Culcita novaeguineae

The absolute stereochemistries for both compounds were determined by CD analysis of the p-bromobenzoate derivatives. Two other eicosanoids were also isolated from whole animals [198], The trihydroxylated oxylipin 8jR,11S,12R-trihydroxyeicosa-5Z,9 ,14Z,17Z-tetraenoic acid (trioxilin A4,150) was detected in, or isolated from, five starfish species P. miniata, Dermasterias imbricata, Pycnopodia helianthoides, Culcita novaeguinea, and Nardoa tubercolata. Its structure was determined by H and 13C NMR and FAB-MS analyses of the natural product and of an acetonide derivative. The co6 analog of this compound (151) was isolated only from P. helianthoides. The relative stereochemistry in these metabolites (150, 151) was established from a comparison of NMR shifts with malyngic acid, a trihydroxylated C18 compound isolated from Lyngbya majuscula, while the absolute stereochemistry was proposed on the basis of the earlier isolation of 8R-HETE from P. miniata. 

Further analysis of the n-BuOH extract of Culcita novaeguineae resulted in the isolation of three new bioactive asterosaponins. Fig. (5) [32]. Compounds 12-14 possessed the same pentasaccharide moiety... 

Fig. (4). Structures of asterosaponins with a 22,23-epoxide in the side chain isolated from the starfish Culcita novaeguineae...

Rathbuniosides Ri (15) and R2 (16) as well as six related diglycosides (Structures 17-22, Fig. (7) and (8)) isolated from the starfishes Mediaster murrayi [37], Ceramaster patagonicus [38] and Culcita novaeguineae [39] showed inhibition of cell division of the fertilized eggs of the sea urchin Strongylocentrotus intermedins as well as hemolytic activity [40]. 

Fig. (8). Culcitosides C2 and C3 from Culcita novaeguineae and Ceramasterosides C2 and C3 from Ceramaster patagonicus...

In the last five years only a few examples of asterosaponins have been published in the literature. These include new pentaglycosides from the starfishes Labidiaster annulatus, Luidia quinaria, Psilaster cassiope and Culcita novaeguineae, together with three new hexaglycosides from the Patagonian starfish Anasterias minuta. Cytotoxie and antifungal activities were reported for some of these saponins as well as structure-activity... 

A reinvestigation of the polar extractives from starfish Culcita novaeguineae (120) has led to the isolation of eleven polyhydroxysteroid glycosides and five polyhydroxysteroids (Fig. 13). One of them has been identified as culcitoside (128), previously isolated from the same organism by Kicha... 

A phytosphingosine-type galactocerebrosides mixture (12) with nonhy-droxylated and hydroxylated fatty acyl moieties (Fig. 8) was isolated from the starfish Culcita novaeguineae [49]. This was the second report of galactocerebrosides in echinoderms, being the first that of the starfish Stellaster equestris [50]. 

Culcitoside C7 (= Validoside A) Culcita novaeguineae, Odontaster valid us 3-OH H a-0S03Na H 3-OH 3-OH H SC-110 lorizzi et al., 1991 Vasquez et a/., 1993b... 

Other C20 polyunsaturated acids, regarded as oxylipins, have been isolated from several spedes, such as Culcita novaeguineae, Dermasterias imhricata, Nardoa tuberculata, Patiria miniata, and Pycnopodia helianthoides (D Auria et al, 1988 Bruno et al., 1992 Gerwick, Nagle, and Proteau, 1993). 

Inagaki, M., Nakata, T., and Higuchi, R. (2006b) Isolation and stmcture of a galadocerebroside molecular spedes from the starfrsh Culcita novaeguineae. Chem. Pharm. Bull., 54, 260—261. 

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