Styracaster caroli

Polyoxygenated marine steroids from the deep water starfish Styracaster caroli. J. Nat. Prod., 57,1361 -73. 

Closely related to these compounds are the carolisterols A-C (331-333), which were isolated from deep-water starfish Styracaster caroli [247]. Carolisterols A-C are characterized by a polyhydroxycholanic acid moiety in which the 24-carboxylic acid function is found as an amide derivative of D-cysteinolic acid. Z)-cysteinolic acid has been found in fish, alga, and other marine organisms [248]. 

Iorizzi, M., de Riccardis, F., Minale, L., Palagiano, E., Riccio, R., Debitus C., and Duhet, D., Polyoxygenated marine steroids from the deep water starfish Styracaster caroli, J. Nat. Prod., 57, 1361, 1994. 

A. Steroidal Amines from the Starfish Styracaster caroli... 

Starfish (Styracaster caroli) were collected at a depth of 2000 m between the islands of Thio and Lifou (New Caledonia). Polar (aqueous and acetone) extracts of the starfish yielded three unique polyhydroxylated steroidal amines with an unusual 20-epicholanic skeleton, carolisterols A and B (39-41). The separation was achieved by column chromatography (Sephadex LH-20), droplet counter current chromatography, and reversed-phase HPLC (34). 

Unlike other sulfated sterols of marine origin, the AB and carolisterols (42,43) isolated from Styracaster caroli spp. have not shown any protection against the cytopathic effects of HIV-1 in NCI s primary anti-HIV screen (34). 

The last additions are the carolisterols A - C (179 -181) isolated from the starfish Styracaster caroli collected at a depth of2000 m off New Caledonia. These are a striking new addition to the large number of polyhydroxysteroids isolated from marine sources, being the first bile acid-type polyhydroxy steroids isolated from marine organisms. Asa further singolar characteristic the 24-oic function is found in all compounds as an amide derivative of D-cysteinolic acid (131). 

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