Ea. Jareserijman et al., CRUCIGASTERINS, NEW POLYUNSATURATED AMINO-ALCOHOLS FROM THE MEDITERRANEAN TUNICATE PSEUDODISTOMA-CRUCIGASTER, Journal of organic chemistry, 58(21), 1993, pp. 5732-5737
Crucigasterins 277, 275, and 225, three new polyunsaturated amino alco
hols, 10-12, were isolated from the Mediterranean tunicate Pseudodisto
ma crucigaster. The structures of these compounds were assigned based
on NMR and FABMS data. Absolute stereochemistry of the amino alcohol p
ortion in 10 was assigned to be 2R,3S based on chiral GC comparison of
3-hydroxy-4-aminopentanoic acid 13d, a chemical degradation product o
f 10, with a synthetic sample prepared from L-alanine. Compounds 10-12
exhibited moderate cytotoxicity and antimicrobial activity.