Pa. Searle et Tf. Molinski, SCALEMIC 12-HYDROXYAMBLIOFURAN AND 12-ACETOXYAMBLIOFURAN, 5 TETRACYCLIC FURANODITERPENES AND A FURANOSESTERTERPENE FROM SPONGIA SP, Tetrahedron, 50(33), 1994, pp. 9893-9908
Eight new compounds were isolated from a Western Australian sponge Spo
ngia sp., including 12-hydroxyambliofuran (5), its acetate ester 6, fi
ve new tetracyclic diterpenes 7 - 11 and the epoxyfuranosesterterpene
carboxylic acid 12. Compounds 5 and 6, each isolated as a 3:1 mixture
of enantiomers as determined by a modified Mosher's ester method and c
hiral lanthanide NMR shift studies, are rare examples of scalemic mari
ne natural products.