Holothuria leucospilota

Fig. (8). Structures of glycosides isolated from the sea cucumbers Holothuria leucospilota and Holothuria forskalii...

The complete structure (27) of holothurin B, a saponin from the sea cucumber Holothuria leucospilota, has been established. A new sapogenin from another sea cucumber, Bohadschia vitiensis, has been assigned structure (28). Several papers dealing with the synthesis of sechellogenin (29) have appeared. Functionalization of C-18 was achieved by nitrite photolysis. 

Chemical examination of the sea cucumber Holothuria leucospilota led to the isolation of a phytosphingosine-type glucocerebroside (40) with a 2-hydroxylated fatty acid of 22 carbons and an anteiso type side chain in the base moiety (Fig. 12) [55]. The absolute configuration of the branched methyl group was determined by release of a C13 fragment of the native cere-broside and further reduction to 10-methyl dodecanol. The absolute configuration of the natural alcohol was elucidated by comparison with synthetic optically active 10-methyl dodecanol synthesized from 1,4-butanediol [56]. 

Xyl, Qui Saponins holothurin B2, holothurin B, leueospilotaside B (triterpene) Sea cucumber Holothuria leucospilota 324... 

Kitagawa, I., T. Nishino, M. Kobayashi, and Y. Kyogoku Marine Natural Products. VIII. Bioactive Triterpene-Oligoglycosides from the Sea Cucumber Holothuria leucospilota Brandt (2). Structure of Holothurin A. Chem. Pharm. Bull. (Japan) 29, 1951 (1981). 

Kitagawa, I., Sugawara, T., and Yosioka, I. (1976) Saponin and sapogenol. XV. Antifungal glycosides from the sea cucumber Holothuria leucospilota Brandt structure of holofhurin A. Chem. Pham. Butt., 29,1951-1956. 

Kitagawa, I., Nishino, T., Matsuno, T., Akutsu, H., and Kyogoku, Y. (1978a) Stmcture of holoihurin B, a biologically active triterpene-oligoglycoside from the sea cucumber Holothuria leucospilota Brandt. Tetrahedron Lett., 19, 985-988. 

Yamada, K., Matsubara, R, Kaneko, M., Miyamoto, T, and Higuchi, R. (2001) Constituents of Holothuroidea, 10. Isolation and structure of a biological active gangliosise molecular species from the sea cucumber Holothuria leucospilota. Chem. Pharm. Bull, 49, 447 52. 

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