Pregnane-10 2-Carbolactones from a Hawaiian Marine Sponge in the Genus Myrmekioderma

摘要

Four new pregnanes, 3β,4β -dihydroxy-17-methyl-17α-pregna-5,13-diene-10,2-carbolactone (>1), 6β -chloro-3β -hydroxy-17-methyl-17α-pregna-4,13-diene-10,2-carbolactone (>2), 3β -hydroxy-6β -methoxy-17-methyl-17α-pregna-4,13-diene-10,2-carbolactone (>3) and 3β,6β -dihydroxy-17-methyl-17α-pregna-4,13-diene-10,2-carbolactone (>4), were isolated from an undescribed species of Myrmekioderma Ehlers (Order Axinellida Lévi, Family Heteroxyidae Dendy) along with the known pregnane carbolactone (>5). The structures of the new compounds were determined by spectroscopic methods and comparison with previously described compounds. Compound >5 showed almost four-fold activation of pregnane X receptor (PXR) while >2 inhibited BACE1 with an IC50 value of 82 μM.