Photoactivatable analogues 4-6 of cholesterol (1), having their cross-linking site in the ring D sterol region, have been synthesized starting from bromotetralone 14 via enantioselective Robinson annulation to enone 13 and Suzuki carbonylative coupling to the appropriate phenylboronic acid. Each of 4-6 was shown to substitute successfully for 1 in an assay of apo A-I-induced cellular cholesterol efflux, indicating that these analogues equilibrated with 1 in all major cellular pools.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/jo060480y | DOI Listing |
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!