J. Rodriguez et al., VARIATION AMONG KNOWN KALIHINOL AND NEW KALIHINENE DITERPENES FROM THE SPONGE ACANTHELLA-CAVERNOSA, Tetrahedron, 50(38), 1994, pp. 11079-11090
Seven new diterpene constituents were isolated from the sponge Acanthe
lla cavernosa investigated from Fijian locations. Their structures wer
e established based on a combination of spectroscopic data, x-ray crys
tallographic data and biogenetic arguments. These new diterpenes, of t
he kalihinane family, can be divided into the kalihinene (compounds 4
- 6) or the 6-hydroxy-kalihinene (compounds 7 - 10) frameworks. Also p
resent were three known compounds, kalihinol A (1), isokalihinol F (2)
and kalihinene (3). It is proposed that the kalihinane type diterpene
s are a chemotaxonomic marker for A, cavernosa. Its diterpenes can be
clustered into three biogenetic families based on the stereochemistry
of the decalin ring forming process. The presence of different members
of these biogenetic types might be used to chemically distinguish var
ious populations of A. cavernosa. The compounds, 1, 3 and 7 were major
constituents in both the bulk collection extracted after collection a
nd in 15 specimens held in a controlled aquaculture system for seven m
onths before extraction. A subtle chemical difference could be discern
ed among these samples based on the content of compounds 1, 3 - 5 and
7.