6538-02-9Relevant academic research and scientific papers
Marine and semi-synthetic hydroxysteroids as new scaffolds for pregnane X receptor modulation
Sepe, Valentina,Di Leva, Francesco Saverio,D'Amore, Claudio,Festa, Carmen,De Marino, Simona,Renga, Barbara,D'Auria, Maria Valeria,Novellino, Ettore,Limongelli, Vittorio,D'Souza, Lisette,Majik, Mahesh,Zampella, Angela,Fiorucci, Stefano
, p. 3091 - 3115 (2014/07/08)
In recent years many sterols with unusual structures and promising biological profiles have been identified from marine sources. Here we report the isolation of a series of 24-alkylated-hydroxysteroids from the soft coral Sinularia kavarattiensis, acting as pregnane X receptor (PXR) modulators. Starting from this scaffold a number of derivatives were prepared and evaluated for their ability to activate the PXR by assessing transactivation and quantifying gene expression. Our study reveals that ergost-5-en-3β-ol (4) induces PXR transactivation in HepG2 cells and stimulates the expression of the PXR target gene CYP3A4. To shed light on the molecular basis of the interaction between these ligands and PXR, we investigated, through docking simulations, the binding mechanism of the most potent compound of the series, 4, to the PXR. Our findings provide useful functional and structural information to guide further investigations and drug design.
PROCESS FOR RECOVERING STEROLS FROM A CRUDE SOURCE CONTAINING STEROL ESTERS
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Page/Page column 3, (2008/12/06)
A process of obtaining sterols suitable for human consumption from a crude wood pulping source containing sterol esters is disclosed. The sterols are obtained at high yield and purity. In particular, a process of obtaining sterols at high yield and purity from tall oil pitch (TOP) is disclosed. The sterols obtained can be esterified to sterol esters for use in dietary supplements and as additives for food and beverage products.
Marine sterols. XXI. Isolation of (24S)-3β-hydroxyergost-5-en-21-oic acid from a Sclerophytum sp. of soft coral
Kobayashi,Haribabu,Anjaneyulu
, p. 233 - 234 (2007/10/02)
The lipid extract of the Sclerophytum sp. of soft coral, collected off the coast of the Andaman and Nicobar Islands, afforded a new sterol 1a. The structure of 1a was shown to be (24S)-3β-hydroxyergost-5-en-21-oic acid, the first member of a class of mari
Steroids from the Starfish Euretaster insignis: A Novel Group of Sulphated 3β,21-Dihydroxysteroids
D'Auria, Maria V.,Finamore, Ester,Minale, Luigi,Pizza, Cosimo,Riccio, Raffaele,et al.
, p. 2277 - 2282 (2007/10/02)
The aqueous extracts of the starfish Euretaster insignis contain two groups of sterol sulphates.The more polar compounds are sulphated 3β,21-dihydroxysteroids; after solvolysis to remove the sulphate groups they were identified as (20R)-24-methylenecholestane-3β,21-diol (3a) (major), (20R)-24-methylenecholest-5-ene-3β,21-diol (3b) (minor), (20R,22E)-methylcholest-22-ene-3β,21-diol (4a) (major), (20R)-cholestane-3β,21-diol (1a) (minor), (20R,22E)-cholest-22-ene-3β,21-diol (2a) (minor), and (20R)-cholest-5-ene-3β,21-diol (1b) (minor).The less polar compouds are sterol sulphates wich are "normal" constituents of starfishes.Analysis of the free sterols mixture has revealed that it contains a low level of cholest-7-en-3β-ol (3percent of the total sterol mixtures) and C26, C27, C28, and C29 5α-steroidal alcohols.This finding, in contrast with previous results indicating the preponderance of Δ7-sterols in starfishes, could be related to the apparent absence of asterosaponins in this species.
