Synthesis and Bioactivity of Potassium β-D-Glucopyranosyl 12-Hydroxy Jasmonate and Related Compounds
スポンサーリンク
概要
- 論文の詳細を見る
Albizzia saman, a leguminous plant, is known to open its leaves in the daytime and sleep at night with the leaves folded. β-D-Glucopyranosyl 12-hydroxyjasmonate (1) was isolated as an endogenous chemical factor controlling this leafmovement. We developed a concise synthesis of optically pure (−)-1 in 9 steps from (+)-2 with a total yield of 58%. Similarly, such analogs of 1 as epi-LCF (13), enantiomer (14), and galactoside (19) were synthesized for a structure activity relationship (SAR) study. The results of this SAR study strongly suggest that the mechanism for the leaf-closing activity of 1 would be different from that of methyl jasmonate, and also suggest the involvement of a different kind of target protein which recognizes the trans-isomer of a jasmonate derivative.
- 社団法人 日本農芸化学会の論文
著者
-
Ueda Minoru
Department of Oral and Maxillofacial Surgery, Nagoya University Graduate School of Medicine
-
Inomata Sho
Department of Chemistry, Graduate School of Science,Tohoku University
-
Nakamura Yoko
Department Of Plastic And Reconstructive Surgery Kyoto University Graduate School Of Medicine
-
Miyatake Ryoji
Department of Chemistry, Tohoku University
関連論文
- マメ科植物の就眠運動を制御する配糖体型生理活性物質のケミカルバイオロジー
- Efficacy of Membranous Cultured Periosteum for the Treatment of Patients with Severe Periodontitis: a Proof-of-Concept Study
- Decellularized ureter for tissue-engineered small-caliber vascular graft
- Effective Cell-Seeding Technique Using Magnetite Nanoparticles and Magnetic Force onto Decellularized Blood Vessels for Vascular Tissue Engineering(CELL AND TISSUE ENGINEERING)
- Migrastatin, a Novel 14-Membered Lactone from Streptomyces sp. MK929-43F1
- P-37 Fluorescence Studies on the Nyctinasty of Albizzia Plants, An enantio-differential approach Using Enantio-pair of Fluorescence-labeled leaf closing factors
- THE INDUCTION OF DENTIN BRIDGE-LIKE STRUCTURES BY CONSTRUCTS OF SUBCULTURED DENTAL PULP-DERIVED CELLS AND POROUS HA/TCP IN PORCINE TEETH
- Differential Inducibility of Human and Porcine Dental Pulp-Derived Cells into Odontoblasts
- Case-Control Study of Oral Cancer in Shenyang, Northeastern China
- Long-term results of osseointegrated implant-retained facial prostheses: a 5-year retrospective study
- Fate of transplanted nail matrical cells and potential of hard keratin production in vivo
- The effect of the long-term cultivation on telomere length and morphology of cultured epidermis
- Incorporation of Capillary-Like Structures into Dermal Cell Sheets Constructed by Magnetic Force-Based Tissue Engineering
- Selective hyperthermia using magnetoliposomes to target cervical lymph node metastasis in a rabbit tongue tumor model
- Proliferation and Stratification of Keratinocyte on Cultured Amniotic Epithelial Cells for Tissue Engineering(MEDICAL BIOTECHNOLOGY)
- Transglutaminase-Mediated Gelatin Matrices Incorporating Cell Adhesion Factors as a Biomaterial for Tissue Engineering
- Suicide gene therapy using adenovirus vector for human oral squamous carcinoma cell line In vitro
- Synthesis and Bioactivity of Potassium β-D-Glucopyranosyl 12-Hydroxy Jasmonate and Related Compounds
- Highly Sensitive Determination of Cadmium and Lead in Leached Solutions from Ceramic Ware by Graphite Furnace Atomic Absorption Spectrometry Coupled with Sequential Injection-based Solid Phase Extraction Method
- Antibacterial Activities of New Synthetic Divalent Cation Chelators
- Primary Clinical Effects of PP Therapy (Cisplatin and Peplomycin) and TPP Therapy (4^1-O-tetrahydropyranyladriamycin, Cisplatin and Peplomycin) for Oral Cancer
- Intracellular Localization and Partial Amino Acid Sequence of a Stress-Inducible 40-kDa Protein in HeLa Cells
- Up-regulation of CD109 expression is associated with carcinogenesis of the squamous epithelium of the oral cavity
- Receptor for Hyaluronan-mediated Motility and CD44 Expressions in Colon Cancer Assessed by Quantitative Analysis Using Real-time Reverse Transcriptase-Polymerase Chain Reaction
- Arrangement of D-Periodic Collagen Fibrils and Association of Proteoglycans with Fibrils in the Synovium of the Mouse Temporomandibular Joint
- Experimental Study of Tissue Engineered Bone Using Biodegradable Ceramic β-TCP as Scaffold
- Thrombospondin-1 promotes fibroblast-mediated collagen gel contraction caused by activation of latent transforming growth factor β-1
- Midkine Enhances Early Stages of Collagen Gel Contraction^1
- Cell Death of Human Oral Squamous Cell Carcinoma Cell Line Induced by Herpes Simplex Virus Thymidine Kinase Gene and Ganciclovir
- Tissue-Engineered Bone Using Mesenchymal Stem Cells and a Biodegradable Scaffold
- Bone Regeneration Method Using Mesenchymal Stem Cells (MSCs) and Platelet-Rich Plasma (PRP) Complexes for Sinus Floor Elevation in Rabbits
- Expression of Odontoblastic-Related Genes in Human Dental Follicle Cells, Dental Pulp Stem Cells, and Oral Mucosal Cells
- A comparison of osteogenesis-related gene expression of mesenchymal stem cells during the osteoblastic differentiation induced by Type-I collagen and/or fibronectin
- Effect of the Combination of a Local OK-432 Injection and Hyperthermia on SCC VII Tumors in Mice
- Azido-Coronatine: A Useful Platform for “Click Chemistry”-Mediated Probe Synthesis for Bioorganic Studies
- ORAL INJURY AND THE USE OF MOUTH GUARDS - SOCCER, RUGBY, BASKETBALL PLAYER IN JAPANESE HIGH SCHOOL-
- Cotranslocation and Colocalization of hsp40 (DnaJ) with hsp70 (DnaK) in Mammalian Cells
- Three-dimensional computed tomographic analysis for placement of maxillofacial implants after maxillectomy.
- A quantitative study of nerve fiber density in the submandibular gland of rats
- Tissue-Engineered Composites of Anulus Fibrosus and Nucleus Pulposus for Intervertebral Disc Replacement
- P-33 DEVELOPMENT OF CHEMICAL LABELING METHODS FOR PURIFICATION OF THE RECEPTOR PROTEINS CONCERNING NYCTINASTY
- Trialkyl(pentafluorocyclotriphosphazenyl)ammonium Bis(trifluoromethylsulfonyl)imide Acting as Nonflammable Room-temperature Ionic Liquids
- Leaf-opening Substance in the Nyctinastic Plant, Albizzia julibrissin Durazz
- The Enzymatic Transformation of Leaf-Movement Factor in Lespedeza cuneata G.Don Controlled by a Biological Clock
- Changes in Intracellular Ca^ Concentration Produced by the Alteration of Intracellular pH in Rat Parotid Acinar Cells
- Gingival and dermal fibroblasts : Their similarities and differences revealed from gene expression(GENETICS, MOLECULAR BIOLOGY, AND GENE ENGINEERING)
- マメ科植物の就眠運動を制御する配糖体型生理活性物質のケミカルバイオロジー
- Synthesis and Bioactivity of Potassium β-D-Glucopyranosyl 12-Hydroxy Jasmonate and Related Compounds
- Azido-Coronatine : A Useful Platform for "Click Chemistry"-Mediated Probe Synthesis for Bioorganic Studies
- Formation of Epithelial Sheets by Serially Cultivated Human Mucosal Cells and Their Applications as a Grart Material
- Treatment of giant congenital nevus of the back by convergent serial excision