REGIOSELECTIVE OXIDATION OF THE HYDROXYL GROUP IN POLYHYDROXYLATED TRITERPENES BY THE INDIRECT ANODIC OXIDATION METHOD
スポンサーリンク
概要
- 論文の詳細を見る
Indirect anodic oxidation of soyasapogenol B (3β, 22β, 24-trihydroxyolean-12-ene) was carried out using KI as a mediator in t-BuOH-H_2O solution, so that the 3-ketone derivative was obtained as the only oxidation product in a favorable yield. As a result of application to various polyhydroxylated triterpenes, selective electrochemical oxidation was shown to occur in the C-3 hydroxyl group of the polyhydroxyl triterpenes with the C-24 hydroxyl group. The reaction pathway is discussed.
- 社団法人日本薬学会の論文
- 1997-03-15
著者
-
MATSUDA Hisashi
Kyoto Pharmaceutical University
-
YOSHIKAWA Masayuki
Kyoto Pharmaceutical University
-
山崎 幹夫
千葉大学薬学部
-
MURAKAMI Toshiyuki
Kyoto Pharmaceutical University
-
MURAKAMI Nobutoshi
Kyoto Pharmaceutical University
-
YAMAHARA Johji
Kyoto Pharmaceutical University
-
矢木 信博
京都薬科大学生薬学教室
-
村上 啓寿
阪大院薬:presto
-
矢木 信博
Kyoto Pharmaceutical University
-
Matsumura N
Res. Foundation Itsuu Lab. Tokyo Jpn
-
MAEDA Hatsuo
Faculty of Pharmaceutical Sciences, Osaka University
-
OHMORI Hidenobu
Faculty of Pharmaceutical Sciences, Osaka University
-
Yamahara J
Kyoto Pharmaceutical University
-
Hattori Masao
Institute Of Natural Medicine Toyama Medical And Pharmaceutical University
-
YAGI Nobuhiro
Kyoto Pharmaceutical University
-
Maeda Hatsuo
Faculty Of Pharmaceutical Sciences Osaka University
-
Ohmori Hidenobu
Faculty Of Pharmaceutical Sciences Osaka University
-
YAMAHARA JOHJI
Kyoto College of Pharmacy
-
MATSUDA HISASHI
Kyoto College of Pharmacy
-
Murakami Toshiyuki
Kyoto Institute of Technology
関連論文
- Brazilian Natural Medicines. III. Structures of Triterpene Oligoglycosides and Lipase Inhibitors from Mate, Leaves of Ilex paraguariensis
- Medicinal Flowers. XXVI. Structures of Acylated Oleanane-Type Triterpene Oligoglycosides, Yuchasaponins A, B, C, and D, from the Flower Buds of Camellia oleifera : Gastroprotective, Aldose Reductase Inhibitory, and Radical Scavenging Effects
- A New Amide, Piperchabamide F, and Two New Phenylpropanoid Glycosides, Piperchabaosides A and B, from the Fruit of Piper chaba
- Medicinal Flowers. XXI. : Structures of Perennisaponins A, B, C, D, E, and F, Acylated Oleanane-Type Triterpene Oligoglycosides, from the Flowers of Bellis perennis
- Structures of novel norstilbene dimer, longusone A, and three new stilbene dimers, longusols A, B, and C, with antiallergic and radical scavenging activities from Egyptian natural medicine Cyperus longus
- Medicinal Flowers. XXVII : New Flavanone and Chalcone Glycosides, Arenariumosides I, II, III, and IV, and Tumor Necrosis Factor-α Inhibitors from Everlasting, Flowers of Helichrysum arenarium
- Structures of Acetylated Oleanane-Type Triterpene Saponins, Rarasaponins IV, V, and VI, and Anti-hyperlipidemic Constituents from the Pericarps of Sapindus rarak
- Absolute Stereostructures of Olibanumols A, B, C, H, I, and J from Olibanum, Gum-Resin of Boswellia carterii, and Inhibitors of Nitric Oxide Production in Lipopolysaccharide-Activated Mouse Peritoneal Macrophages
- Medicinal Flowers. XXX. Eight New Glycosides, Everlastosides F—M, from the Flowers of Helichrysum arenarium
- Medicinal Flowers. XXIV. Chemical Structures and Hepatoprotective Effects of Constituents from Flowers of Hedychium coronarium
- Bioactive Constituents from Chinese Natural Medicines. XXXII : Aminopeptidase N and Aldose Reductase Inhibitors from Sinocrassula indica: Structures of Sinocrassosides B_4, B_5, C_1, and D_1-D_3
- Medicinal Foodstuffs. XXXIV. : Structures of New Prenylchalcones and Prenylflavanones with TNF-α and Aminopeptidase N Inhibitory Activities from Boesenbergia rotunda
- Bioactive Constituents from Chinese Natural Medicines. XXVI : Chemical Structures and Hepatoprotective Effects of Constituents from Roots of Rhodiola sachalinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIV. : Hypoglycemic Effects of Sinocrassula indica in Sugar-Loaded Rats and Genetically Diabetic KK-A^y Mice and Structures of New Acylated Flavonol Glycosides, Sinocrassosides A_1, A_2, B_1, and B_2
- Apoptosis-Inducing Effects of Sterols from the Dried Powder of Cultured Mycelium of Cordyceps sinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIII. Absolute Structures of New Megastigmane Glycosides, Sedumosides A_4, A_5, A_6, H, and I, and Hepatoprotective Megastigmanes from Sedum sarmentosum
- Bioactive Constituents from Chinese Natural Medicines. XXII. Absolute Structures of New Megastigmane Glycosides, Sedumosides E_1, E_2, E_3, F_1, F_2, and G, from Sedum sarmentosum (Crassulaceae)
- Bioactive Saponins and Glycosides. XXVIII. New Triterpene Saponins, Foliatheasaponins I, II, III, IV, and V, from Tencha (the Leaves of Camellia sinensis)
- P-469 ANTI-ALLERGIC AND ANTI-INFLAMMATORY ACTIVITIES OF 1'S-1'-ACETOXYCHAVICOL ACETATE AND RELATED COMPOUNDS
- P-466 ACYLATED PHENETHYLGLYCOSIDES WITH VASORELAXANT ACTIVITY FROM CISTANCHE TUBULOSA
- P-298 SYNTHESIS OF 1,5-ANHYDRO-5-AZA-D-GLUCITOL ANALOGS OF SALACINOL AND THEIR α-GLUCOSIDASE INHIBITORY ACTIVITIES
- Monoterpene Constituents from Cistanche tubulosa : Chemical Structures of Kankanosides A-E and Kankanol
- Inhibitors of Nitric Oxide Production from the Rhizomes of Alpinia galanga : Structures of New 8-9' Linked Neolignans and Sesquineolignan
- Antidiabetogenic constituents from Salacia species(Chemical & Pharmacological study)
- Synthesis of a Nitrogen Analogue of Salacinol and Its α-Glucosidase Inhibitory Activity
- Medicinal Foodstuffs. III. Sugar Beet. (1) : Hypoglycemic Oleanolic Acid Oligoglycosides, Betavulgarosides, I, II, III, and IV, from the Root of Beta vulgaris L. (Chenopodiaceae)
- Bioactive Saponins and Glycosides. XI. Structures of New Dammarane-Type Triterpene Oligoglycosides, Quinquenosides I, II, III, IV, and V, from American Ginseng, the Roots of Panax quinquefolium L.
- Bioactive Saponins and Glycosides. IX. Notoginseng (2) : Structures of Five New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-E, -G, -H, -I, and -J, and a Novel Acetylenic Fatty Acid Glycoside, Notoginsenic Acid β-Sophoroside, from the Dried
- Bioactive Saponins and Glycosides. VIII. Notoginseng (1) : New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-A, -B, -C, and -D, from the Dried Root of Panax notoginseng (BURK.) F. H. CHEN
- Studies on Kochiae Fructus. V. Antipruritic Effects of Oleanolic Acid Glycosides and the Structure-Requirement
- Medicinal Foodstuffs. VII. On the Saponin Constituents with Glucose and Alcohol Absorption-Inhibitory Activity from a Food Garnish "Tonburi", the Fruit of Japanese Kochia scoparia (L.) SCHRAD. : Structures of Scoparianosides A, B, and C
- Studies on Kochiae Fructus. II. On the Saponin Constituents from the Fruit of Chinese Kochia scoparia (Chenopodiaceae) : Chemical Structures of Kochianosides I, II, III, and IV
- Studies on Alismatis Rhizoma. III. Stereostructures of New Protostane-Type Triterpenes, Alisols H, I, J-23-Acetate, K-23-Acetate, L-23-Acetate, M-23-Acetate, and N-23-Acetate, from the Dried Rhizome of Alisma orientale
- NOVEL iNDOLE S, O-BISDESMOSIDE, CALANTHOSIDE, THE PRECURSOR GLYCOSIDE OF TRYPTANTHRIN, INDIRUBIN, AND ISATIN, WITH INCREASING SKIN BLOOD FLOW PROMOTING EFFECTS, FROM TWO CALANTHE SPECIES (ORCHIDACEAE)
- Hepatoprotective and Antioxidative Properties of Salacia reticulata : Preventive Effects of Phenolic Constituents on CCl_4-Induced Liver Injury in Mice
- Medicinal Foodstuffs. XVIII. Phytoestrogens from the Aerial Part of Petroselinum crispum MILL. (PARSLEY) and Structures of 6"-Acetylapiin and a New Monoterpene Glycoside, Petroside
- Chemical Constituents from the Leaves of Hydrangea macrophylla var. thunbergii(III) : Absolute Stereostructures of Hydramacrosides A and B, Secoiridoid Glucoside Complexes with Inhibitory Activity on Histamine Release
- The Role of Thunberginol A, an Isocoumarin Constituent of Hydrangeae Dulcis Folium, on the Signal Transmission Pathway for Rat Mast Cell Degranulation
- Effects of Phyllodulcin, Hydrangenol, and Their 8-O-Glucosides, and Thunberginols A and F from Hydrangea macrophylla SERINGE var. thunbergii MAKINO on Passive Cutaneous Anaphylaxis Reaction in Rats
- Dihydroisocoumarin Constituents from the Leaves of Hydrangea macrophylla var. thunbergii (2). : Absolute Stereostructures of Hydrangenol, Thunberginol I, and Phyllodulcin Glycosides and Isomerization Reaction at the 3-Positions of Phyllodulcin and Its Gly
- Medicinal Flowers. I. Aldose Reductase Inhibitors and Three New Eudesmane-Type Sesquiterpenes, Kikkanols A, B, and C, from the Flowers of Chrysanthemum indicum L.
- Development of Bioactive Functions in Hydrangeae Dulcis Folium. VII. Immunomodulatory Activities of Thunberginol A and Related Compounds on Lymphocyte Proliferation
- Medicinal Foodstuffs. XIV. On the Bioactive Constituents of Moroheiya. (2) : New Fatty Acids, Corchorifatty Acids A, B, C, D, E, and F, from the Leaves of Corchorus olitorius L. (Tiliaceae) : Structures and Inhibitory Effect on NO Production in Mouse Peri
- Antidiabetic Principles of Natural Medicines. II. Aldose Reductase and α-Glucosidase Inhibitors from Brazilian Natural Medicine, the Leaves of Myrcia multiflora DC. (Myrtacae) : Structures of Myrciacitrins I and II and Myrciaphenones A and B
- Bioactive Constituents of Chinese Natural Medicines. IV. Rhodiolae Radix. (2). : On the Histamine Release Inhibitors from the Underground Part of Rhodiola sacra (PRAIN ex HAMET) S. H. Fu (Crassulaceae) : Chemical Structures of Rhodiocyanoside D and Sacran
- INHIBITORY MECHANISMS OF OLEANOLIC ACID 3-O-MONODESMOSIDES ON GLUCOSE ABSORPTION IN RATS
- Medicinal Foodstuffs. VI. Histamine Release Inhibitors from Kidney Bean, the Seeds of Phaseolus vulgaris L : Chemical Structures of Sandosaponins A and B
- Medicinal Foodstuffs. V. Moroheiya. (1) : Absolute Stereostructures of Corchoionosides A, B, and C, Histamine Release Inhibitors from the Leaves of Vietnamese Corchorus olitorius L. (Tiliaceae)
- Bioactive Constituents of Chinese Natural Medicines. II. Rhodiolae Radix. (1). Chemical Structures and Antiallergic Activity of Rhodiocyanosides A and B from the Underground Part of Rhodiola guadrifida (PALL.) FISCH. et MEY. (Crassulaceae)
- Medicinal Foodstuffs. XXIV.^ Chemical Constituents of the Processed Leaves of Apocynum venetum L. : Absolute Stereostructures of Apocynosides I and II
- REGIOSELECTIVE OXIDATION OF THE HYDROXYL GROUP IN POLYHYDROXYLATED TRITERPENES BY THE INDIRECT ANODIC OXIDATION METHOD
- Medicinal Foodstuffs.XXVII.^ Saponin Constituents of Gotu Kola(2) : Structures of New Ursane- and Oleanane-Type Triterpene Oligoglycosides, Centellasaponins B, C, and D, from Centella asiatica Cultivated in Sri Lanka
- Bioactive Constituents from Chinese Natural Medicines. XIV. New Glycosides of β-Carboline-Type Alkaloid, Neolignan, and Phenylpropanoid from Stellaria dichotoma L. var. lanceolata and Their Antiallergic Activities
- Medicinal Flowers. VI. : Absolute Stereostructures of Two New Flavanone Glycosides and a Phenylbutanoid Glycoside from the Flowers of Chrysanthemum indicum L. : Their Inhibitory Activities for Rat Lens Aldose Reductase
- Inhibitory Effects of Thunberginols A, B, and F on Degranulations and Releases of TNF-α and IL-4 in RBL-2H3 Cells(Pharmacognosy)
- Sesquiterpenes from Curcuma comosa
- Structures of New Sesquiterpenes from Curcuma comosa
- Activation of TRPV1 and TRPA1 by Black Pepper Components
- Bioactive Saponins and Glycosides. II. Senegae Radix. (2) : Chemical Structures, Hypoglycemic Activity, and Ethanol Absorption-Inhibitory Effect of E-Senegasaponin c, Z-Senegasaponin c, and Z-Senegins II, III, and IV
- Antidiabetic Principles of Natural Medicines. III. Structure-Related Inhibitory Activity and Action Mode of Oleanolic Acid Glycosides on Hypoglycemic Activity
- Structures of New Friedelane-and Norfriedelane-Type Triterpenes and Polyacylated Eudesmane-Type Sesquiterpene from Salacia chinensis LINN. (S. prinoides DC., Hippocrateaceae) and Radical Scavenging Activities of Principal Constituents
- Medicinal Flowers.III.^ Marigold.(1) : Hypoglycemic, Gastric Emptying Inhibitory, and Gastroprotective Principles and New Oleanane-Type Triterpene Oligoglycosides, Calendasaponins A, B, C and D, from Egyptian Calendula officinalis
- Medicinal Foodstuffs. XIX. Absolute Stereostructures of Canavalioside, a New Ent-Kaurane-Type Diterpene Glycoside, and Gladiatosides A_1,A_2,A_3,B_1,B_2,B_3,C_1,and C_2,New Acylated Flavonol Glycosides, from Sword Bean, the Seeds of Canavalia gladiata
- Medicianal Foodstuffs. XVII. Fenugreek Seed. (3) : Structures of New Furostanol-Type Steroid Saponins, Trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa, from the Seeds of Egyptian Trigonella foenum-graecum L.
- Chemical Constituents from Seeds of Panax ginseng : Structure of New Dammarane-Type Triterpene Ketone, Panaxadione, and HPLC Comparisons of Seeds and Flesh
- Bioactive Constituents from Chinese Natural Medicines. XXXIII : Inhibitors from the Seeds of Psoralea corylifolia on Production of Nitric Oxide in Lipopolysaccharide-Activated Macrophages(Pharmacognosy)
- Structures of New Monoterpenes from Thai Herbal Medicine Curcuma comosa
- Medicinal Flowers. XXII Structures of Chakasaponins V and VI, Chakanoside I, and Chakaflavonoside A from Flower Buds of Chinese Tea Plant (Camellia sinensis)
- New Triterpene Constituents, Foliasalacins A_1-A_4, B_1-B_3, and C, from the Leaves of Salacia chinensis
- Absolute Structures of New Megastigmane Glycosides, Foliasalaciosides E_1, E_2, E_3, F, G, H, and I from the Leaves of Salacia chinensis
- Effects of Constituents from the Bark of Magnolia obovata on Nitric Oxide Production in Lipopolysaccharide-Activated Macrophages
- Bioactive Saponins and Glycosides. IV. Four Methyl-Migrated 16,17-seco-Dammarane Triterpene Glycosides from Chinese Natural Medicine, Hoveniae Semen Seu Fructus, the Seeds and Fruit of Hovenia dulcis THUNB : Absolute Stereostructures and Inhibitory Activi
- SYNTHESIS AND ANTI-HYPERCHOLESTEREMIC ACTION OF CHROMAN DERIVATIVES
- Constituents with Radical Scavenging Effect from Opuntia dillenii : Structures of New α-Pyrones and Flavonol Glycoside
- Reinvestigation of Absolute Stereostructure of (-)-Rosiridol : Structures of Monoterpene Glycosides, Rosiridin, Rosiridosides A, B, and C, from Rhodiola sachalinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIX. : Monoterpene and Monoterpene Glycosides from the Roots of Rhodiola sachalinensis
- Bioactive Constituents from Chinese Natural Medicines. XXVIII. : Chemical Structures of Acyclic Alcohol Glycosides from the Roots of Rhodiola crenulata
- Medicinal Flowers. XVII. : New Dammarane-Type Triterpene Glycosides from Flower Buds of American Ginseng, Panax quinquefolium L.
- Medicinal Flowers. XVI. New Dammarane-Type Triterpene Tetraglycosides and Gastroprotective Principles from Flower Buds of Panax ginseng
- Medicinal Flowers. XV. The Structures of Noroleanane- and Oleanane-Type Triterpene Oligoglycosides with Gastroprotective and Platelet Aggregation Activities from Flower Buds of Camellia japonica
- Medicinal Flowers. XIV. New Acylated Oleanane-Type Triterpene Oligoglycosides with Antiallergic Activity from Flower Buds of Chinese Tea Plant(Camellia sinensis)
- Medicinal Flowers. XI. Structures of New Dammarane-Type Triterpene Diglycosides with Hydroperoxide Group from Flower Buds of Panax ginseng
- Bioactive Saponins and Glycosides. XXVII. Structures of New Cucurbitane-Type Triterpene Glycosides and Antiallergic Constituents from Citrullus colocynthis
- Medicinal Flowers. XII. New Spirostane-Type Steroid Saponins with Antidiabetogenic Activity from Borassus flabellifer
- Bioactive Constituents from Chinese Natural Medicines. XX. Inhibitors of Antigen-Induced Degranulation in RBL-2H3 Cells from the Seeds of Psoralea corylifolia
- Bioactive Saponins and Glycosides. XXV. Acylated Oleanane-Type Triterpene Saponins from the Seeds of Tea Plant (Camellia sinensis)
- Structures of New Cucurbitane-Type Triterpenes and Glycosides, Karavilagenins and Karavilosides, from the Dried Fruit of Momordica charantia L. in Sri Lanka
- Structures of New Flavonoids, Erycibenins D, E, and F, and NO Production Inhibitors from Erycibe expansa Originating in Thailand
- P-484 TRITERPENE SAPONINS WITH ANTI-HYPERLIPIDEMIC AND GASTROPROTECTIVE ACTIVITIES FROM TEA PLANT
- P-483 TRITERPENE-SAPONINS WITH HEPATOPROTECTIVE ACTIVITIES FROM THE FLOWER-BUDS OF PANAX NOTOGINSENG AND PANAX GINSENG
- P-482 DITERPENE-ALKALOIDS WITH LIPID METABOLISM PROMOTING ACTIVITIES FROM EGYPTIAN HERBAL MEDICINE NIGELLA SATIVA
- P-481 ROTENOIDS FROM ERYCIBE EXPANSA WITH ANTI-INVASION, ANTI-PROLIFERATION, AND DIFFERENTIATION-INDUCING ACTIVITY FOR TUMOR CELLS
- Bioactive Constituents from Chinese Natural Medicines. XVII. Constituents with Radical Scavenging Effect and New Glucosyloxybenzyl 2-Isobutylmalates from Gymnadenia conopsea
- Bioactive Saponins and Glycosides. XXIII. : Triterpene Saponins with Gastroprotective Effect from the Seeds of Camellia sinensis : Theasaponins E_3, E_4, E_5, E_6, and E_7
- Bioactive Constituents from Chinese Natural Medicines. XV. : Inhibitory Effect on Aldose Reductase and Structures of Saussureosides A and B from Saussurea medusa
- Inhibitors of Nitric Oxide Production from the Flowers of Angelica furcijuga : Structures of Hyuganosides IV and V
- Structures of New Aromatics Glycosides from a Japanese Folk Medicine, the Roots of Angelica furcijuga
- Absolute Stereostructures of Polypodane-Type Triterpenes, Myrrhanol A and Myrrhanone A, from Guggul-Gum Resin (the Resin of Balsamodendron mukul)
- Nigellamines A_3, A_4, A_5, and C, New Dolabellane-Type Diterpene Alkaloids, with Lipid Metabolism-Promoting Activities from the Egyptian Medicinal Food Black Cumin
- Bioactive Constituents from Chinese Natural Medicines. XI Inhibitors on NO Production and Degranulation in RBL-2H3 from Rubia yunnanensis : Structures of Rubianosides II, III, and IV, Rubianol-g, and Rubianthraquinone