CaRLO — Cancer Research Library Online

1

Electronic Resource

Biologically active glycosides from asteroidea, XXXII. Glycosphingolipids from the starfish Astropecten latespinosus, 2. Structure of two new ganglioside molecular species and biological activity of the ganglioside (1995)

Higuchi, Ryuichi ; Matsumoto, Shuji ; Fujita, Masanori ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1995 (1995), S. 545-550

add to mindlist on the mindlist

Details

ISSN: 0947-3440

Keywords: Glycosphingolipids ; Gangliosides ; Starfish ; Astropecten latespinosus ; Antitumor activity ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Two ganglioside molecular species [LG-1 (1) and LG-2 (5)] have been obtained from the water-soluble lipid fraction of the chloroform/methanol extract of the starfish Astropecten latespinosus. On the basis of chemical and spectroscopic findings, the structure of 1 and 5 have been elucidated. They are new ganglioside molecular species. Negative FAB mass spectrometry provided important information both on the structure of the sugar moiety and on the molecular mass of the gangliosides. Partial hydrolysis by hot water has proved useful for structure elucidation of the complex oligosaccharide moieties. In addition, the major ganglioside molecular species, LG-2 (5), shows antitumor activity against murine lymphoma L1210 cells in vitro.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199519950374

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

Fulltext

2

Electronic Resource

Isolation and Structure of a GM3-Type Ganglioside Molecular Species (1999)

Kawatake, Satoshi ; Inagaki, Masanori ; Miyamoto, Tomofumi ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 765-769

add to mindlist on the mindlist

Details

ISSN: 1434-193X

Keywords: Glycosphingolipids ; Ganglioside ; GM3 ; Starfish ; Luidia maculata ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: -A ganglioside molecular species, LMG-2 (1), has been obtained from the water-soluble lipid fraction of the chloroform/methanol extract of the starfish Luidia maculata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. 1 is a ganglioside molecular species of starfish resembling the mammalian ganglioside GM3. In addition, 1 shows neuritogenic activity toward the rat pheochromocytoma cell line PC-12 cell.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

3

Electronic Resource

Isolation and Structure of a New Ganglioside Molecular Species (1999)

Inagaki, Masanori ; Isobe, Ryuichi ; Higuchi, Ryuichi

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 771-774

add to mindlist on the mindlist

Details

ISSN: 1434-193X

Keywords: Natural products ; Glycosphingolipids ; Gangliosides ; Starfish ; Linckialaevigata ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: -A ganglioside molecular species [LLG-3 (1)] has been obtained from the water-soluble lipid fraction of the CHCl3/MeOH extract of the starfish Linckialaevigata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative-ion FABMS provided important information concerning both the structure of the sugar moiety and the molecular mass of the ganglioside. On the other hand, positive-ion FABMS/MS of [M + Na]+ ions obtained in the positive-ion FABMS of the ceramide lactoside (4) derived from 1 indicated the structure of the fatty acid chain of the ceramide moiety. 1 represents a new ganglioside molecular species possessing a 2→11-linked tandem-type disialosyl moiety.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

4

Electronic Resource

Biologically Active Glycosides from Asteroidea, 37. Glycosphingolipids from the Starfish Luidia maculata, 1 Structure of A New Sulfatide Molecular Species (1997)

Kawatake, Satoshi ; Inagaki, Masanori ; Isobe, Ryuichi ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1997 (1997), S. 1797-1800

add to mindlist on the mindlist

Details

ISSN: 0947-3440

Keywords: Glycosphingolipids ; Sulfatide ; Starfish ; Luidia maculata ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: A sulfatide molecular species [LMG-1 (1)] have been obtained from the water soluble lipid fraction of the chloroform/methanol extract of the starfish Luidia maculata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative FAB mass spectrometry provided important information both on the structure of the sugar moiety and on the molecular mass of the sulfatide. 1 is, to the authors' knowledge, new sulfatide molecular species and first sulfatide obtained from starfish. In addition, 1 shows neuritogenic activity toward the rat pheochromocytoma cell line, PC-12 cell.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199719970826

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

Fulltext

5

Electronic Resource

Isolation and Structure of Biologically Active Gangliosides from the Sea Cucumber Holothuria pervicax (1998)

Yamada, Koji ; Harada, Yasuo ; Nagaregawa, Yoshiteru ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1998 (1998), S. 2519-2525

add to mindlist on the mindlist

Details

ISSN: 1434-193X

Keywords: Glycosphingolipids ; Gangliosides ; Sea cucumber ; Holothuria pervicax ; Neuritogenic activity ; Natural products ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Three ganglioside molecular species, HPG-8, HPG-3, and HPG-1, have been obtained from the polar fraction of the chloroform/methanol extract of the sea cucumber Holothuriapervicax. The structures of these gangliosides have been determined on the basis of chemical and spectroscopic evidence. They represent new ganglioside molecular species. HPG-8 is a sulfated monosialo-ganglioside, while HPG-3 and HPG-1 are disialo-gangliosides possessing 2→4-linked tandem-type disialosyl moieties. These three gangliosides qualitative neuritogenic activity toward the rat pheochromocytoma cell line, PC-12 cells.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

6

Electronic Resource

Biologically active glycosides from asteroidea, XIX. Glycosphingolipids from the starfish Acanthaster planci 4. Isolation and structure of five new gangliosides (1990)

Kawano, Yasuhiro ; Higuchi, Ryuichi ; Komori, Tetsuya

Weinheim : Wiley-Blackwell

Liebigs Annalen 1990 (1990), S. 43-50

add to mindlist on the mindlist

Details

ISSN: 0170-2041

Keywords: Glycosphingolipids ; Gangliosides ; Acanthagangliosides ; Starfishes ; Acanthaster planci ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Five new gangliosides - acanthaganglioside A (1), B (2), C (3), D (4) and E (5) - were purified from the water-soluble lipid fraction of the chloroform/methanol extract of the starfish Acanthaster planci. Based on chemical and spectroscopic data, the structures of 1-5 were elucidated. The gangliosides consist of one homogeneous long-chain base, five or six sugars and different fatty acids. Reversed-phase HPLC using methanol/ammonia/water as solvent was effective in isolating these gangliosides, showing the very close similarity in their structures. Negative FAB mass spectrometry provided important information both on the structure of the sugar moiety and on the molecular mass of the gangliosides. Partial hydrolysis by hot pyridine/water or hot water was useful for structure elucidation of the complex oligosaccharide moieties.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199019900107

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

Fulltext

7

Electronic Resource

Biologically active glycosides from asteroidea, XXII. Glycosphingolipids from the starfish Astropecten latespinosus, I. Structures of three new cerebrosides, astrocerebroside A, B, and C and of related nearly homogeneous cerebrosides (1990)

Higuchi, Ryuichi ; Kagoshima, Masahiko ; Komori, Tetsuya

Weinheim : Wiley-Blackwell

Liebigs Annalen 1990 (1990), S. 659-663

add to mindlist on the mindlist

Details

ISSN: 0170-2041

Keywords: Glycosphingolipids ; Cerebrosides ; Astrocerebroside A, B and C ; Starfishes ; Astropecten latespinosus ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: By means of the high-performance liquid chromatography (HPLC), three new cerebrosides (ceramide monohexosides), as-trocerebroside A (8), B (10), and C (18), together with a known cerebroside, acanthacerebroside A (17), were isolated from a molecular species of cerebroside obtained from the less polar fraction of the chloroform/methanol extract of the starfish Astropecten latespinosus. On the basis of chemical and spectral evidences, their structures were determined. The structures of the nearly homogeneous cerebrosides, which appeared to be pure from HPLC and negative FAB mass spectrum, were also described.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.1990199001125

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

Fulltext

8

Electronic Resource

Biologically active glycosides from asteroidea, XXVIII. Glycosphingolipids from the starfish Asterias amurensis versicolor Sladen, 1. Isolation and structure of six new cerebrosides, asteriacerebrosides A—F, and two known cerebrosides, astrocerebroside A and acanthacerebroside C (1991)

Higuchi, Ryuichi ; Jhou, Jian Xin ; Inukai, Kazuyoshi ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1991 (1991), S. 745-752

add to mindlist on the mindlist

Details

ISSN: 0170-2041

Keywords: Glycosphingolipids ; Cerebrosides ; Asteriacerebroside A—F ; Starfishes ; Asterias amurensis versicolor Sladen ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Six new cerebrosides, asteriacerebroside A (1), B (2), C (3), D (4), E (7) and F (8), have been isolated from the two cerebroside molecular species obtained from the less polar fraction of the chloroform/methanol extract of the starfish Asterias amurensis versicolor Sladen. The structures of these cerebrosides have been determined on the basis of chemical and spectroscopic evidences. Two known cerebrosides, astrocerebroside A (5) and acanthacerebroside C (6), have also been isolated and characterized. Reversed- and normal-phase HPLC were effective in isolating these cerebrosides, showing the very close similarity in their structures. Mass spectrometry of dimethyl disulfide derivatives of the cerebrosides was useful for the determination of the double-bond position in the cerebrosides.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.1991199101128

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

Fulltext

9

Electronic Resource

Constituents of holothuroideae, IV. Isolation and structure of three new cerebrosides, CE-2b, CE-2c and CE-2d, from the sea cucumber Cucumaria echinata (1994)

Higuchi, Ryuichi ; Inagaki, Masanori ; Togawa, Kenichi ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1994 (1994), S. 79-81

add to mindlist on the mindlist

Details

ISSN: 0170-2041

Keywords: Glycosphingolipids ; Cerebrosides ; Sea Cucumber ; Cucumaria echinata ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Three new sphingosine-type glucocerebrosides, CE-2b (1), CE-2c (2) and CE-2d (3), were isolated by means of highperformance liquid chromatography (HPLC) from a cerebroside molecular species (CE-2) which was obtained from the less polar fraction of the methanol extract of the sea cucumber Cucumaria echinata. The structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidences.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199419940114

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

Fulltext

10

Electronic Resource

Constituents of Holothuroideae, V. Isolation and Structure of Cerebrosides from the Sea Cucumber Pentacta australis (1994)

Higuchi, Ryuichi ; Inagaki, Masanori ; Togawa, Kenichi ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1994 (1994), S. 653-658

add to mindlist on the mindlist

Details

ISSN: 0170-2041

Keywords: Glycosphingolipids ; Cerebrosides ; Sea Cucumber ; Pentacta australis ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Four new cerebrosides, PA-0-1, PA-0-5, PA-2-5 and PA-2-6, were isolated from the two cerebroside mixtures, PA-0 and PA-2, obtained from the less polar fraction of the methanol extract of the sea cucumber Pentacta australis. The structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidence. Another cerebroside, PA-1-4, isolated in a pure state from a different cerebroside mixture PA-1, was found to be identical with the known glucocerebroside CE-2c obtained from the related sea cucumber Cucumaria echinata of the same family. Reversed-phase HPLC was effective in isolating these cerebrosides, showing the very close similarity of their structures. An analysis of the mass spectrum of the dimethyl disulfide derivatives of cerebrosides was also useful for the determination of the double-bond position in the sea cucumber cerebroside.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199419940703

Permalink

Signatur	Availability

Others were also interested in ...

Paper (German National Licenses)

Fulltext