Synthesis of C3 heteroatom-substituted azetidinones that display potent cholesterol absorption inhibitory activity.
Published
Journal Article
The C3 phenylpropyl side chain of N-phenylazetidinones related to SCH 56524 was modified by replacing the hydroxymethylene with various isoelectronic or isosteric groups. Modifications at the 3' position led to less-active compounds; however, modifications at the 1' position provided compounds with improved cholesterol absorption inhibitory activity. An enantioselective route for the synthesis of C3 1'-sulfur-substituted azetidinones and the development of structure-activity relationships for this series of compounds are presented.
Full Text
Duke Authors
Cited Authors
- McKittrick, BA; Ma, K; Huie, K; Yumibe, N; Davis, H; Clader, JW; Czarniecki, M; McPhail, AT
Published Date
- February 1998
Published In
Volume / Issue
- 41 / 5
Start / End Page
- 752 - 759
PubMed ID
- 9513603
Pubmed Central ID
- 9513603
Electronic International Standard Serial Number (EISSN)
- 1520-4804
International Standard Serial Number (ISSN)
- 0022-2623
Digital Object Identifier (DOI)
- 10.1021/jm970676d
Language
- eng