cell wall, intine, of pollen of Cryptomeria japonica
- Properties and Tissue Distribution of Mouse Monomeric Carbonyl Reductase
- Effects of Paraquat on Tube Elongation of Pinus and Typha Pollens
- Molecular Characterization and Mutational Analysis of Recombinant Diadenosine 5′,5″-P1,P4-Tetraphosphate Hydrolase from Plasmodium falciparum
- 9,10-Phenanthrenequinone Induces Monocytic Differentiation of U937 Cells through Regulating Expression of Aldo-Keto Reductase 1C3
- Inhibition of Human Aldose Reductase-Like Protein (AKR1B10) by α- and γ-Mangostins, Major Components of Pericarps of Mangosteen
- Quantification of Polyphenols and Pharmacological Analysis of Water and Ethanol-Based Extracts of Cultivated Agarwood Leaves
- Identification of Phenolic Compounds in Aquilaria crassna Leaves Via Liquid Chromatography-Electrospray Ionization Mass Spectroscopy
- Isolation of Six Isoprenylated Biflavonoids from the Leaves of Garcinia subelliptica
- Substrate Specificity and Inhibitor Sensitivity of Rabbit 20α-Hydroxysteroid Dehydrogenase
- Purification and Properties of Extracellular Acid Phosphatase from Zizania latifolia-parasite, Ustilago esculenta
- A Simple Assay Method for Determination of NDP-Glucose Pyrophosphorylases
- Anticancer Effects of Adriamycin-Loaded Hydroxyapatite Implants Determined in a Swarm Rat Chondrosarcoma Model.
- Antitumor Effects and Distribution of Adriamycin Incorporated into Hydroxyapatite Implants in a Cancer Rat Model Bearing Swarm Rat Chondrosarcoma.
- Crystallization of Mouse Lung Carbonyl Reductase Complexed with NADPH and Analysis of Symmetry of Its Tetrameric Molecule.