Abstract
The free sterol fractions from marine sponges Darwinella australiensis, Haliclona sp ., Agelas mauritiana, Clathria major, Didiscus aceratus and Teichaxinella labirintica from Western Australia were isolated and studied by HPLC, GLC, GLC-MS, and NMR methods. D. australiensis contained Δ 7-, Δ 5-, Δ 5,7-, Δ 5,7,9(11)-sterols, and cholest-7-en-3β-ol was shown to be a main sterol. The free sterols from A. mauritiana proved to be stanols and Δ 7-series compounds, chondrillasterol was identified as a predominant constituent. Haliclona sp . contained Δ 5-sterols with cholesterol as a main constituent. C. major and D. aceratus contained Δ 5-sterols, and clionasterol was shown to be a main sterol. T. labirintica was shown to contain 3β-hydroxymethyl-A-nor-sterols. Absolute configurations at C-24 of major sterols from C. major, D. aceratus and A. mauritiana were established by NMR method. Distribution of different sterols in the studied species was discussed to provide additional viewpoint on the probable application of these natural products as chemotaxonomic markers and to understand biological roles of unusual sterols in sponges using an idea of so-called biochemical coordination.
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