Partial synthesis of a sea cucumber ganglioside analogue from a starfish cerebroside

European Journal of Organic Chemistry

Volumn , Issue 1, 1999, Pages 145-147

  Higuchi, Ryuichi ^a   Mori, Takeshi ^b   Sugata, Tetsuji ^b   Yamada, Koji ^b   Miyamoto, Tomofumi ^b  

^a KYUSHU UNIVERSITY   (Japan)

^b NONE

Author keywords

Cerebroside; Echinoderms; Ganglioside; Natural products; Sea cucumber; Sphingolipids

Indexed keywords

4 METHOXY N METHYLENEANILINE; AMIDINE; ANILINE DERIVATIVE; NITROSOBENZENE; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY DIFFRACTION;

EID: 0032809168     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1099-0690(199901)1999:1<145::aid-ejoc145>3.0.co;2-e     Document Type: Article

References (16)

1. S. Hakomori, Y. Igarashi, J. Biochem. 1995, 118, 1091-1103.
2. [2a] M. Sugita, J. Biochem. 1979, 86, 765-772.
3. [2b] G. P. Smirnova, N. K. Kochetkov, Biochim. Biophys. Acta 1980, 618, 486-495.
4. [2c] H. Kubo, A. Irie, F. Inagaki, M. Hoshi, J. Biochem. 1990, 108, 185-192.
5. [3a] R. Higuchi, K. Inagaki, T. Natori, T. Komori, S. Kawajiri, Liebigs Ann. Chem. 1991, 1-10.
6. [3b] R. Higuchi, K. Inukai, J. X. Jhou, M. Honda, T. Komori, S. Tsuji, Y. Nagai, Liebigs Ann. Chem. 1993, 359-366.
7. [3c] R. Higuchi, S. Matsumoto, M. Fujita, T. Komori, T. Sasaki, Liebigs Ann. 1995, 545-550.
8. [4a] T. Sugata, R. Higuchi, Tetrahedron Lett. 1996, 37, 2613-2614.
9. [4b] T. Sugata, Y. Kan, Y. Nagaregawa, T. Miyamoto, R. Higuchi, J. Carbohydr. Chem. 1997, 16, 917-925.
10. K. Yamada, E. Hara, T. Miyamoto, R. Higuchi, R. Isobe, S. Honda, Eur. J. Org. Chem. 1998, 371-378.
11. [6a] Y. Kawano, R. Higuchi, R. Isobe, T. Komori, Liebigs Ann. Chem. 1988, 19-24.
12. [6b] S. Sugiyama, M. Honda, T. Komori, Liebigs Ann. Chem. 1990, 1063-1068.
13. T. Murase, H. Ishida, M. Kiso, A. Hasegawa, Carbohydr. Res. 1988, 184, c1-c4.
14. Attempted isolation of the corresponding β isomer was unsuccessful because of separation difficulties.
15. H. Paulsen, H. Tietz, Angew. Chem. Int. Ed. Engl. 1982, 21, 927-928.
16. T. Yamamoto, T. Teshima, U. Saitoh, M. Hoshi, T. Shiba, Tetrahedron Lett. 1994, 35, 2701-2704.