1,2,3,4-TETRAHYDRO-8-HYDROXYMANZAMINES, ALKALOIDS FROM 2 DIFFERENT HAPLOSCLERID SPONGES

The isolation and characterization of two new sponge alkaloids, 1,2,3, 4-tetrahydro-8-hydroxymanzamine A (3), is described. These compounds w ere obtained from Papua New Guinea sponges of the genera Petrosia and Cribochalina, which are in different families of the order Haploscleri da. These new manzamines are close in structure to 8-hydroxymanzamine (4) recently reported from Pachypellina, a Haplosclerid sponge belongi ng to a different family than that of the two preceding sponges. The c ytotoxicity of 2 is described and the biogenetic relationship of 2 or 3 to manzamine A (1) and to nine other related polycyclic diamine and one monoamine type alkaloids is described.