Marine Natural Products. XXXII. Absolute Configurations of C-4 of the Manoalide Family, Biologically Active Sesterterpenes from the Marine Sponge Hyrtions erecta

スポンサーリンク

概要

• 論文の詳細を見る

• Cytotoxic sesterterpenes, manoalide 25-acetals (1a, 1b), seco-manoalide (2), (E)-neomanoalide (3), (Z)-neomanoalide (4), and heteronemin (6), were isolated from the marine sponge Hyrtios erecta (collected at Amami Island, Kagoshima Prefecture, Japan) by bioassay-guided separation and the absolute configrations of these manoalide family members have been determined. Manoalide 25-acetals (1a, 1b) were shown to exhibit in vivo antitumor activity and to inhibit the DNA-relaxing activity of mouse DNA topoisomerase I and the DNA-unknotting activity of calf thymus DNA topoisomerase II.

• 社団法人日本薬学会の論文
• 1994-02-15

著者

• 北川 勲

  Faculty of Pharmaceutical Sciences, Osaka University

• 小林 資正

  Faculty of Pharmaceutical Sciences, Osaka University

• 佐々木 琢磨

  金沢大学がん研究所化学療法部

• 佐々木 琢磨

  金沢大学がん研究所

• 佐々木 琢磨

  Cancer Research Institute Kanazawa University

• 佐々木 琢磨

  金沢大学 大学院医学系研究科心肺・総合外科

• 林 浩三

  Faculty Of Pharmaceutical Sciences Osaka University

• 岡本 工

  Faculty of Pharmaceutical Sciences, Osaka University

• 横山 憲男

  Faculty of Pharmaceutical Sciences, Osaka University

• 北川 勲

  大阪大学

• 佐々木 琢磨

  金沢大 がん研

• 北川 勲

  Faculty Of Pharmaceutical Sciences Osaka University

• Kobayashi M

  Fujisawa Pharmaceutical Co. Ltd. :(peresent Address)fujisawa Research Insitute Of America Inc. North

• Kobayashi M

  Faculty Of Pharmaceutical Sciences Osaka University

• 岡本 工

  Faculty Of Pharmaceutical Sciences Osaka University

• 横山 憲男

  Faculty Of Pharmaceutical Sciences Osaka University

関連論文

• Structures of Echinoside A and B, Two Antifungal Oligoglycosides from the Sea Cucumber Actinopyga echinites (JAEGER)
• Marine Natural Products. XXIV. : The Absolute Stereostructure of Misakinolide A, a Potent Cytotoxic Dimeric Macrolide from an Okinawan Marine Sponge Theonella sp.
• Marine Natural Products. XXIII. : Three New Cytotoxic Dimeric Macrolides, Swinholides B and C and Isoswinholide A, Congeners of Swinholide A, from the Okinawan Marine Sponge Theonella swinhoei
• Marine Natural Products. XXII. : The Absolute Stereostructure of Swinholide A, a Potent Cytotoxic Dimeric Macrolide from the Okinawan Marine Sponge Theonella swinhoei
• STRUCTURE OF THEONELLAPEPTOLIDE ID, A NEW BIOACTIVE PEPTOLIDE FROM AN OKIKAWAN MARINE SPONGE, THEONELLA SP. (THEONELLIAE)
• Chemical Transformation of Terpenoids. X. Ionophoretic Activities of Macrocyclic Lactone Epoxides Synthesized from Geraniol
• Chemical Transformation of Terpenoids. IX. Ionophoretic Activities of Macrocyclic Lactone Epoxides Synthesized from E, E-Farnesol
• Syntheses of a Glycerophospholipid, C16-Platelet Activating Factor and a Palmitoyl Analogue of M-5,an Anti-inflammatory Glyceroglycolipid
• Syntheses of Two Pairs of Enantiomeric C18-Sphingosines and a Palmitoyl Analogue of Gaucher Spleen Glucocerebroside
• Marine Natural Products. XXXII. Absolute Configurations of C-4 of the Manoalide Family, Biologically Active Sesterterpenes from the Marine Sponge Hyrtions erecta
• Marine Natural Products. XXXI. Structure-Activity Correlation of a Potent Cytotoxic Dimeric Macrolide Swinholide A, from the Okinawan Marine Sponge Theonella swinhoei, and Its Isomers
• ALTOHYRTINS B AND C AND 5-DESACETYLALTOHYRTIN A, POTENT CYTOTOXIC MACROLIDE CONGENERS OF ALTOHYRTIN A, FROM THE OKINAWAN MARINE SPONGE HYRTIOS ALTUM
• Indonesian Medicinal Plants. XI. Chemical Structures of Caesaldekarins a and b, Two New Cassane-Type Furanoditerpenes from the Roots of Caesalpinia major (Fabaceae)
• A NEW METHOD FOR MEASURING IONOPHORETIC ACTIVITY USING A GLASS-CELL APPARATUS EQUIPPED WITH ARTIFICIAL MEMBRANES
• ESCINS-Ia, Ib, IIa, IIb, AND IIIa, BIOACTIVE TRITERPENE OLIGOGLYCOSIDES FROM THE SEEDS OF AESCULUS HIPPOCASTANUM L. : THEIR INHIBITORY EFFECTS ON ETHANOL ABSORPTION AND HYPOGLYCEMIC ACTIVITY ON GLUCOSE TOLERANCE TEST
• Chemical Studies of Chinese Licorice-Roots. I. Elucidation of Five New Flavonoid Constituents from the Roots of Glycyrrhiza glabra L. Collected in Xinjiang
• ABSOLUTE STEREOSTRUCTURES OF PAEONISOTHUJONE, A NOVEL SKELETAL MONOTERPENE KETONE, AND DEOXYPAEONISUFFRONE, AND ISOPAEONISUFFRAL, TWO NEW MONOTERPENES, FROM MOUTAN CORTEX
• ABSOLUTE STEREOSTRUCTURES OF PAEONISUFFRONE AND PAEONISUFFRAL, TWO NEW LABILE MONOTERPENES, FROM CHINESE MOUTAN CORTEX
• Histochemistry. VI. Tocopherols and Isoflavones in Soybeans (Glycine max MERRILL, Seeds)
• Histochemistry. V. Soyasaponins in Soybeans (Glycine max MERRILL, Seeds)
• Indonesian Medicinal Plants. X. Chemical Structures of Four New Triterpene-Glycosides, Gongganosides D, E, F, and G, and Two Secoiridoid-Glucosides from the Bark of Bhesa paniculata (Celastraceae)
• Indonesian Medicinal Plants. IX. Chemical Structures of Gongganosides A, B, and C, Three New Quinovic Acid Glycosides from the Bark of Bhesa paniculata (Celastraceae)
• Marine Natural Products. XXX. Two New 3-Keto-4-methylene Steroids, Theonellasterone and Conicasterone, and a Diels-Alder Type Dimeric Steroid Bistheonellasterone, from the Okinawan Marine Sponge Theonella swinhoei
• Marine Natural Products. XXIX. Heterosigma-glycolipids I, II, III, and IV, Four Diacylglyceroglycolipids Possessing ω3-Polyunsaturated Fatty Acid Residues, from the Raphidopycean Dinoflagellate Heterosigma akashiwo
• ARAGUSPONGINES B, C, D, E, F, G, H, AND J, NEW VASODILATIVE BIS-1-OXAQUINOLIZIDINE ALKALOIDS FROM AN OKINAWAN MARINE SPONGE, XESTOSPONGIA SP.
• Chemical Transformation of Terpenoids. VI. Syntheses of Chiral Segments, Key Building-Blocks for the Left Half of Taxane-Type Diterpenoids
• Chemical Transformation of Terpenoids. IV. Acid Treatment of (3R)-1-Vinyl-, (3R)-1-Hydroxypropenyl-, and (3R)-1-Epoxyethyl-5-methoxy-1,2,2-trimethylcyclopentane Derivatives : Ring Enlargement Reactions and Successive Migrations of Methyl Residues
• Chemical Transformation of Terpenoids. III. Syntheses of (3R)-1-Vinyl-, (3R)-1-Hydroxypropenyl-, and (3R)-1-Epoxyethyl-5-methoxy-1,2,2-trimethylcyclopentane Derivatives from d-Camphor via 5-Oxo-d-bornyl Acetate
• Chemical Transformation of Terpenoids. II. Acid Treatment of (3S)-1-Vinyl-, (3S)-1-Hydroxypropenyl-, and (3S)-1-Epoxyethyl-1,2,2-trimethylcyclopentane Derivatives : Ring Enlargement Reactions and Successive Migrations of Methyl Residues
• Chemical Transformation of Terpenoids. I. Syntheses of (3S)-1-Vinyl-, (3S)-1-Hydroxypropenyl-, and (3S)-1-Epoxyethyl-1,2,2-trimethylcyclopentane Derivatives from d-Camphor via d-Camphoric Acid
• Biogenetically Patterned Transformation of Eudesmanolide to Eremophilanolide. V. Studies on Stereochemical Factors for Favorable Conversion of 5α, 6α-Epoxy-eudesman-8β, 12-olide leading to Eremophilane-type Derivatives
• On the Constituents of Picrorhiza kurrooa. (1). The Structure of Picroside I, a Bitter Principle of the Subterranean Part
• Saponin and Sapogenol. IV. Seeds Sapogenols of Aesculus turbinata BLUME. On the Configuration of Hydroxyl Functions in Ring E of Aescigenin, Protoaescigenin, and Isoaescigenin in Relation to Barringtogenol C and Theasapogenol A
• Saponin and Sapogenol. III. Seeds Sapogenols of Thea sinensis L. (3). Theasapogenol E and Minor Sapogenols
• Saponin and Sapogenol. II. Seeds Sapogenols of Thea sinensis L. (2). Theasapogenol A
• Saponin and Sapogenol. I. Seeds Sapogenols of Thea sinensis L. (1). Barringtogenol C (=Theasapogenol B)
• Comparative Study on the Sapogenin Constituents of Five Primulaceous Plants
• On the Iridoid Constituent isolated from the Roots of Scrophularia buergeriana MIQ.
• Marine Natural Products. XXXIV. Trisindoline, a New Antibiotic Indole Trimer, Produced by a Bacterium of Vibrio sp. Separated from the Marine Sponge Hyrtios altum
• Indonesian Medicinal Plants. VI. On the Chemical Constituents of the Bark of Picrasma javanica BL. (Simaroubaceae) from Flores Island. Absolute Stereostructures of Picrajavanins A and B
• Marine Natural Products. X. Pharmacologically Active Glycolipids from the Okinawan Marine Sponge Phyllospongia foliascens (PALLAS)
• Foliaspongin, an Antiinflammatory Bishomosesterterpene from the Marine Sponge Phyllospongia foliascens (PALLAS)
• Studies on the chemical Modification of Monensin. III. Synthesis and Sodium Ion transport Activity of macrocylic Monenslamino Acid-1,29-lactones
• DEHATRINE, AN ANTIMALARIAL BISBENZYLISOQUINOLINE ALKALOID FROM THE INDONESIAN MEDICINAL PLANT BEILSCHMIEDIA MADANG, ISOLATED AS A MIXTURE OF TWO ROTATIONAL ISOMERS
• Solubilization of Saponins of Bupleuri Radix with Ginseng Saponins : Effect of Malonyl-ginsenosides on Water Solubility of Saikosaponin-b
• Indonesian Medicinal Plants. V. Chemical Structures of Calotroposides C, D, E, F, and G, Five Additional New Oxypregnane-Oligoglycosides from the Root of Calotropis gigantea (Asclepiadaceae)
• Indonesian Medicinal Plants. IV. On the Constituents of the Bark of Fagara rhetza (Rutaceae). (2). Lignan Glycosides and Two Apioglucosides
• Indonesian Medicinal Plants. III. On the Constituents of the Bark of Fagara rhetza (Rutaceae).(1) : Alkaloids, Phenylpropanoids, and Acid Amide
• Indonesian Medicinal Plants. II. Chemical Structures of Pongapinones A and B, Two New Phenylpropanoids from the Bark of Pongamia pinnata (Papilionaceae)
• Indonesian Medicinal Plants. I. Chemical Structures of Calotroposides A and B, Two New Oxypregnane-Oligoglycosides from the Root of Calotropis gigantea (Asclepiadaceae)
• Three New Oleanene Glycosides from Sophora flavescens
• GALLOYL-OXYPAEONIFLORIN, SUFFRUTICOSIDES A, B, C, AND D, FIVE NEW ANTIOXIDATIVE GLYCOSIDES, AND SUFFRUTICOSIDE E, A PAEONOL GLYCOSIDE, FROM CHINESE MOUTAN CORTEX
• Asernestioside C, a New Minor Saponin from the Roots of Astragalus ernestii COMB.; First Example of Negative Nuclear Overhauser Effect in the Saponins
• HETEROSIGMA-GLYCOLIPIDS I AND II, TWO NEW GALACTOLIPIDS CONTAINING OCTADECATETRAENOYL AND EICOSAPENTAENOYL RESIDUES, FROM A RAPHIDOPHYTE DINOFLAGELLATE HETEROSIGMA SP.
• Marine Natural Products. XX. : Bioactive Scalarane-Type Bishomosesterterpenes from the Okinawan Marine Sponge Phyllospongia foliascens
• Marine Natural Products. XIX. : Pervicosides A, B, and C, Lanostane-Type Triterpene-Oligoglycoside Sulfates from the Sea Cucumber Holothuria pervicax
• Marine Natural Products. XVIII. : Four Lanostane-Type Triterpene Oligoglycosides, Bivittosides A, B, C, and D, from the Okinawan Sea Cucumber Bohadschia bivittata MITSUKURI
• Marine Natural Products. XVII. Nephtheoxydiol, a New Cytotoxic Hydroperoxy-Germacrane Sesquiterpene, and Related Sesquiterpenoids from an Okinawan Soft Coral of Nephthea sp. (Nephtheidae)(Organic,Chemical)
• Marine Natural Products. XVI. : Structures of Five New Diterpenes from an Okinawan Soft Coral of Xenia sp. (Xeniidae)
• KERICEMBRENOLIDES A, B, C, D, AND E, FIVE NEW CYTOTOXIC CEMBRENOLIDES FROM THE OKINAWAN SOFT CORAL CLAVULARIA KOELLIKERI
• Marine Natural Products. XIV. Structures of Echinosides A and B, Antifungal Lanostane-Oligosides from the Sea Cucumber Actinopyga echinites (JAEGER)
• XENIOLONE AND ISOXENIOLONE TWO NEW DITERPENES HAVING A PERHYDROAZULENE SKELETON FROM AN OKINAWAN SOFT CORAL OF XENIA SP.
• HALENAQUINOL AND HALENAQUINOL SULFATE, PENTACYCLIC HYDROQUINONES FROM THE OKINAWAN MARINE SPONGE XESTOSPONGIA SAPRA
• CLAVUKERIN C, A NEW TRINOR-GUAIANE SESQUITERPENE HAVING A HYDROPEROXY FUNCTION, FROM THE OKINAWAN SOFT CORAL CLAVULARIA KOELLIKERI
• Marine Natural Products. XII. On the Chemical Constituents of the Okinawan Marine Sponge Hymeniacidon aldis
• CLAVUKERIN A, A NEW TRINOR-GUAIANE SESQUITERPENE FROM THE OKINAWAN SOFT CORAL CLAVULARIA KOELLIKERI
• ABSOLUTE STEREOSTRUCTURES OF CLAVIRIDENONE-A, -B, -C, AND -D FOUR PROSTANOIDS FROM THE OKINAWAN SOFT CORAL CLAVULARIA VIRIDIS
• THREE NEW ent-VALERENANE SESQUITERPENES FROM AN OKINAWAN SOFT CORAL
• Marine Natural Products. IX. Structural Elucidation of Triterpenoidal Oligoglycosides from the Bahamean Sea Cucumber Actinopyga agassizi SELENKA
• The Structures of Six Antifungal Oligoglycosides, Stichlorosides A_1,A_2,B_1,B_2,C_1,and C_2,from the Sea Cucumber Stichopus Chloronotus (BRANDT)
• Marine Natural Products. VIII. Bioactive Triterpene-Oligoglycosides from the Sea Cucumber Holothuria leucospilota BRANDT (2). Structure of Holethurin A
• Marine Natural Products. VII. Bioactive Triterpene-Oligoglycosides from the Sea Cucumber Holothuria leucospilota BRANDT (1). Structure of Holothurin B
• Lichen Triterpenoids. IV. The Structures of Leucotylic Acid and Methyl Isoleucotylate, an Acid-induced Isomer of Methyl Leucotylate
• On the Triterpenic Constituents of a Lichen, Parmelia entotheiochroa HUE.; Zeorin, Leucotylin, Leucotylic Acid, and Five New Related Triterpenoids
• Marine Natural Products. XXVI. Biologically Active Tridecapeptide Lactones from the Okinawan Marine Sponge Theonella swinhoei(Theonellidae).(2).Structures of Theonellapeptolides Ia, Ib, Ic, and Ie
• Saponin and Sapogenol. XXX. Furostanol Glycosides from Metanarthecium luteo-viride MAXIM. : Bisdesmosides of Furometagenin and Furometanarthogenin
• Saponin and Sapogenol. XXII. Structure of Spergulatriol, A New Bisnorhopane-type Genuine Sapogenol of Isoanhydrospergulatriol, from the Root of Mollugo spergula L.
• On the Constituents of Seeds of Horsfieldia iryaghedhi WARB. I
• Lichen Triterpenoids. III. The Final Conclusion on the Stereostructure of Zeorin and Its Correlation with Leucotylin. The Structure of Isoleucotylin
• Lichen Triterpenoids. II. The Stereostructure of Zeorin
• Lichen Triterpenoids. I. The Structure of Leucotylin
• Structure of a Lichen Pigment Entothein and Its Identity with Secalonic Acid A, a Major Ergot Pigment
• The Chemical Proof of Hopane Skeleton of Zeorin
• Marine Natural Products. XXXIII. Theonellapeptolide IId, a New Tridecapeptide Lactone from the Okinawan Marine Sponge Theonella swinhoei
• Formation and Hydrolysis of Enamine in Aqueous Solution
• Saponin and Sapogenol. L. On the Constituents of the Roots of Glycyrrhiza uralensis FISCHER from Xinjiang, China. Chemical Structures of Licorice-Saponin L3 and Isoliquiritin Apioside
• LICORICE-SAPONINS F3,G2,H2,J2,AND K2,FIVE NEW OLEANENE-TRITERPENE OLIGOGLYCOSIDES FROM THE ROOT OF GLYCYRRHIZA URALENSIS
• Coloring Substances of a Lichen Cetraria ornata
• Skyrin from Two Lichen Species
• Saponin and Sapogenol. XLIX. On the Constitutents of the Roots of Glycyrrhiza inflata BATALIN from Xinjiang, China. Characterization of Two Sweet Oleanane-Type Triterpene Oligoglycosides, Apioglycyrrhizin and Araboglycyrrhizin
• Saponin and Sapogenol. XLVIII. On the Constituents of the Roots of Glycyrrhiza uralensis FISCHER from Northeastern China. (2).Licorice-saponins D3,E2,F3,G2,H2,J2,and K2
• Sphingolipids and Glycerolipids. I. : Chemical Structures and Ionophoretic Activities of Soyacerebrosides I and II from Soybean
• MAMMOSIDES B AND H1,NEW IONOPHORIC RESIN-GLYCOSIDES FROM THE TUBER OF MERREMIA MAMMOSA, AN INDONESIAN FOLK MEDICINE
• APIOGLYCYRRHIZIN AND ARABOGLYCYRRHIZIN, TWO NEW SWEET OLEANENE-TYPE TRITERPENE OLIGOGLYCOSIDES FROM THE ROOT OF GLYCYRRHIZA INFLATA
• LICORICE-SAPONINS A3,B2,C2,D3,AND E2,FIVE NEW OLEANENE-TYPE TRITERPENE OLIGOGLYCOSIDES FROM CHINESE GLYCYRRHIZAE RADIX
• Soil Bacterial Hydrolysis leading to Genuine Aglycone. VII. On Monoterpenoid Glucosides of Scrophularia buergeriana MIQ. and Paeonia albiflora PALLAS
• Sphingolipids and Glycerolipids. IV. Syntheses and Ionophoretic Activities of Several Analogues of Soya-cerebroside II, a Calcium Ionophoretic Sphingoglycolipid Isolated from Soybean
• Chemical Studies on Crude Drug Processing. VIII. On the Constituents of Rehmanniae Radix. (2) : Absolute Stereostructures of Rehmaglutin C and Glutinoside Isolated from Chinese Rehmanniae Radix, the Dried Root of Rehmannia glutinosa LIBOSCH.
• Saponin and Sapogenol. XLVII.On the Constituents of the Roots of Glycyrrhiza uralensis FISCHER from Northeastern China. (1). Licorice-Saponins A3,B2,and C2
• Chemical Studies on Crude Drug Processing. VII. On the Constituents of Rehmanniae Radix. (1) : Absolute Stereostructures of Rehmaglutins A, B, and D Isolated from Chinese Rehmanniae Radix, the Dried Root of Rehmannia glutinosa LIBOSCH.

もっと見る 閉じる

スポンサーリンク