Trifluoromethyl ketones derived from squalene: inhibition of the cholesterol biosynthesis in HepG2 cells

Authors
Benayoud, F Abouabdellah, A Richard, C Bonnet-Delpon, D Begue, JP Levasseur, D Boutaud, O Schuber, F
Citation
F. Benayoud et al., Trifluoromethyl ketones derived from squalene: inhibition of the cholesterol biosynthesis in HepG2 cells, TETRAHEDR L, 41(33), 2000, pp. 6367-6370
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
33
Year of publication
2000
Pages
6367 - 6370
Database
ISI
SICI code
0040-4039(20000812)41:33<6367:TKDFSI>2.0.ZU;2-T
Abstract
Trifluoromethyl ketones 1 and 2, have been prepared from trisnorsqualene al dehyde 3. These compounds and their corresponding alcohols 4 and 7 have bee n found to be good inhibitors of the biosynthesis of cholesterol in HepG2 c ells. The inhibition is correlated with a decrease of the HMG-CoA reductase activity, probably resulting from the transformation of the fluorinated co mpounds into their corresponding oxysterols which could act as repressors o f that enzyme. (C) 2000 Elsevier Science Ltd. All rights reserved.