Bioorganic and Medicinal Chemistry p. 1493 - 1513 (1996)
Update date:2022-08-03
Topics:
Wilde, Richard G.
Billheimer, Jeffrey T.
Germain, Sandie J.
Hausner, Elizabeth A.
Meunier, Paul C.
Munzer, Deborah A.
Stoltenborg, Janet K.
Gillies, Peter J.
Burcham, Deborah L.
Huang, Shiew-Mai
Klaczkiewicz, John D.
Ko, Soo S.
Wexler, Ruth R.
Acyl-CoA:cholesterol acyltransferase (ACAT) is the enzyme largely responsible for intracellular cholesteror esterification. A systemic inhibitor of ACAT is believed to be able to slow or even reverse the atherosclerotic process. Towards that goal, a series of cyclic sulfides, derived from the hetero-Diels-Alder reaction of thioaldehydes with 1,3-dienes, and bearing carboxamide substituents, were prepared and evaluated for in vitro (in several tissues and species) and ex vivo ACAT inhibition. Minor changes in subsequent structure were found to have a significant effect in optimization of the biological activity of this series of compounds.
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(2003)Doi:10.1039/c39930001406
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(1996)