Four New Trihydroxylated Sterols from the Sponge Spongionella gracilis

Stimulative Effects of (22E,24R)-Ergosta-7,22-diene-3.BETA.,5.ALPHA.,6.BETA.-triol from Fruiting Bodies of Tricholoma auratum, on a Mouse Osteoblastic Cell Line, MC3T3-E1.

“…The compound was identified by comparison of its physical data with those reported previously 9,10) and direct comparison with 1 H-, 13 C-NMR spectra of the authentic compound kindly provided by Dr. M. Kobayashi (Hokkaido University). 11,12) Induction of ALP Activity by 1-6 Aliquots of 1 ml of MC3T3-E1 cells (1ϫ10 4 cells/ml) were incubated with 0.1-10 mM of 1-6 for 96 h. After incubation, the cells were washed twice with PBS, scraped off the dishes in 20 mM Tris-HCl buffer, pH 7.6, containing 0.1% Triton X-100 (600 ml) and stored for 30 min at 4°C.…”

Cytotoxic Metabolites from the Wood-Decayed Fungus Xylaria sp. BCC 9653

“…3) We describe herein the isolation and structural elucidation of one new methyl benzoate derivative (1), along with eleven known compounds, cytochalasin D (2), 4,5) desacetylcytochalasin D (3), 6) cytochalasin O (4), 5) (R)-(Ϫ)-mellein methyl ether (5), 7) 5-carboxymellein (6), 8,9) (R)-(Ϫ)-5-hydroxymellein (7), 10,11) 4-quinolinecarbonitrile (8), 12) 4-quinolinecarboxaldehyde oxime (9), 13) cyclo(L-Pro-L-Tyr) (10), 14,15) cerevisterol (11), 16) and uracil (12) (2) displayed higher toxicity than the standard drug, ellipticine. The remaining compounds were non-cytotoxic at the concentration of 50 mg/ml.…”

New polyhydroxylated steroids from the marine pulmonate Trimusculus peruvianus

“…The rather high-field position of H 3 -18 methyl resonance at δ 0.56, relative to the corresponding methyl group (δ 0.71) of 1, is in good agreement 8 with a ∆ 7 -rather than a ∆ 5 -sterol suggesting, at first glance, that the ∆ 7 (8) -3β,5α,6β-triol nucleus, common in marine invertebrates, 9 may be present in 2. Assuming that those are really the relative positions of these functionalities, the hydroxyl group at C-3 must possesses an α-stereochemistry in virtue of the chemical shift and the small coupling constants (J = 5.5 Hz) of H-3 with the adjacent methylene protons ( Table 2).…”

“…MS spectra has been a useful tool in steroidal structures elucidation. For example, in a series of eight ∆ 7 (8) -3β,5α,6β-trihydroxysterols, isolated from a sponge, 8 the molecular ion was absent. However, the presence in the MS spectrum of each compound of fragment B peak at m/z 287, which illustrated characteristic losses of water and side-chain, allowed to determine the gross steroidal nucleus.…”