Terpenoid Metabolites from Spongia spp. and Their Effects on Nucleic Acid Biosynthesis in Sea Urchin Eggs

Abstract

19-Norspongia-13(16),14-diene-3-one (1) was isolated for the first time from a natural source, along with a series of known spongiane diterpenoids (2-11) and sesquiterpene (12) from two unidentified species belonging to the genus Spongia. The effects of 1, 4, 5, 8-12 on biosynthesis of nucleic acids and embryonic development of the sea urchin Strongylocentrotus intermedius have been studied. All the compounds inhibit sea urchin embryo development at concentration of 20  g/mL and above and DNA biosynthesis at the dose of 10  g/mL. The inhibitory effect of diterpenoids at least partly may be explained by the inhibition of thymidine kinase activity.

New diterpenes from the marine sponge Spongionella sp. overcome drug resistance in prostate cancer by inhibition of P-glycoprotein

“…Briefly summarized, it is known so far, that their anti-inflammatory activity is linked to the ability to inhibit phospholipase A2, while cytotoxic apoptosis-inducing activity reported for some natural spongian diterpenes in cancer cells can be partially explained by inhibition of DNA polymerase β lyase [9][10][11] and suppression of NFκB activity 10 . This is in line with the inhibition of DNA biosynthesis reported for related molecular compounds 12 .…”

Marine natural products

“…(Suwarrow Atoll., Cook Is.). 564 The syntheses of the phospholipase A 2 inhibitory spongidines A and D (Spongia sp.) 565 were achieved, 566 as was the synthesis of the heavily rearranged spongian diterpene aplyviolene (Chelonaplysilla violacea).…”

Ti(iii)-Catalyzed, concise synthesis of marine furanospongian diterpenes

“…18 Furanoditerpenoids 2 and 3 were first isolated from the nudibranch Glossodoris atromarginata 19 and the sponge Spongia officinalis, 20 respectively, and have proved to exert a cytotoxic effect on tumor cells, 21 antiviral activity, 21 and an inhibitory effect on the development of sea-urchin embryos. 22 These terpenoids are scarce in nature, however, and harvesting their biological sources from the sea is no easy task. Within this context, chemical synthesis may provide additional supplies to facilitate their pharmacological study.…”