The sponge Cacospongia scalaris from Tarifa Island, Spain, contains in
addition to five known compounds (1-5), the new scalarane sestertepen
es 18-epi-scalaradial (6), 19-dihydroscalaradial (7), 12-epi-acetylsca
larolide (8), and 16-acetylfuroscalarol (9) together with three uncomm
on norscalaranes norscalaral A (10), norscalaral B (11), and norscalar
al C (12). The structures were elucidated by interpretation of spectra
l data. 18-epi-Scalaradial (6) represents the missing, stereoisomer on
structure-activity studies carried out with compounds of this series
and did not react with methylamine. The new compounds isolated from C.
scalaris showed significant in vitro cytotoxicity against five tumor
cell lines with 18-epi-scalaradial showing the greatest activity (ED(5
0) = 0.2 mu g/mL).