Application of ^<13>C NMR Spectroscopy to Chemistry of Plant Glycosides : Rebaudiosides-D and -E, New Sweet Diterpene-Glucosides of Stevia rebaudiana BERTONI
スポンサーリンク
概要
- 論文の詳細を見る
From the leaves of Stevia rebaudiana BERTONI, additional two sweet glucosides, named rebaudiosides-D (4) and -E (5) were isolated. On the basis of ^<13>C NMR evidences as well as the results of chemical and enzymatic hydrolysis, the structures of 4 and 5 were assigned to be β-sophorosyl ester of steviol-13-O-[β-D-glucopyranosyl (1-2)] [β-D-glucopyranosyl-(1-3)]-β-D-glucopyranoside and β-sophorosyl ester of steviol-13-O-β-sophoroside, respectively. In connection with the structure determination, β-sophorosyl ester of ent-kaur-16-en-19-oic acid was prepared and the ^<13>C chemical shift and the coupling constant of its ester anomeric carbon were discussed. The formulation of 4 and 5 was finally substantiated by their preparation from the known compounds.
- 公益社団法人日本薬学会の論文
- 1977-12-25
著者
-
田中 治
Institute of Pharmaceutical Sciences, Hiroshima University, School of Medicine
-
山崎 和男
Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine
-
山崎 和男
Institute Of Pharmaceutical Sciences Hiroshima University School Of Medicine
-
坂本 征則
Hiroshima Prefectural Institute of Public Health
-
田中 治
Institute Of Pharmaceutical Sciences Hiroshima University School Of Medicine
関連論文
- Saponins from Chinese Medicinal Plant, Hemsleya graciliflora (Cucurbitaceae)
- TUBEIMOSIDE I, A NEW CYCLIC BISDESMOSIDE FROM CHINESE CUCURBITACEOUS FOLX MEDICINE "TU BEI MU", A TUBER OF Bolbostemma paniculatum
- 血小板凝集阻害作用を有する天然物の Screening 試験. 知母の活性成分
- Biosynthesis of Scytalone
- 23 ^C-^Cおよび^C-^2H couplingを利用した生合成研究
- Tannins and Related Compounds. CXXII. New Dimeric, Trimeric and Tetrameric Ellagitannins, Lambertianins A-D, from Rubus lambertianus SERINGE
- Saponins from Vietnamese Ginseng, Panax vietnamensis HA et GRUSHV. Collected in Central Vietnam. I
- Structures of New Terpenoid Constituents of Ganoderma lucidum (Fr.) KARST (Polyporaceae)
- The Biologically Active Constituents of Ganoderma lucidum (FR.) KARST. Histamine Release-Inhibitory Triterpenes
- ALKALOID FROM BARK OF ALBIZZIA MYRIOPHYLLA
- Saponins from Vietnamese Ginseng, Panax vietnamensis HA et GRUSHV. Collected in Central Vietnam. II
- Screening of Plant Constituents for Effect on Glucose Transport Activity in Ehrlich Ascites Tumour Cells
- Solubilization of Steviolbioside and Steviolmonoside with γ-Cyclodextrin and Its Application to Selective Syntheses of Better Sweet Glycosides from Stevioside and Rubusoside
- Labdane-Type Diterpene Glycosides From Fruits of Rubus foliolosus
- Transfructosylation of Rebaudioside A (a Sweet Glycoside of Stevial Leaves) with Microbacterium β-Fructofuranosidase
- Chemical Study on Haematoxylon campechianum : a Sweet Principle and New Dibenz[b, d]oxocin Derivatives
- Phenolic Glycosides from Nuo-Mi-Xang-Cao, a Chinese Acanthaceous Herb
- Minor Cucurbitane-Glycosides from Fruits of Siraitia grosvenori (Cucurbitaceae)
- Saponins from Leaves of Kalopanax pictus (THUNB.) NAKAI, Harigiri : Structures of Kalophanax-Saponins JLa and JLb
- Saponins from Bran of Quinoa, Chenopodium quinoa WILLD. II
- Saponins from Leaves of Kalopanax septemlobus (THUNB.) KOIDZ. : Structures of Kalopanax-saponins La, Lb and Lc
- Reticuloendothelial System-Activating Polysaccharides from Rhizomes of Panax japonicus. : I. Tochibanan-A and -B
- Paeonolの生合成
- Isolation of Inhibitors of Adenylate Cyclase from Dan-shen, the Root of Salvia miltiorrhiza
- Alanysis of Saponins of Wild Panax gineseng
- Synthetic Study of the Ginseng Sapogenins : Preparation of Dammarenediol-II and Remote Oxidation of Dammaranediols with Photoexcited Nitrobenzene Derivatives
- New Triterpene Saponins from Ilex pubescens(Organic,Chemical)
- Biosynthesis of Natural Products. III. Biosynthesis of Erythroskyrine, A Coloring Matter of Penicillium islandicum SOPP.
- 10 Ephedrineの生合成
- Studies on Plants containing Indole Alkaloids. VIII Indole Alkaloid Glycosides and Other Constituents of the Leaves of Uncaria rhynchophylla MIQ.
- Potentiation of Nerve Growth Factor-Mediated Nerve Fiber Production in Organ Cultures of Chicken Embryonic Ganglia by Ginseng Saponins : Structure-Activity Relationship
- Solubilization of Saponins of Bupleuri Radix with Ginseng Saponins : Effect of Malonyl-ginsenosides on Water Solubility of Saikosaponin-b
- Studies on the Constituents of Himalayan Ginseng, Panax pseudoginseng. I. The Structures of the Saponins. (1)
- Amides from Huajiao, Pericarps of Zanthoxylum bungeanum MAXIM.
- Inhibitors of Cyclic AMP Phosphodiesterase in Panax ginseng C. A. MEYER and Panax japonicus C. A. MEYER
- 3,4-Secolupane-Type Triterpene Glycosyl Esters from Leaves of Acanthopanax divaricatus SEEM(Pharmacognosy,Chemical)
- Saponin Composition of Rhizomes of Panax japonicus Collected in South Kyushu, Japan, and Its Significance in Oriental Traditional Medicine
- Chemical and Morphological Study on Chinese Panax japonicus C. A. MEYER (Zhujie-Shen)
- Diterpene-Glycosides of Stevia Paniculata LAG. : Structures of Aglycones
- Glycosides of the Leaves of Symplocos spp. (Symplocaceae)
- Paniculosides-I-V, Diterpene-glucosides from Stevia ovata LAG.
- Application of ^C Nuclear Magnetic Resonance Spectroscopy to Chemistry of Glycosides : Structures of Paniculosides-I, -II, -III, -IV, and -V, Diterpene Glucosides of Stevia paniculata LAG.
- Saponins from Chinese Cucurbitaneous Plants : Solubilization of Saikosaponin-a with Hemslosides Ma2 and Ma3 and Structure of Hemsloside H_1 from Hemsleya chinensis
- Glycosides from Chinese Medicinal Plant, Hemsleya panacis-scandens, and Structure-Taste Relationship of Cucurbitane Glycosides
- Saponins from Leaves of Kalopanax pictum var. maximowiczii, a Korean Medicinal Plant
- 3,4-Seco-lupane Type Triterpene Glycosyl Esters from a Korean Medicinal Plant, Acanthopanax chiisanensis (Araliaceae)
- A NEW GLYCOSYL ESTER OF A 3,4-SECO-TRITERPENE FROM KOREAN MEDICINAL PLANT, ACANTHOPANAX CHIISANENSIS (ARALIACEAE)
- Mass Spectra of Trimethylsilyl Ethers of Dammarane-Type Ginseng-Sapogenins and Their Related Compounds
- Chemical Constituents of Pericarps of Rosa davurica PALL., a Traditional Chinese Medicine
- Inhibitory Effects of Cucurbitane Triterpenoids on Epstein-Barr Virus Activation and Two-Stage Carcinogenesis of Skin Tumors
- An Additional Sweet Dihydroflavonol Glycoside from Leaves of Engelhardtia chrysolepis, a Chinese Folk Medicine, Huang-qi
- Sweet and Bitter Diterpene-Glucosides from Leaves of Rubus suavissimus
- Solubilizing Properties of Glycyrrhizin and Its Derivatives : Solubilization of Saikosaponin-a, the Saponin of Bupleuri Radix
- TANGHENOSIDES I AND II FROM CHUAN-DANGSHEN, THE ROOT OF CODONOPSIS TANGSHEN OLIV.
- Chemical Studies on Chinese Traditional Medicine, Dangshen. I. : Isolation of (Z)-3- and (E)-2-Hexenyl β-D-Glucosids
- Diterpene Glycosides from Leaves of Chinese Rubus chlngii and Fruits of R. suavissimus, and Identification of the Source Plant of the Chinese Folk Medicine "Fu-pen-zi"(Pharmacognosy,Chemical)
- Nuclear Magnetic Resonance Study on Glycosyl Esters : Glycosyl Esters of 3-O-Acetyloleanolic Acid and Octanoic Acid
- Saponins from Chinese Folk Medicine, "Liang Wang Cha," Leaves and Stems of Nothopanax delavayi, Araliaceae(Pharmacognosy,Chemical)
- Saponins of Zu-Tziseng, Rhizomes of Panax japonicus C.A. MEYER var. major (BURK.) C.Y. Wu et K.M. FENG, collected in Yunnan, China
- Sweet and Bitter Principles of the Chinese Plant Drug, Bai-Yun-Shen : Revision of the Assignment of the Source Plant and Isolation of Two New Diterpene Glycosides
- 19α-Hydroxyursane-Type Triterpene Glucosyl Esters from the Roots of Rubus suavissimus S. LEE
- SWEET AND BITTER GLYCOSIDES OF THE CHINESE PLANT DRUG, BAI-YUN-SHEN (ROOTS OF SALVIA DIGITALOIDES)
- Xanthone Glucosides of Swertia japonica MAKINO and a Related Plant : Structure of a New Glucoside, Isoswertianolin and Structure Revision of Swertianolin and Norswertianolin
- Application of High Performance Liquid Chromatography to the Analysis of Crude Drugs : Separatory Determination of Saponins of Bupleuri Radix
- Further Study on Dammarane-Type Saponins of Roots, Leaves, Flower-Buds, and Fruits of Panax ginseng C. A. MEYER
- Dammarane Type Saponins of Leaves of Panax japonicus C.A. MEYER. (2). : Saponins of the Specimens collected in Tottori-ken, Kyoto-shi, and Niigata-ken
- New Dammarane Type Saponins of Leaves of Panax japonicus C.A. MEYER. (1). Chikusetsusaponins-L_5,-L_ and -L_
- Saponins of Buds and Flowers of Panax ginseng C.A. MEYER. (1). Isolation of Ginsenosides-Rd, -Re, and -Rg_1
- Saponins of the Leaves of Panax ginseng C. A. MEYER
- Minor Diterpenes of Aralia cordata THUNB. : 17-Hydroxy-ent-kaur-15-en-19-oic Acid and Grandifloric Acid
- Application of High Performance Liquid Chromatography and Field Desorption Mass Spectroscopy to Separative Analysis of Bitter Secoiridoid Glucosides of Swertiae Herba
- Saponins from Panax pseudo-ginseng WALL. subsp. pseudo-ginseng HARA Collected at Nielamu, Tibet, China
- Saponins of Pericarps of Chinese Sapindus delavayi (Pyi-shiau-tzu), a Source of Natural Surfactants
- Chemical Evaluation of Bupleurum Species Collected in Yunnan, China
- Further Studies on Dammarane-Saponins of Sanchi-Ginseng
- Dammarane-Saponins of Sanchi-Ginseng, Roots of Panax notoginseng (BURK.) F.H. CHEN (Araliaceae) : Structures of New Saponins, Notoginsenosides-R1 and -R2,and Identification of Ginsenosides-Rg_2 and -Rh_1
- ^C Nuclear Magnetic Resonance of Lupane-Type Triterpenes, Lupeol, Betulin and Betulinic Acid
- Application of ^C NMR Spectroscopy to Chemistry of Plant Glycosides : Rebaudiosides-D and -E, New Sweet Diterpene-Glucosides of Stevia rebaudiana BERTONI
- Chemical Studies on Sweet Diterpene-Glycosides of Stevia rebaudiana : Conversion of Stevioside into Rebaudioside-A
- Application of ^C NMR Spectroscopy to Chemistry of Natural Glycosides : Rebaudioside-C, a New Sweet Diterpene Glycoside of Stevia rebaudiana
- Separation and Quantitative Analysis of Ephedra Alkaloids by Gas Chromatography and Its Application to Evaluation of Some Ephedra Species collected around Himalaya
- Studies on the Mutagenicity of Swertiae Herba. I. Identification of the Mutagenic Components
- The Structures of Platycodin A and C, Monoacetylated Saponins of the Roots of Platycodon grandiflorum A. DC.
- Saponins of Red Ginseng
- Further Studies on Dammarane-Saponins of American Ginseng, Roots of Panax quinquefolium L.
- Ginsenoside-Ra_1 and Ginsenoside-Ra_2,New Dammarane-Saponins of Ginseng Roots
- Thin-Layer Chromatographic Determination of Panaxadiol and Panaxatriol by Ultraviolet Derivatization
- Further Studies on Dammarane-Saponins of Ginseng Roots
- Saponins from Roots of Kalopanax septemlobus (THUNB.) KOIDZ., Ciqiu : Structures of Kalopanax-saponins C, D, E and F
- Saponins from Leaves of Acanthopanax senticosus HARMS., Ciwujia. II. : Structures of Ciwujianosides A_1,A_2,A_3,A_4 and D_3
- Saponins from Leaves of Acanthopanax senticosus HARMS., Ciwujia : Structures of Ciwujianosides B, C_1,C_2,C_3,C_4,D_1,D_2 and E
- Saponins of Pericarps of Sapindus mukurossi GAERTN. and Solubilization of Monodesmosides by Bisdesmosides
- Sweet Dihydroflavonol Rhamnoside from Leaves of Engelhardtia chrysolepis, a Chinese Folk Medicine, Hung-qi
- Saponins of Plants of Panax Species Collected in Central Nepal and Their Chemotaxonomical Significance. II
- Interaction of Saponin of Bupleuri Radix with Ginseng Saponin : Solubilization of Saikosaponin-a with Chikusetsusaponin V (=Ginsenoside-Ro)
- Solubilizing Properties of Saponins from Sapindus mukurossi GAERTN.
- Studies on Mutagenicity of Swertiae Herba. III. : Components Which Become Mutagenic on Nitrite Treatment
- Studies on the Mutagenicity of Swertiae Herba. II. Quantitative Analysis of Mutagenic Components by Thin Layer Chromatograph Densitometry
- High-Performance Liquid Chromatographic Analysis of Acidic Saponins of Ginseng and Related Plants
- STUDY OF RED GINSENG : NEW GLUCOSIDES AND A NOTE ON THE OCCURRENCE OF MALTOL