Structure-Activity Relationship of Bis-Galloyl Derivatives Related to (-)-Epigallocatechin Gallate

スポンサーリンク

概要

• 論文の詳細を見る

• Green tea and (-)-epigallocatechin gallate (EGCG: one of main components of green tea) are well known to have preventive activities against human cancers. Previously, using a galloyl group as a core structure derived from EGCG, we developed alkyl gallate and gallamide derivatives, which showed strong antiproliferative activity towards human leukemia HL-60 cells by inducing apoptosis. Here, as a further structural development study, we planned to introduce an additional galloyl group into alkyl gallates and gallamides. According to this strategy, various bisgallate and bisgallamide derivatives were synthesized and tested for antiproliferative activity towards HL-60 cells. In gallamide derivatives having a short alkyl chain, the additional galloyl group enhanced the antiproliferative activity. In contrast, in the gallate derivatives, the additional galloyl group had no effect on the antiproliferative activity.

• 2009-02-01

著者

• HASHIMOTO Yuichi

  Institute of Molecular & Cellular Biosciences, The University of Tokyo

• Dodo Kosuke

  Institute Of Molecular And Cellular Biosciences University Of Tokyo:riken (the Institute Of Physical

• Dodo Kosuke

  Institute Of Molecular And Cellular Biosciences The University Of Tokyo

• MINATO Taro

  Institute of Molecular and Cellular Biosciences, University of Tokyo

• Minato Taro

  Institute Of Molecular And Cellular Biosciences University Of Tokyo

関連論文

• Coordination of Divalent Metal Cation to Amide Group to Form Adduct Ion in FAB Mass Spectrometry: Implication of Zn^ in Enzymatic Hydrolysis of Amide Bond
• Glycosylative Inactivation of Chalcomycin and Tylosin by a Clinically Isolated Nocardia asteroides Strain
• Structures of ADP-Ribosylated Rifampicin and Its Metabolite : Intermediates of Rifampicin-ribosylation by Mycobacterium smegmatis DSM43756
• 1P084 サリドマイド・アナログの抗インフルエンザウイルス活性(蛋白質-機能(反応機構,生物活性など),第48回日本生物物理学会年会)
• Enhancing Effect of Tumor Promoters, Phorbol Esters and Teleocidins on Nuclear Receptor-Mediated Transcription
• Identification of Protein Disulfide Isomerase as a Phorbol Ester-Binding Protein
• Photoaffinity Labeling of Tumor Promoter-Binding Protein (CN-TPBP) and Preparation of Affinity Sorbent Gels
• α-Glucosidase Inhibitors with a 4, 5, 6, 7-Tetrachlorophthalimide Skeleton Pendanted with a Cycloalkyl or Dicarba-closo-dodecaborane Group
• α-Glucosidase Inhibitors with a Phthalimide Skeleton : Stucture-Activity Relationship Study
• Modulators of Tumor Necrosis Factor α Production Bearing Dicarba-closo-dodecaborane as a Hydrophobic Pharmacophore
• Novel Retinoidal Tropolone Derivatives. Bioisosteric Relationship of Tropolone Ring with Benzoic Acid Moiety in Retinoid Structure
• Retinoidal Pyrimidinecarboxylic Acids. Unexpected Diaza-Substituent Effects in Retinobenzoic Acids
• Retinoid X Receptor-Antagonistic Diazepinylbenzoic Acids
• NOVEL THIAZOLIDINEDIONE DERIVATIVES WITH RETINOID SYNERGISTIC ACTIVITY
• POTENT RETINOID SYNERGISTS WITH A DIPHENYLAMINE SKELETON
• Polyenylidine Thiazolidine Derivatives with Retinoidal Activities
• Photoaffinity Labeling of the Ligand-Interacting Helix of the Retinoic Acid Receptor Alpha
• Evaluation of Differentiation-Inducing Activity of Retinoids on Human Leukemia Cell Lines HL-60 and NB4
• NOVEL AROMATIC UREA DERIVATIVES WITH DNA-BINDING ABILITY
• DEIODOTRIFLUOROMETHYLATION OF ETHYL 3,3', 5-TRIIODOTHYROACETATE. DIVERGENT DERIVATIZATION BASED ON THE COMBINATORIAL CONCEPT
• Design and Synthesis of Phthalimide-Based Fluorescent Liver X Receptor Antagonists
• Structural Development of Benzhydrol-Type 1'-Acetoxychavicol Acetate (ACA) Analogs as Human Leukemia Cell-Growth Inhibitors Based on Quantitative Structure-Activity Relationship (QSAR) Analysis
• Structure-Based Design and Synthesis of Fluorescent PPARα/δ Co-agonist and Its Application as a Probe for Fluorescent Polarization Assay of PPARδ Ligands
• Fusarielin A as an Anti-angiogenic and Anti-proliferative Agent : Basic Biological Characterization
• Structural Development of Liver X Receptor (LXR) Antagonists Derived from Thalidomide-Related Glucosidase Inhibitors
• Development of Tubulin-Polymerization Inhibitors Based on the Thalidomide Skeleton
• Hydrolyzed Metabolites of Thalidomide : Synthesis and TNF-α Production-Inhibitory Activity
• Mono- and Dihydroxylated Metabolites of Thalidomide : Synthesis and TNF-α Production-Inhibitory Activity
• Effects of Immunomodulatory Derivatives of Thalidomide (IMiDs) and Their Analogs on Cell-Differentiation, Cyclooxygenase Activity and Angiogenesis
• Enhancement of All-trans Retinoic Acid-Induced HL-60 Cell Differentiation by Thalidomide and Its Metabolites(Communication to the Editor)
• N-Phenylphthalimide-Type Cyclooxygenase (COX) Inhibitors Derived from Thalidomide : Substituent Effects on Subtype Selectivity
• Thalidomide as a Nitric Oxide Synthase Inhibitor and Its Structural Development
• Conversion of Ca^ Salt of an Organic Compound to Its Li^+ Salt to Simplify the Fast Atom Bombardment Mass Spectrum
• Coordination of Sodium Cation to an Oxygen Function and Olefinic Double Bond to Form Molecular Adduct Ion in Fast Atom Bombardment Mass Spectrometry
• Separation of Phosphatidylinositol 4-Phosphate from a Mixture with Phosphatidylserine and Phosphatidylinositol by Sep-Pak C_ Cartridge
• Potent Homophthalimide-Type Inhibitors of B16F10/L5 Mouse Melanoma Cell Invasion
• Collisionally Activated Dissociation of 13-Membered Peptides, Ustiloxins, and Phomopsins
• Structural Identification of a Major Cytokinin in Coconut Milk as 14-O-{3-O-[β-D-Galactopyranosyl-(1→2)-α-D-galactopyranosyl-(1→3)-α-L-arabinofuranosyl]-4-O-(α-L-arabinofuranosyl)-β-D-galactopyranosyl}trans-zeatin Riboside
• Enhancement of Chemically-Induced HL-60 Cell Differentiation by 3,3′-Diindolylmethane Derivatives
• meso-DNAs with Homopurine Sequences : Analysis of Their Interaction with Natural DNAs
• Synthesis and Anti-tubulin Activity of Ustiloxin D Derivatives
• Isolation and Structure of an Antimitotic Cyclic Peptide, Ustiloxin F: Chemical Interrelation with a Homologous Peptide, Ustiloxin B
• Interaction of Arenastatin A with Porcine Brain Tubulin
• INDUCER-SPECIFIC REGULATORS OF TUMOR NECROSIS FACTOR ALPHA PRODUCTION
• AUGMENTATION BY PHTHALIMIDES OF PHORBOL ESTER-INDUCED EXPRESSION OF TUMOR NECROSIS FACTOR ALPHA MESSAGE
• Location of Two Photoaffinity-Labeled Sites on the Ligand-Binding Domain of Retinoic Acid Receptor α
• Phenylphthalimides with Tumor Necrosis Factor Alpha Production-Enhancing Activity
• Development of Novel Chiral Urea Catalysts for the Hetero-Michael Reaction
• Specific Nonpeptide Inhibitors of Puromycin-Sensitive Aminopeptidase with a 2,4(1H,3H)-Quinazolinedione Skeleton
• Cyclooxygenase Inhibitors Derived from Thalidomide
• Asymmetric Synthesis of a 3-Acyltetronic Acid Derivative, RK-682, and Formation of Its Calcium Salt during Silica Gel Column Chromatography
• Anti-Androgenic Activity of Substituted Azo- and Azoxy-Benzene Derivatives
• Antiangiogenic Activity of Tumor Necrosis Factor-α Production Regulators Derived from Thalidomide
• Tumor Necrosis Factor-Alpha Production Enhancing Activity of Substituted 3'-Methylthalidomide : Influence of Substituents at the Phthaloyl Moiety on the Activity and Stereoselectivity
• Modification by Heme Oxygenase Inhibitor, Tin Protoporphyrin, of Cellular Differentiation of Human Myeloid Leukemia K562 Cell Line
• Structure-Activity Relationship of Bis-Galloyl Derivatives Related to (-)-Epigallocatechin Gallate
• Identification of Binding Proteins of Fusarielin A as Actin and Tubulin
• Inhibition of Restriction Enzymes EcoRI, BamHI and HindIII by Phenethylphenylphthalimides Derived from Thalidomide
• Glycogen Phosphorylase a Inhibitors with a Phenethylphenylphthalimide Skeleton Derived from Thalidomide-Related α-Glucosidase Inhibitors and Liver X Receptor Antagonists
• P-415 Target Protein Identification of Batzelladine A and D
• ILVIII-3 STRUCTURAL DEVELOPMENT STUDIES OF NUCLEAR RECEPTOR LIGANDS(Drug Discovery and Developments)
• Thymidine Phosphorylase Inhibitors with a Homophthalimide Skeleton
• Organosilicon Compounds as Adult T-Cell Leukemia Cell Proliferation Inhibitors

もっと見る 閉じる

スポンサーリンク