Triterpene Glycosides from the Roots of Codonopsis lanceolata
スポンサーリンク
概要
- 論文の詳細を見る
In the course of the development of new designer foods using the roots of Codonopsis lanceolata, we found that hot-water extracts of C. lanceolata recovered decreased testosterone levels in the blood and accelerated the restoration of reproductive dysfunction induced by hyperthermic treatment in male mice. Thus we studied the constituents of the polar fraction of the roots of C. lanceolata and identified six new triterpene saponins, lancemasides B(2), C(3), D(4), E(5), F(6), and G(7), along with the known saponin lancemasaide A(1) and phenylpropanoid glycosides 8-10. The structures of the new compounds 2-7 were determined by means of spectral data including 2D-NMR studies and chemical reactions to be oleanan-type bisdesmoside with sugars at C-3 and C-28. Compounds 2-6 have echinocystic acid as an aglycone, and compound 7 has asterogenic acid as an aglycone. Identification of the sugars and determination of their D,L-chiralities were carried out by application of the exciton chirality method to the per-O-p-bromobenzoylmethyl sugar derived from saponins.
- 社団法人日本薬学会の論文
- 2008-03-01
著者
-
Ichikawa Makoto
湧永製薬ヘルスケア研究所
-
KAWAHARA Nobuo
National Institute of Health Sciences
-
Kashimoto Naoki
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
ICHIKAWA Makoto
Healthcare Research Institute, Wakunaga Pharmaceutical Co., Ltd.
-
USHIJIMA Mitsuyasu
Healthcare Research Institute, Wakunaga Pharmaceutical Co., Ltd.
-
HAYAMA Minoru
Healthcare Research Institute, Wakunaga Pharmaceutical Co., Ltd.
-
MIZUNO Ikuko
Healthcare Research Institute, Wakunaga Pharmaceutical Co., Ltd.
-
SUMIHIRO Masanori
Healthcare Research Institute, Wakunaga Pharmaceutical Co., Ltd.
-
KOMOTO Noriko
Faculty of Life and Enviromental Sciences, Prefectural University of Hiroshima
-
SUGIZONO Yoshimi
Faculty of Life and Enviromental Sciences, Prefectural University of Hiroshima
-
NAKANE Takahisa
Showa Pharmaceutical University
-
SHIROTA Osamu
Faculty of Pharmaceutical Sciences, Kagawa Campus, Tokushima Bunri University
-
SEKITA Setsuko
Faculty of Pharmaceutical Sciences, Kagawa Campus, Tokushima Bunri University
-
KUROYANAGI Masanori
Faculty of Life and Enviromental Sciences, Prefectural University of Hiroshima
-
Kuroyanagi M
Fac. Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri Univ.
-
Mizuno Ikuko
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
Ichikawa Makoto
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
Shirota Osamu
Faculty Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri University
-
Shirota Osamu
Shiseido Research Center
-
Hayama Minoru
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
Sekita Setsuko
大阪府立公衆衛生研究所
-
Sekita S
Division Of Pharmacognosy Phytochemistry And Narcotics National Institute Of Health Sciences
-
Sekita Setsuko
National Institute Of Health Sciences
-
Sekita Setsuko
Faculty Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri University
-
Shimomae Mari
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
Nakane Takahisa
Biological Sci. Res. Lab. Lion Corp.
-
Nakane Takahisa
Showa Pharmaceutical Univ.
-
Sugizono Yoshimi
Faculty Of Life And Enviromental Sciences Prefectural University Of Hiroshima
-
Ushijima Mitsuyasu
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
Sekita Setsuko
湧永製薬ヘルスケア研究所
-
Kawahara N
National Institute Of Health Sciences
-
Kuroyanagi Masanori
Fac. Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri Univ.
-
川原 信夫
National Institute Of Health Sciences
-
Sumihiro Masanori
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
Ohta Sanae
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
-
Kuroyanagi Masanori
Faculty Of Food Culture Department Of Nutrition Kurashiki Sakuyo University
-
Kimura Mariko
Fac. Of Food Culture Dep. Of Nutrition Kurashiki Sakuyo Univ.
-
Ohta Sanae
Laboratory Of Pharmacognosy And Natural Product Chemistry Faculty Of Pharmaceutical Sciences At Kaga
-
Ichikawa Makoto
Healthcare Research Institute Wakunaga Pharmaceutical Company Ltd.
-
Sekita S
Laboratory Of Pharmacognosy And Natural Product Chemistry Faculty Of Pharmaceutical Sciences At Kaga
-
Kawahara Nobuo
Tsukuba Div. Res. Center For Medicinal Plant Resources National Inst. Of Biomedical Innovation
-
Kawahara Nobuo
National Inst. Health Sci. Tokyo Jpn
-
Sekita Setsuko
Faculty of Pharmaceutical Sciemces at Kagawa Campus, Tokushima Bunri Universiyty
-
Shirota Osamu
Faculty of Pharmaceutical Sciemces at Kagawa Campus, Tokushima Bunri Universiyty
-
Nakane Takahisa
Showa Parmaceutical University
関連論文
- In Vitro Leishmanicidal Activity of Benzophenanthridine Alkaloids from Bocconia pearcei and Related Compounds
- Production of Sesquiterpene-Type Phytoalexins by Hairy Roots of Hyoscyamus albus Co-treated with Cupper Sulfate and Methyl Jasmonate
- Enzymatic preparation of 1-O-hydroxycinnamoyl-β-D-glucoses and their application to the study of 1-O-hydroxycinnamoyl-β-D-glucose-dependent acyltransferase in anthocyanin-producing cultured cells of Daucus carota and Glehnia littoralis
- Isolation and Structural Elucidation of Cyclopentynafil and N-Octylnortadalafil Found in a Dietary Supplement
- Studies on Constituents from Chamaecyparis pisifera and Antibacterial Activity of Diterpenes
- Simultaneous determination of seven saponins in the roots of Codonopsis lanceolata by liquid chromatography-mass spectrometry
- Rapid identification of triterpenoid saponins in the roots of Codonopsis lanceolata by liquid chromatography-mass spectrometry
- Codonopsis lanceolata Ameliorate Plasma Testosterone Reduction Induced by Immobilization Stress in Middle-Aged Mice
- Codonopsis lanceolata Accelerates Recovery from the Reproductive Dysfunction Induced by Hyperthermic Treatment in Male Mice
- Triterpene Glycosides from the Roots of Codonopsis lanceolata
- Evaluation of the crude drugs by means of colorimeter. Part 6. : Correlation between the color and total polyphenol content of Geranium Herb
- Neolamarckines A and B, New Indole Alkaloids from Neolamarckia cadamba
- Identification of N-Methyl-4-(3,4-Methylenedioxyphenyl) Butan-2-Amine, Distributed as MBDB
- Leishmanicidal Active Constituents from Nepalese Medicinal Plant Tulsi (Ocimum sanctum L.)
- P-351 MOLECULAR BIOLOGICAL STUDY ON EPHEDRINE ALKALOID BIOSYNTHESIS AND TOTAL METABOLITE ANALYSIS BY METABOLOMIC APPROACH IN Ephedra PLANTS
- Study on Aquatic Fern : Terpenoids of Azolla japonica
- Fern Constituents : Triterpenoids from Adiantum capillus-veneris
- Realizing Visual Functions with the Reaction-Diffusion Mechanism
- Rearranged Lanostane Triterpenoids from Abies sachalinensis (III)
- Beyerane Derivatives and a Sesquiterpene Dimer from Japanese Cypress : Chamaecyparis obtusa
- Novel Lanostane and Rearranged Lanostane-Type Triterpenoids from Abies sachalinensis-II-
- A New Leishmanicidal Saponin from Brunfelsia grandiflora
- Two Cangorosin A Type Triterpene Dimers from Maytenus chuchuhuasca
- Nine Regioisomeric and Stereoisomeric Triterpene Dimers from Maytenus chuchuhuasca
- New Geometric and Stereoisomeric Triterpene Dimers from Maytenus chuchuhuasca
- Conformational Preferene of Cycloleonuripeptides A, B, and C, Three Proline-Rich Cyclic Nonapeptides from Leonurus heterophyllus
- Neurite Outgrowth-Promoting Active Constituents of the Japanese Cypress (Chamaecyparis obtusa)
- New Diarylheptanoids from Alnus japonica and Their Antioxidative Activity
- A guanidine derivative from seeds of Plantago asiatica
- Physicochemical quality evaluation of natural compounds isolated from crude drugs : Standard compounds for the official specification and testing method of "Processed Aconite Root" and "Powdered Processed Aconite Root" in the Japanese Pharmacopoeia
- Effect of Various Halide Salts on the Incompatibility of Cyanocobalamin and Ascorbic Acid in Aqueous Solution
- Pharmacokinetic Study of Allixin, a Phytoalexin Produced by Garlic
- HPLC Determination of (+)-Pseudoephedrine and (-)-Ephedrine in Japanese Herbal Medicines Containing Ephedra Herb Using Solid-Phase Extraction
- P-517 Leishmanicidal Constituents from Brunfelsia grandiflora
- Tumor Antigen Occurs in N-Glycan of Royal Jelly Glycoproteins : Honeybee Cells Synthesize T-Antigen Unit in N-Glycan Moiety
- Structural Features of N-Glycans Linked to Glycoproteins from Oil Palm Pollen, an Allergenic Pollen(Biochemistry & Molecular Biology)
- Purification and Characterization of 31-kDa Palm Pollen Glycoprotein (Ela g Bd 31 K), Which is Recognized by IgE from Palm Pollinosis Patients(Biochemistry & Molecular Biology)
- Malycorins A-C, New Lycopodium Alkaloids from Lycopodium phlegmaria
- Antitumor-Promoting Constituents from Chaenomeles sinensis KOEHNE and Their Activities in JB6 Mouse Epidermal Cells
- Antitumor-Promoting Constituents from Dioscorea bulbifera L. in JB6 Mouse Epidermal Cells
- ANTITUMOR SUBSTANCES FROM SOUTH AMERICAN PLANTS
- NITIDASIN, A NOVEL SESTERTERPENOID, FROM THE PERUVIAN FOLK MEDICINE "HERCAMPURI" (GENTIANELLA NITIDA)
- 350-kDa Royal Jelly Glycoprotein (Apisin), Which Stimulates Proliferation of Human Monocytes, Bears the β1-3Galactosylated N-Glycan : Analysis of the N-Glycosylation Site(Biochemistry & Molecular Biology)
- First Evidence for Occurrence of Galβ1-3GlcNAcβ1-4Man Unit in N-Glycans of Insect Glycoprotein : β1-3Gal and β1-4GlcNAc Transferases Are Involved in N-Glycan Processing of Royal Jelly Glycoproteins(Biochemistry & Molecular Biology)
- Antiviral Activity of a Hot Water Extract of Black Soybean against a Human Respiratory Illness Virus(Food & Nutrition Science)
- Occurrence of GalNAcβ1-4GlcNAc Unit in N-Glycan of Royal Jelly Glycoprotein(Biochemistry & Molecular Biology)
- Structural Features of N-Glycans Linked to Royal Jelly Glycoproteins : Structures of high-mannose type, hybrid type, and biantennary type glycans
- Novel Stereoisomeric Triterpene Dimers, Xuxuarines Aα and Aβ, from Maytenus chuchuhuasca
- Two Novel Monochlorinated Cyclic Pentapeptides, Astins D and E from Aster tataricus
- Differentiation Inducing Activities of Isocoumarins from Hydrangea Dulcis Folium
- Studies on Differentiation Inducers. VI.Lignan Derivatives from Arctium Fructus. (2)
- P-127 Leishmanicidal constituents from a Myanmar plant Cordia fragrantissima
- Two New Cucurbitacin Glucosides, Opercurins A and B, from the Brazilian Folk Medicine "Buchinha" (Luffa operculata)
- Two Novel Cucurbitacins, Neocucrbitacins A and B, from the Brazilian Folk Medicine "Buchinha" (Luffa operculata)and Their Effect on PEBP2αA and OCIF Gene Expression in a Human Osteoblast-Like Saos-2 Cell Line
- Anti-androgenic Triterpenoids from the Brazilian Medicinal Plant, Cordia multispicata
- A New Secoiridoid Glucoside, Amaronitidin, from the Peruvian Folk Medicine "Hercampuri" (Gentianella nitida)
- A Novel Sesterterpenoid, Nitiol, as a potent Enhancer of IL-2 Gene Expression in a Human T Cell Line, from the Peruvian Folk Medicine"Hercumpuri" (Gentianella nitida)
- Flavonoid glycosides and limonoids from Citrus molasses
- Biotransformation of Benzaldehyde-Type and Acetophenone-Type Derivatives by Pharbitis nil Hairy Roots
- Glucosylation of Phenolic Compounds by Pharbitis nil Hairy Roots : I. Glucosylation of Coumarin and Flavone Derivatives
- The constituents of the roots of Ampelopsis japonica
- Two Phenylpropanoid Glycosides from Neopicrorhiza scrophulariiflora
- Novel A-Seco-Rearranged Lanostane Triterpenoids from Abies sachalinensis
- Fern Constituents : Six New Triterpenoid Alcohols from Adiantum capillus-veneris
- Fern Constituents : Adiantum cuneatum. III. Four New Triterpenoids, 4,23-Bisnor-3,4-secofilic-5(24)-en-3-al, 4,23-Bisnor-3,3-dimethoxy-3,4-secofilic-5(24)-ene, 7β, 25-Epoxyfern-9(11)-en-8α-ol and 7α, 8α-Epoxyfernan-25-ol
- Fern Constituents : Adiantum cuneatum. II. Six New Triterpenoids, Neohop-18-en-12α-ol, 13-Epineohop-18-en-12α-ol, Neohop-13(18)-en-19α-ol, Fern-7-en-25-ol, Fern-9(11)-en-25-ol, and Adian-5-en-25-ol
- Fern Constituents : Adiantum cuneatum. I. Three New Triterpenoids, Glaucanol B Acetate, 7β, 25-Epoxyfern-8-ene and 25-Norfern-7-en-10β-yl Formate
- FERN CONSTITUENTS : TWO NEW SECOFILICANE TRITERPENOIDS FROM ADIANTUM CUNEATUM
- Polyprenylated Benzoylphloroglucinol-Type Derivatives Including Novel Cage Compounds from Hypericum erectum
- Molecular Characterization of the Phenylalanine Ammonia-Lyase from Ephedra sinica(Biochemistry)
- Two New Sesquiterpene Pyridine Alkaloids from Maytenus chuchuhuasca
- Bacopasides III-V : Three New Triterpenoid Glycosides from Bacopa monniera
- New Phenylethanoid Glycosides from Bacopa monniera
- Five New Triterpene Saponins, Polygalasaponins XXVIII-XXXII from the Root of Polygala japonica HOUTT.
- Studies on the Constituents of Polygala japonica HOUTT. III. Structures of Polygalasaponins XX-XXVII
- STUDIES ON DIFFERENTIATION INDUCERS FROM PLANTS
- PC84 Isolation of Differentiation Inducers from Plant Sources
- Direct determination of methamphetamine enantiomers in urine by liquid chromatography with a strong cation-exchange precolumn and phenyl-β-cyclodextrin-bonded semi-microcolumn
- Nine New Triterpene Saponins, Polygalasaponins XXXIII-XLI from the Roots of Polygala fallax HEMSL.
- Umbelliferone Released from Hairy Root Cultures of Pharbitis nil Treated with Copper Sulfate and Its Subsequent Glucosylation
- Anthocyanin-dimer synthesis in suspension-cultured cells of mutant line of carrot
- Determination of (R)-Xanthoanthrafil, a Phosphodiesterase-5 Inhibitor, in a Dietary Supplement Promoted for Sexual Enhancement
- A New Antifungal Macrolide, Eushearilide, Isolated from Eupenicillium shearii
- Salt-Adaptation of Tobacco BY2 Cells Induces Change in Glycoform of N-Glycans : Enhancement of Exo- and Endo-Glycosidase Activities by Salt-Adaptation
- Composite Constituent: Lactucenyl Acetate, a Novel Migrated Lupane Triterpenoid from Lactuca indica Revision of Structure of Tarolupenyl Acetate
- Identification of a Cannabinoid Analog as a New Type of Designer Drug in a Herbal Product(Communications to the Editor)
- Intracellular and extracellular free N-glycans produced by plant cells : occurrence of unusual plant complex-type free N-glycans in extracellular spaces
- Murine metabolism and absorption of lancemaside A, an active compound in the roots of Codonopsis lanceolata
- Aged Garlic Extract Ameliorates Physical Fatigue(Pharmacology)
- Suppressive Effect of Constituents Isolated from Kernel of Prunus armeniaca on 5 α-Androst-16-en-3-one Generated by Microbial Metabolism
- A New Acylated Flavonol Glycoside from the Leaves of Eriobotrya japonica
- Anti-Androgen Active Constituents from Dalbergia cochinchinensis PIERRE
- Evaluation of the taste of crude drug and Kampo formula by a taste-sensing system (4) : taste of Processed Aconite Root
- Three new triterpenyl esters, codonopilates A-C, isolated from Codonopsis pilosula
- P-57 STUDY ON THE CHEMICAL CONSTITUENTS OF THE HALLUCINOGENIC SAGE (SALVIA DIVINORUM)
- Seven Glycosides from Dioscorea bulbifera L.
- Seven Compounds from Dioscorea bulbifera L.(Natural Medicine Note)
- Structural Features of N-Glycans of Seaweed Glycoproteins : Predominant Occurrence of High-Mannose Type N-Glycans in Marine Plants
- Leishmanicidal Active Withanolides from a Pakistani Medicinal Plant, Withania coagulans
- Rupestines F-M, New Guaipyridine Sesquiterpene Alkaloids from Artemisia rupestris