M. Balbinoliveros et al., A NEW MERODITERPENOID DIMER FROM AN UNDESCRIBED PHILIPPINE MARINE SPONGE OF THE GENUS STRONGYLOPHORA, Journal of natural products, 61(7), 1998, pp. 948-952
An undescribed Philippine marine sponge of the genus Strongylophora yi
elded a new meroditerpenoid-strongylophorine dimer (1) and the known m
eroditerpenoids, strongylophorine-2 (2), strongylophorine-3 (3), and s
trongylophorine-4 (4). The structures of the compounds were establishe
d on the basis of NMR spectroscopic and mass spectrometric data. The p
osition of the inter-unit linkage in the new compound was elucidated a
fter methylation and 1D H-1 NOE difference experiments. This is the fi
rst report wherein the H-1 and C-13 NMR data of the strongylophorine c
ongeners are fully and unambiguously assigned on the basis of 2D NMR s
pectroscopy. Compounds 2 and 3 exhibited slight activity against Micro
coccus luteus and Salmonella typhii, respectively. Compound 3 was acti
ve against the phytopathogenic fungus Cladosporium cucumerinum and als
o against the neonate larvae of the polyphagous pest insect Spodoptera
littoralis (EC50 of 69 [+/-0.48 (S.E.)] ppm) when incorporated into a
rtificial diet. Compound 1 was found to be the most active in the brin
e shrimp lethality test with a LC50 of 10.5 [+/-0.43 (S.E.)] mu g/mL.