ChemInform Abstract: SYNTHESIS OF ORALLY ACTIVE CARDIOSTEROID DERIVATIVES

Abstract

Das aus dem Steroidalkohol Hellebrigcnin (I) mit Chloracctylchlorid (II) zugängliche α‐Chloroucctat (III) läßt sich mit dem Dimethylmorpholin (IV) zum Morpholinoacctat (V) umsetzen, mit den Carbonsäurechloriden (VIa) bzw. Anhydridcn (VIa) werden die Ester (VII) erhalten.

Effect of Novel 7β-Derivatives of Forskolin upon Human Platelet Adenylate Cyclase System

“…We therefore prepared various new compounds: Compounds 4and 7 are more hydrophilic due to the substitution by a glyceryl or a pyranosyl residue. Compound 5 was constructed in view of the demonstration with cardiotonic steroids that the dimethylacryloylester derivative was as potent as the hellebrigenine heterosids (11). Our results showed that none of the derivatives were more active than forskolin.…”

“…To a solution of 2 (18 mg) in anhydrous CH2CI2 (2 ml) was added freshly distilled dimethylacryloyl chloride (0.02 ml). The solution was refluxed under N2 for 1.5 hour and allowed to stand at room temperature for 4 hours (11). The solution was then diluted with CH2CI2 (10 ml) washed with a saturated NaHCO3 solution (3 x 10 ml) and with water (10 ml).…”

Steroids: reactions and partial syntheses

“…All were highly active, and the dimethylacrylate appeared to have a better therapeutic index than conventional cardiac glycosides. 208 The furan (162) and the butenolide (163)…”