Synthesis and acetylcholinesterase inhibitory activity of 2β,3α-disulfoxy-5α-cholestan-6-one.

Authors :: Richmond V
Garrido Santos GA
Murray AP
Maier MS
Source :: Steroids [Steroids] 2011 Sep-Oct; Vol. 76 (10-11), pp. 1160-5. Date of Electronic Publication: 2011 May 27.
Publication Year :: 2011
Abstract: Disodium 2β,3α-dihydroxy-5α-cholestan-6-one disulfate (8) has been synthesized using cholesterol (1) as starting material. Sulfation was performed using trimethylamine-sulfur trioxide complex in dimethylformamide as the sulfating agent. The acetylcholinesterase inhibitory activity of compound 8 was evaluated and compared to that of disodium 2β,3α-dihydroxy-5α-cholestane disulfate (10) and diols 7 and 9. Compounds 8 and 10 were active with IC(50) values of 14.59 and 59.65 μM, respectively. Diols 7 and 9 showed no inhibitory activity (IC(50)>500 μM).<br /> (Copyright © 2011 Elsevier Inc. All rights reserved.)

Subjects :: Enzyme Activation drug effects
Kinetics
Magnetic Resonance Spectroscopy
Steroids chemistry
Acetylcholinesterase metabolism
Steroids chemical synthesis
Steroids pharmacology

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