Stelletta maxima

Fusetani N, Asai N, Matsunaga S, Honda K, Yasumuro K. (1994) Bioactive marine metabolities. 59. CyclosteUettamines A-F, pyridine alkaloids which inhibit binding of methyl quinuclidinyl benzylate (QNB) to muscarinic acetylcholine receptors, from the marine sponge, Stelletta maxima. Tetrahedron Lett 35 3967-3970. 

Cyclic dimeric 3-APs are exemplified by cyclostellettamines (53-63), Fig. (14), and dihydrocyclostellettamines (64, 65), Fig. (15). These compounds have been isolated from a different collection of sponges, Stelletta maxima (most probably from its encrusted contaminant -Haliclona ) [23], Xestospongia sp. [24], 2Lnd Pachychalina sp. [25]. 

B/S-MACROCYCLES cyclostellettamines A(38) - F(43) Stelletta maxima [30] Van Soest = Haliclona sp. Chalinidae... 

Cyclostelletamines A—F (37-42). Isolated from the sponge Stelletta maxima [38], these compounds are biogenetically related to hditoxin (35) and the polymeric 1,3-dialkyIpiridinium salts of 36. Their structures were deduced by HRFABMS and FAB-MS/MS studies. 37-42 block the binding site of Methyl Quinuclidin Benzilate (QNB) to different muscarinic receptor subtypes. In order to confirm the proposed structure, the most abundant metabolite in the sponge, cyclostelletamine C (39), was synthesized by the stepwise ring closure method via 3-(13-... 

Cyclostellettamines A-F, Pyridine Alkaloids which Inhibit Binding of Methyl Quinuclidinyl Benzilate (QNB) to Muscarinic Acetylcholine Receptors, from the Marine Sponge Stelletta maxima. Fusetani, N. Asai, N. Honda, K. and Yasumuro, K. Tetrahedron Lett, 1994, 35, 3967. 

Cyclostellettamines A-F form a homologous series of macrocydes containing two pyridinium cations separated by fatty chains of varying lengths. These derivatives were isolated from Stelletta maxima and are inhibitors of the muscarinic receptors Mi, M2, and M3 (Fusetani et al., 1994b). 

Cyclostellettamines were found in the astrophoiid sponge Stelletta maxima (see above) and ingenamines in Xestospongia ingens (see above). 

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