Stichopus chloronotus

Frondoside B (9a), Cucumariosides A2-4 (9b) and A7-3 (9c), Fig. (9) as well as several triterpene glycosides isolated from the sea cucumbers Stichopus chloronotus (lOa-lOh) and Thelenota ananas (lOi, lOj), Fig. (10) contain the simple 3 (5-hydroxyholost-7-ene as the aglycone. An additional acetoxyl group in the side chain is present in compounds 10a-... 

Glycosides lOa-lOj were isolated from Stichopus chloronotus and Thelenota ananas, two sea cucumbers belonging to the order Aspidochirota [37]. 

Fig. (10). Structures of glycosides isolated from the sea cucumbers Stichopus chloronotus and Thelenota ananas...

Most of sea cucumber triterpene glycosides are tetra- or pentaglycosides. The majority of tetrasaccharides show a linear chain with the most common 3-0-Me-Glc-(l—>3)-Glc-(1 4)-Qui-(l—>2)-Xyl structure. The few disaccharides that have been isolated show a Qui-(1 2)-4-0S03Na-Xyl chain attached to C-3 of the triterpenoid aglycone. Some hexasaccharides have been isolated from sea cucumbers of the order Aspidochirota Stichopus japonica, Stichopus chloronotus, Parastichopus californius and Bohadschia bivittata [55]. They are non-sulfated glycosides with a linear 3-0-Me-Glc-(1 3)-Glc-(l- 4)-Xyl chain and a branching of a linear trisaccharide at C-2 of the xylose unit. 

Several triterpene glycosides isolated from the sea cucumbers Cucumaria frondosa, Cucumaria japonica, Stichopus chloronotus and Thelenota ananas contain the simple 3P-hydroxyholost-7-ene as the aglycone (49) [55]. Recently, three new monosulfated pentaglycosides, frondosides Ai-2 (49a) A2-3 (49b) and A2-4 (49c), Fig. (18) were isolated from the sea cucumber Cucumaria frondosa [61, 62]. 

C Acetate, 221-223°C Diacetate, 212-216°C solvent MeOH UV, IR, PMR, Mass Spec organism Stichopus chloronotus Brandt and Stichopus japonicus Selenka (Echinodermata) reference 115,238,408... 

SPECTRAL data IR, PMR, Mass Spec organism Stichopus chloronotus Brandt (Echinoder-mata)... 

Sharypov, V.F., A.D. Chumak, V.A. Stonik, and G.B. Elyakov Glycosides of Marine Invertebrates. X. The Structure of Stichoposides A and B from the Holothurian Stichopus chloronotus. Khim. Prir. Soedin. 1981, 181. 

Kitagawa, 1., Kobayashi, M., Inamoto, T., Yasuzawa, T., and Kyogoku, Y. (1981c) The stmctures of six antifungal oligoglycosides, stichlorosides Aj, A2, Bj, B2, Cj, C2 from the sea cucumber Stichopus chloronotus (Brandt). Chem. Pham. Butt., 29, 2387-2391. 

Yamada, K., Hamada, A., Kisa, F., Miyamoto, T, and Higuchi, R. (2003) Constituents of Holothuroidea. 13. Structure of neuritogenic active ganglioside molecular species from the sea cucumber Stichopus chloronotus. Chem. Pharm. Bull, 51, 46-52. 

---