Biotransformation of Citrus Aromatics Nootkatone and Valencene by Microorganisms

スポンサーリンク

概要

• 論文の詳細を見る

• Biotransformations of the sesquiterpene ketone nootkatone (1) from the crude drug Alpiniae Fructus and grapefruit oil, and the sesquiterpene hydrocarbon valencene (2) from Valencia orange oil were carried out with microorganisms such as Aspergillus niger, Botryosphaeria dothidea, and Fusarium culmorum to afford structurally interesting metabolites. Their stereostructures were established by a combination of high-resolution NMR spectral and X-ray crystallographic analysis and chemical reaction. Metabolic pathways of compounds 1 and 2 by A. niger are proposed.

• 公益社団法人日本薬学会の論文
• 2005-11-01

著者

• Hashimoto T

  Faculty Of Pharmaceutical Sciences Hokuriku University

• 橋本 忠

  北陸大・薬

• 橋本 忠

  北陸大学薬学部

• HASHIMOTO Toshihiro

  Faculty of Pharmaceutical Sciences, Tokushima Bunri University

• ASAKAWA Yoshinori

  Faculty of Pharmaceutical Sciences, Tokushima Bunri University

• Asakawa Y

  Fac. Of Pharmaceutical Sciences Tokushima Bunri Univ.

• NOMA Yoshiaki

  Faculty of Domestic Sciences, Tokushima Bunri University

• Hashimoto Tadashi

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Hashimoto T

  Hokuriku Univ. Kanazawa Jpn

• Noma Y

  Faculty Of Human Life Sciences Tokushima Bunri University

• Noma Yoshiaki

  Faculty Of Domestic Sciences Tokushima Bunri University

• Asakawa Y

  Tokushima Bunri Univ. Tokushima Jpn

• Asakawa Yoshinori

  Faculty Of Pharmaceutical Sciences Tokushima Bunri University

• Hashimoto Toshihiro

  Faculty Of Pharmaceutical Sciences Tokushima Bunri University

• Hashimoto Toshihiro

  Fac. Of Pharmaceutical Sciences Tokushima Bunri Univ.

• FURUSAWA Mai

  Faculty of Pharmaceutical Sciences, Tokushima Bunri University

• Hashimoto Tadashi

  Drug Metabolism Laboratories Drug Development Division Yamanouchi Pharmaceutical Co. Ltd.

• Furusawa Mai

  Faculty Of Pharmaceutical Science Tokushima Bunri University

関連論文

• Synthesis of Thyrotropin-Releasing Hormone-Related Peptides Using N^α-tert-Bytyloxycarbonyl-ω-(N-tert-butyloxycarbonylcarbamoyl)-α-amino Acids
• Structure-Activity Relationships of Neuromedin U. V. Study on the Stability of Porcine Neuromedin U-8 at the C-Terminal Asparagine Amide under Mild Alkaline and Acidic Conditions
• A3 トロンビンレセプターが介在する血管内皮細胞プロテオグリカン合成の調節
• β-アミロイドペプチド(β25-35)のダンシルラベル体による凝集と蛍光特性変化の解析
• Hydrolytic Cleavage of Pyroglutamyl-Peptide Bond. I. The Susceptibility of Pyroglutamyl-Peptide Bond to Dilute Hydrochloric Acid
• Structure-Activity Relationships of Neuromedin U. II. Highly Potent Analogs Substituted or Modified at the N-Terminus of Neuromedin U-8
• Structure-Activity Relationships of Neuromedin U. I. Contractile Activity of Dog Neuromedin U-Related Peptides on Isolated Chicken Crop Smooth Muscle
• Contractile Activity of Porcine Neuromedin U-25 and Various Neuromedin U-Related Peptide Fragments on Isolated Chicken Crop Smooth Muscle
• Agonistic and Antagonistic Activities of Neuromedin U-8 Analogs Substituted with Glycine or D-Amino Acid on Contractile Activity of Chicken Crop Smooth Muscle Preparations
• Structure-Activity Relationships of Rat Neuromedin U for Smooth Muscle Contraction
• Synthesis of Head Activator (HA)-Related Peptides and Development of HA-Radioimmunoassay(Organic,Chemical)
• PROPERTIES OF N^α, N^-DI- TERT-BUTYLOXYCARBONYL-ω-CARBAMOYL-α-AMINO ACIDS AND DIRECT SYNTHESIS OF PROTECTED HOMOGLUTAMIC ACID DERIVATIVES
• URETHANE TYPE PROTECTING GROUPS FOR CARBOXAMIDE IN PEPTIDE CHEMISTRY
• Active Peptides on Smooth Muscle in the Skin of Bombina orientalis BOULENGER and Characterization of a New Bradykinin Analogue
• Studies on the Synthesis of Proinsulin. I. Synthesis of Partially Protected Tritriacontapeptide related to the Connecting Peptide Fragment of Porcine Proinsulin
• Hydrolytic Cleavage of Pyroglutamyl-peptide Bond. V. Selective Removal of Pyroglutamic Acid from Biologically Active Pyroglutamylpeptides in High Concentrations of Aqueous Methanesulfonic Acid
• Regioselective Hydrolytic Cleavage of N-Terminal Myristoyl-peptide
• Regioselective Hydrolysis of Formyl-peptide in Aqueous Methanesulfonic Acid
• Enzymatic Degradation of Rabbit Neuromedin U-25 Related Peptides
• THE ABSOLUTE STRUCTURES OF NEW 1β-HYDROXY-SACCULATANE-TYPE DITERPENOIDS WITH PISCICIDAL ACTIVITY FROM THE LIVERWORT PELLIA ENDIVIIFOLIA
• Nitric Oxide Synthesis in Murine Peritoneal Macrophages by Fungal β-Glucans
• The Novel Compounds That Activate Farnesoid X Receptor : the Diversity of Their Effects on Gene Expression
• Floral Scent Chemistry and Stamen Movement of Chimonanthus praecox (L.) Link (Calycanthaceae)
• Close Relationship between Mexican and Chinese Magnolia (Subtropical Disjunct of Magnoliaceae) Inferred from Molecular and Floral Scent Analyses
• Floral scent chemistry of mangrove plants
• Intraspecific Variation of Floral Scent Chemistry in Magnolia Kobus DC. (Magnoliaceae)
• Chemical Divergence in Floral Scents of Magnolia and Allied Genera (Magnoliaceae)(Reproductive Biology)
• Citbismine-A, -B and -C, New Binary Acridone Alkaloids from Citrus Plants
• Highly Selective Hydrolytic Cleavage of Pyroglutamyl-Peptide Bond
• Application of LC-NMR for Characterization of Rat Urinary Metabolites of Zonampanel Monohydrate (YM872)
• 二本立てとその問題点(四年生の講座配属)
• 126(P-68) 抗発ガンプロモーション活性を有するクリプトポール酸の化学(ポスター発表の部)
• LTQ FT MS Accurate Mass and SRM Data Dependent Exclusion MSn Measurements for Structure Determination of FK228 and Its Metabolites (BMS特集号)
• Effect of Nilvadipine, a Dihydropyridine Calcium Antagonist, on Cytochrome P450 Activities in Human Hepatic Microsomes (Biochemistry/Molecular Biology)
• Effect of Cefixime and Cefdinir, Oral Cephalosporins, on Cytochrome P450 Activities in Human Hepatic Microsomes(Biochemistry/Molecular Biology)
• CITBISMINE-A, A NEW BISACRIDONE ALKALOID FROM CITRUS PARADISI
• Inhibitory activity of nitric oxide production in RAW 264.7 cells of daldinals A-C from the fungus Daldinia childiae and other metabolites isolated from inedible mushrooms
• Hydnellins A and B, Nitrogen-Containing Terphenyls from the Mushrooms Hydnellum suaveolens and Hydnellum geogerirum
• Inhibition of Nitric Oxide Production in RAW 264.7 Cells by Azaphilones from Xylariaceous Fungi(Molecular and Cell Biology)
• Pregnane-Type Steroids from the Inedible Mushroom Thelephora terrestris
• Tyromycic Acids F and G: Two New Triterpenoids from the Mushroom Tyromyces fissilis
• Curtisians M-Q: Five Novel p-Terphenyl Derivatives from the Mushroom Paxillus curtisii
• A Novel ent-Kaurane Diterpenoid from the Croton tonkinensis GAGNEP
• Two Novel Ravenelones from the Edible Mushroom Pulveroboletus ravenelii
• Chemical Constituents of Malagasy Liverworts, Part V : Prenyl Bibenzyls and Clerodane Diterpenoids with Nitric Oxide Inhibitory Activity from Radula appressa and Thysananthus spathulistipus
• STRUCTURES OF DALDINING A〜C, THREE NOVEL AZAPHILONE DERIVATIVES FROM ASCOMYCETOUS FUNGUS KALKINIA CONCENTRICA
• THREE NOVEL POLYACETYLENE TRIGLYCERIDES, LYCOGARIDES A-C, FROM THE MYXOMYCETES LYCOGALA EPIDENDRUM
• STRUCTURES OF A NOVEL BINAPHTHYL AND THREE NOVEL BENZOPHENONE DERIVATIVES WITH PLANT-GROWTH INHIBITORY ACTIVITY FROM THE FUNGUS DALDINIA CONCENTRICA
• STRUCTURES AND TOTAL SYNTHESIS OF TWO NOVEL BIS(BIBENZYLS), PALEATINS A AND B, FROM THE LIVERWORT MARCHANTIA PALEACEA VAR. DIPTERA
• 46 苔類ウスバゼニゴケおよびトサハネゴケより単離された新規大環状ビスビベンジル化合物の構造(口頭発表の部)
• 61 真性粘菌マメホコリの新規ポリアセチレントリグリセリドおよびインドロカルバゾール系化合物の構造(ポスター発表の部)
• 11 変形菌類マメホコリの新規ポリアセチレントリグリセライドおよびジベンゾカルバゾール誘導体の構造(口頭発表の部)
• サルノコシカケ科ヒトクチタケの苦味セスキテルペノイド
• Lipid Constituents of the New Zealand Liverwort Plagiochila circinalis
• Regioselective Cleavage of Myristoyl-Peptide in Acidic Solution
• Development of Neuromedin U Agonist with Specifically Potent Contractile Activity on Rat Uterus Smooth Muscle
• 68(P-55) アブラムシに含まれる色素の研究(ポスター発表の部)
• Isolation, Synthesis and Biological Activity of Grifolic Acid Derivatives from the Inedible Mushroom Albatrellus dispansus
• [1-^C]Octanoate as a PET Tracer for Studying Ischemic Stroke : Evaluation in a Canine Model of Thromboembolic Stroke with Positron Emission Tomography
• Degradation of the C-Terminal Asparagine Amide in Neuromedin U-8
• 67(P43) ウスバゼニゴケ科苔類から得られるフェノール性化合物(ポスター発表の部)
• P-24 5種の子嚢菌類に含まれる新規Cytochalasin類、Azaphilone類および芳香族化合物の構造(ポスター発表の部)
• Effect of β-Glucans on the Nitric Oxide Synthesis by Peritoneal Macrophage in Mice
• Studies on Cardiac Ingredients of Plants. XIII : Chemical Modification of Gitoxin to Cardiotonic Compounds without Vascular Contractile Effect
• AN UNUSUAL FLUORIDE-MEDIATED OXIDATION OF GITOXIN
• Determination of D- and L-enantiomers of methionine and [^2H_3]methionine in plasma by gas chromatography-mass spectrometry
• Simultaneous determination of methionine and total homocysteine in human plasma by gas chromatography-mass spectrometry
• Kinetics of Intramolecular Acyl Migration of 1β-O-Acyl Glucuronides of(R)-and(S)-2-Phenylpropionic Acids
• Gas chromatographic-mass spectrometric determination of α-ketoisocaproic acid and [^2H_7] α-ketoisocaproic acid in plasma after derivatization with N-phenyl-1, 2-phenylenediamine
• Stereoselective Internal Acyl Migration of 1β-O-Acyl Glucuronides of Enantiomeric 2-Phenylpropionic Acids
• Russujaponols G-L, Illudoid Sesquiterpenes, and Their Neurite Outgrowth Promoting Activity from the Fruit Body of Russula japonica
• Novel Abietane Diterpenoids and Aromatic Compounds from Cladonia rangiferina and Their Antimicrobial Activity against Antibiotics Resistant Bacteria
• Preliminary evaluation of [1-^C]octanoate as a PET tracer for studying cerebral ischemia: A PET study in rat and canine models of focal cerebral ischemia
• Biotransformation of hinesol Isolated from the Crude Drug Atractylodes Iancea by Aspergillus niger and Aspergillus cellulosae
• Structures of Four Novel Highly Oxygenated Labdane-Type Diterpenoids, Ptychantins F-I, from the Liverwort Ptychanthus striatus
• The Structures of Claudimerines-A and -B, Novel Bicoumarins from Citrus hassaku
• Hydrolytic Cleavage of Pyroglutamyl-Peptide Bond. II. Effects of Amino Acid Residue Neighboring the pGlu Moiety
• HIGHLY SELECTIVE CLEAVAGE OF PYROGLUTAMYL-PEPTIDE BOND IN CONCENTRATED HYDROCHLORIC ACID
• Decomposition of pyroglutamyl-Peptides in Dilute Acid
• Design of a SNARF-based Ratiometric Fluorescent Probe for Esterase
• 17 キラル異方性試薬による直鎖状アルコールおよびカルボン酸の絶対配置およびコンホメーション解析(口頭発表の部)
• P-139 Synthetic Transformation of Ptychantin into Forskolin and 1,9-Dideoxyforskolin
• Isolation and Structures of New Cyclomyltaylane and ent-Chamigrane-Type Sesquiterpenoids from the Liverwort Reboulia hemishaerica and Their Biotransformation by the Fungus Aspergillus niger
• Biotransformation of Aristolane- and 2,3-Secoaromadendrane-Type Sesquiterpenoids Having a 1,1-Dimethylcyclopropane Ring by Chlorella fusca var. vacuolata, Mucor Species, and Aspergillus niger
• Highly Efficient Production of Nootkatone, the Grapefruit Aroma from Valencene, by Biotransformation(Communications to the Editor)
• Biotransformation of Citrus Aromatics Nootkatone and Valencene by Microorganisms
• Investigations into Biochemical Changes of Genetic Hypertensive Rats Using ^1H Nuclear Magnetic Resonance-Based Metabonomics
• Hydrolytic Cleavage of Pyroglutamyl-Peptide Bond. IV. Highly Selective Cleavage of Thyrotropin Releasing Hormone (TRH) in Aqueous Methanesulfonic Acid
• Structure-Activity Relationships of Neuromedin U.IV. Absolute Requirement of the Arginine Residue at Position 7 of Dog Neuromedin U-8 for Contractile Activity
• Determination of the Absolute Configuration of Ginnol, a Long-chain Aliphatic Alcohol, by Use of a New Chiral Anisotropic Reagent
• Ornatipolide, a Novel Phenolic Metabolite from the Basidiomycete, Boletus ornatipes
• Analysis of [^2H_7]methionine, [^2H_4]methionine, methionine, [^2H_4]homocysteine and homocysteine in plasma by gas chromatography-mass spectrometry to follow the fate of administered [^2H_7]methionine
• Isoplagiochins C and D, New Type of Macrocyclic Bis(bibenzyls), Having Two Biphenyl Linkages from the Liverwort Plagiochila fruticosa
• Biotransformation of Terpenoids from the Crude Drugs and Animal Origin by Microorganisms
• Hydrolytic Cleavage of Pyroglutamyl-peptide Bond. III. A Highly Selective Cleavage in 70% methanesulfonic Acid
• Tissue Selective Contractile Activity of Neuromedin U Analogs on Isolated Smooth Muscles
• Structure-Activity Relationships of Neuromedin U. III. Contribution of Two Phenylalanine Residues in Dog Neuromedin U-8 to the Contractile Activity
• Structure-Activity Relationships of Hydrophobic Region of Neuromedin U-8 Peptide
• A metabonomic study of biochemical changes characteristic of genetically hypertensive rats based on ^1H NMR spectroscopic urinalysis
• In vitro antitrypanosomal activity of some phenolic compounds from propolis and lactones from Fijian Kawa (Piper methysticum)

もっと見る 閉じる

スポンサーリンク