Synthesis of 27-Oxo, 27-Hydroxymilbemycins A_3 and A_4 and Novel 27-Alkoxymilbemycins A_3 and A_4 from Milbemycins A_3 and A_4 and Their Acaricidal Activities(Organic Chemistry)

スポンサーリンク

概要

• 論文の詳細を見る

• 27-Oxomilbemycins A_3 and A_4 and 27-hydroxymilbemycins A_3 and A_4 were identified as metabolites in soil metabolism studies of milbemycins A_3 and A_4. Chemical derivation methods were developed to synthesize 27-oxomilbemycins A_3 and A_4 and 27-hydroxymilbemycins A_3 and A_4 from milbemycins A_3 and A_4. In addition, 27-alkoxymilbemycin derivatives were also synthesized from the same precursors. Some of the synthesized compounds displayed satisfactory acaricidal activity against the organophosphorus-sensitive two-spotted spider mite (Tetranychus urticae), but did not have superior activity to corresponding milbemycins A_3 and A_4.

• 社団法人日本農芸化学会の論文
• 2002-12-23

著者

• Okamoto Y

  Graduate School Of Science And Engineering Ehime University

• Okamoto Y

  Department Of Clinical Pharmacy Faculty Of Pharmacy Meijo University

• Sato K

  Department Of Food Sciences And Nutritional Health Kyoto Prefectural University

• TSUKIYAMA TAKAHIRO

  Agroscience Research Laboratories, Sankyo Co., Ltd.

• TSUKAMOTO YOSHIHISA

  Agroscience Research Laboratories, Sankyo Co., Ltd.

• SATO KAZUO

  Intellectual Property Department, Sankyo Co., Ltd.

• ICHINOSE REIJI

  Crop Protection Department, Sankyo Agro Co., Ltd.

• KINOSHITA Ayako

  Agroscience Research Laboratories, Sankyo Agro Co., Ltd.

• SATO KAZUO

  Agroscience Research Laboratories, Crop Protection Company, Sankyo Co. Ltd.

• Kinoshita Ayako

  Agroscience Research Laboratories Sankyo Agro Co. Ltd.

• Tsukamoto Y

  Agroscience Research Laboratories Sankyo Co. Ltd.

• Tsukamoto Yoshihisa

  Agroscience Research Laboratories Sankyo Co. Ltd.

• Tsukiyama Takahiro

  Agroscience Research Laboratories Sankyo Co. Ltd.

• Ichinose Reiji

  Crop Protection Department Sankyo Agro Co. Ltd.

• Okamoto Yukiko

  Laboratory Of Food Biochemistry Division Of Applied Bioscience Graduate School Of Agriculture Hokkai

• SUEMOTO Hitomi

  Agroscience Research Laboratories, Crop Protection Company, Sankyo Co., Ltd.

• OKAMOTO Yoshihiro

  Crop Protection Department, Crop Protection Company, Sankyo Co., Ltd.

• TAMAGAWA Yasushi

  Agroscience Research Laboratories, Crop Protection Company, Sankyo Co., Ltd.

• Tsukamoto Yoshinori

  Centeral Research Institute Mitsukan Group

• Okamoto Yoshihiro

  Graduate School Of Science And Engineering Ehime University

• Sato K

  Intellectual Property Department Sankyo Co. Ltd.

• Suemoto Hitomi

  Agroscience Research Laboratories Crop Protection Company Sankyo Co. Ltd.

• Tamagawa Yasushi

  Agroscience Research Laboratories Crop Protection Company Sankyo Co. Ltd.

• Sato Kazuo

  Agroscience Research Laboratories Sankyo Co. Ltd.

関連論文

• Performance Evaluation of NPML System in Perpendicular Magnetic Recording
• Performance Evaluation of PRML Systems with Concatenated Codes by Using Soft-outputs Bidirection Viterbi Decoding
• Error Rate Performance of Turbo Coding for E^2PR4 Channel
• Error Rate Performance of Turbo Coded Partial Response Systems for Digital Magnetic Recording Channels (Special Issue on Information Storage Technologies for the 21st Century)
• Error Rate Performance of TCPR System Using Turbo Code for Digital Magnetic Recording Channel with Partial Erasure (Special Section on Information Theory and Its Applications)
• Error Rate Performance of Trellis Coded PR4ML System for Digital Magnetic Recording Channel with Partial Erasure (Special Section on Information Theory and Its Applications)
• SNR Evaluation of Punctured Convolutional Coded PR4ML System in Digital Magnetic Recording with Partial Erasure Effect
• Expression of HSP70 in response to heat-shock and its cDNA cloning from Mediterranean blue mussel
• Factors Improving L-Threonine Production by a Three L-Threonine Biosynthetic Genes-amplified Recombinant Strain of Brevibacterium lactofermentum
• High Fermentative Production of L-Threonine from Acetate by a Brevibacterium flavum Stabilized Strain Transformed with a Recombinant Plasmid Carrying the Escherichia coli thr Operon
• Application of a Recombinant Plasmid Expressing Desensitized 3-Deoxy-D-Arabinoheptulosonate-7-Phosphate Synthase to the Breeding of L-Phenylalanine Producers
• Improvement in Microbial Production of L-Tyrosine by Gene Dosage Effect of AroL Gene Encoding Shikimate Kinase(Microbiology & Fermentation Industry)
• Cloning and Characterization of Genes Responsible for m-Fluoro-D,L-phenylalanine Resistance in Brevibacterium lactofermentum(Microbiology & Fermentation Industry)
• Genetic Breeding of L-Tyrosine Producer from Brevibacterium lactofermentum(Microbiology & Fermentation Industry)
• Improvement of an L-Threonine Producer Derived from Brevibacterium flavum Using Threonine Operon of Escherichia coli K-12(Microbiology & Fermentation Industry)
• Identification of β and γ Subunits of Laminins Localized in the Basement Membrane of Rat Circumvallate Papillae(Biochemistry & Molecular Biology)
• Changes in Cell Morphology and Cell-to-cell Adhesion Induced by Extracellular Ca^ in Cultured Taste Bud Cells(Biochemistry & Molecular Biology)
• Antimutagenic and Anticarcinogenic Properties of Kyo-yasai, Heirloom Vegetables in Kyoto
• Prolonged intake of fermented soybean (natto) diets containing vitamin K_2 (menaquinone-7) prevents bone loss in ovariectomized rats
• Effect of vitamin K_2 (menaquinone-7) in fermented soybean (natto) on bone loss in ovariectomized rats
• Performance Evaluation of PRML System Based on Thermal Decay Model(Recent Progress of High-Density Information Storage)
• Performance Improvement of PRML System in Perpendicular Magnetic Recording Channel with Thermal Decay
• Performance Improvement of PRML System in Perpendicular Magnetic Recording Channel with Thermal Decay(Recording systems & heads (II),The 8th Asian Symposium on Information Storage Technology (ASIST-8))
• Performance Improvement of PRML System in Perpendicular Magnetic Recording Channel with Thermal Decay
• Effects of Alcoholic Solvent on Antiradical Abilities of Protocatechuic Acid and Its Alkyl Esters
• Quinone Hemiacetal Formation from Protocatechuic Acid during the DPPH Radical Scavenging Reaction(Organic Chemistry)
• Inhibition of Pancreatic Carcinogenesis by Shark Cartilage Proteoglycan in Hamsters
• Evidence for the Existence of a Soybean Resistant Protein That Captures Bile Acid and Stimulates Its Fecal Excretion
• cDNA cloning of Japanese oyster stress protein homologous to the mammalian 78-kDa glucose regulated protein and its induction by heatshock
• Effect of Kiwifruit Juice on Beef Collagen
• Solubilization of type I collagen from fish muscle connective tissue by matrix metalloproteinase-9 at chilled temperature
• Simple and rapid chromatographic purification of type V collagen from a pepsin digest of porcine intestinal connective tissue, an unmanageable starting material for conventional column chromatography
• cDNA cloning and characterization of two gelatinases from Japanese flounder
• Cloning and characterization of cDNA for carp matrix metalloproteinase 9
• Possible implication of metalloproteinases in post-mortem tenderization of fish muscle
• DNA Repair Effect of Traditional Sweet Pepper Fushimi-togarashi : Seen in Suppression of UV-induced Cyclobutane Pyrimidine Dimer in Human Fibroblast
• Induction of gelatinolytic activities in ayu muscle at the spawning stage
• Gelatinolytic Activities in Ayu Muscle in the Spawning Stage
• cDNA Cloning of Heat-inducible HSP70, a 70.6kDa Heat Shock Protein, in Japanese Flounder Paralichtys olivaceus
• Comparative Bio-antimutagenicity of Common Vegetables and Traditional Vegetables in Kyoto
• Occurrence of Gelatinolytic Activities in Yellowtail Tissues
• Effect of Steroid Hormone Administration on the Breakdown of Muscle Proteins in Ayu
• Complementary DNA Cloning of HSC71, a 71 kDa Heat Shock Cognate Protein, in Japanese Flounder Paralichtys olivaceus
• Enzymatic Properties,Substrate Specificities and pH-Activity Profiles of Two Kiwifruit Proteases
• Effect of Maturation on the Contents of Free and Bound Forms of Hydroxyproline in Ayu Muscle
• Isolation and Characterization of Cytotoxic Compounds from Corn
• Synthesis of Novel 26-Substituted Milbemycin A_4 Derivatives and Their Acaricidal Activities
• Synthesis and Insecticidal Activity of Novel N-Oxydihydropyrrole Derivatives with a Substituted Spirocyclohexyl Group(Organic Chemistry)
• Synthesis of Milbemycins α_9, α_, α_, α_, α_, α_, α_, α_, α_, α_, α_, α_, Δ^, Δ^-Milbemycins A_3, A_4, from Milbemycins A_3, A_4, and Their Acaricidal Activities
• Synthesis and Insecticidal Activity of N-Oxydihydropyrroles : 4-Hydroxy-3-mesityl-5, 5-dimethyl Derivatives with Various Substituents at the 1-Position(Organic Chemistry)
• An Application of Neural Network Equalization to Polytopic Multiplexing Holography and Reduction of Interpixel Interference(Recent Progress of High-Density Information Storage)
• Partial response maximum likelihood channels for perpendicular magnetic recording system using bit-patterned media
• Studies on Inhibitory Activities of Fukiic Acid Esters on Germination, α-Amylase and Carboxypeptidase A
• Synthesis and Herbicidal Activity of 1,5-Diarylpyrazole Derivatives
• A Novel Synthesis of 4H-1,4-Benzoxazines
• A Novel Synthesis of 3-Aryl-5-tert-butyl-4-oxazolin -2-ones
• Synthesis of 27-Oxo, 27-Hydroxymilbemycins A_3 and A_4 and Novel 27-Alkoxymilbemycins A_3 and A_4 from Milbemycins A_3 and A_4 and Their Acaricidal Activities(Organic Chemistry)
• New Milbemycins from Streptomyces hygroscopicus subsp. aureolacrimosus : Fermentation, Isolation and Structure Elucidation
• Bioconversion of Milbemycin-related Compounds: Biosynthetic Pathway of Milbemycins
• Insecticidal and Antifungal Activities of Aminorhodanine Derivatives
• Biological Activity of Purpurogallin
• 17α-Hydroxylase/C17-20 Lyase Cytochrome P450 mRNA Expressions and Enzyme Activities during the Development of Arthritis in Collagen-Induced Arthritis Mice(Miscellaneous)
• Participation of Endogenous Dehydroepiandrosterone and Its Sulfate in the Pathology of Collagen-Induced Arthritis in Mice(Misellaneous)
• Development of a novel lepidopteran insect control agent, chromafenozide(Society Awards 2006(on prominent achievement))
• Prolonged Intake of Dietary Fermented Soybeans(Natto) with the Reinforced Vitamin K_2 (Menaquinone-7) Enhances Circulating γ- Carboxylated Osteocalcin Concentration in Normal Individuals
• Intake of fermented soybean (natto) increases circulating vitamin K_2 (menaquinone-7) and γ-carboxylated osteocalcin concentration in normal individuals
• Synthesis of Novel 25-Substituted Milbemycin A_4 Derivatives and Their Acaricidal Activity against Tetranychus urticae
• Synthesis of 24a-Substituted Milbemycin A_4 Derivatives and Their Acaricidal Activity against Tetranychus urticae
• Synthesis of 5-Deoxy-5-oxomilbemycin A_4 5-Hydrazone Derivatives and Their Activity against Tetranychus urticae
• Syntheses of 8,9-Epoxy-and5-O-Acyl-8,9-epoxymilbemycin A_4 and Their Activity against Tetranychus urticae
• Synthesis of 5-Keto-5-oxime Derivatives of Milbemycins and Their Activities against Microfilariae(Organic Chemistry)
• Milbemycin α_17 and Related Compounds Synthesized from Milbemycin A_4 : Synthetic Procedure and Acaricidal Activities
• Synthesis of Milbemycins β_9 and β_ from Milbemycins A_3 and A_4 and Their Biological Activities(Organic Chemistry)
• Activation of the 20S Proteasome of Xenopus Oocytes by Cardiolipin : Blockage of the Activation of Trypsin-like Activity by the Substrate
• Bioconversion of Milbemycin-related Compounds: Isolation and Utilization of Non-producer, Strain RNBC-5-51
• Microbial Conversion of Milbemycins:Oxidation of Milbemycin A_4 and Related Compounds at the C-25 Ethyl Group by Circinella umbellata and Absidia cylindrospora
• Inhibition by Bovine Lactoferrin of Adhesion of L929 Cells Cultured in Serum-free GIT Medium
• Uptake and Re-secretion of Human Lactoferrin by B Lymphocytes(Biological Chemistry)
• Activation of the 20S Proteasome of Xenopus Oocytes by SDS : Evidence for the Substrate-Induced Conformational Change Characteristic of Trypsin-Like Peptidase
• Irreversible Potent Activation and Reversible Inhibition of Trypsin-Like Activity of 20S Proteasome Purified from Xenopus Oocytes by Fatty Acid
• Purification and Characterization of Six Kiwifruit Proteases Isolated with Two Ion-exchange Resins, Toyopearl-SuperQ and Bakerbond WP-PEI
• An in vitro Study on the Release of Caffeine from an Agar-Jelly Preparation for a Patient with Tremors
• Fermentative production of milbemycin α_ and α_ : Appearance of morphological mutants during large-scale fermentation
• 4-Sulfenyl-2-carbamoyl-4-isoxazolin-3-ones : Biological Isostere to 4-Chloro-2-carbamoyl-4-isoxazolin-3-ones
• Purification and Characterization of Glutaredoxin (Thioltransferase) from Rice (Oryza sativa L.)^1
• PC81 THE SYNTHESIS OF 5-KETO-5-OXIME DERIVATIVES OF MILBEMYCINS AND THEIR ACTIVITIES AGAINST MICROFILARIAE
• Simulation Study on Oxygen Uptake Rate of Immobilized Growing Microorganisms
• Degradation of α-Connectin in Raw Fish Muscle and Softening Evaluated by the Breaking Strength Occur Independently during One Day-chilled Storage
• Improved chromatographic purification of human and bovine type V collagen sub-molecular species and their subunit chains from conventional crude preparations : Application to cell-substratum adhesion assay for human umbilical vein endothelial cell
• Enzymatic Properties, Substrate Specificities and pH-Activity Profiles of Two Kiwifruit Proteases
• Performance Improvement System for Perpendicular Magnetic Recording with Thermal Asperity

もっと見る 閉じる

スポンサーリンク