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DESIGN AND SYNTHESIS OF ANALOGS OF IONOMYCIN

TitleDESIGN AND SYNTHESIS OF ANALOGS OF IONOMYCIN
Publication TypeJournal Article
Year of Publication1994
AuthorsHu, TQ, Weiler, L
JournalCanadian Journal of Chemistry-Revue Canadienne De Chimie
Volume72
Pagination1500-1511
Date PublishedJun
Type of ArticleArticle
ISBN Number0008-4042
KeywordsACID, HOST-GUEST COMPLEXATION, IONOPHORE, RESOLUTION
Abstract

Based on the analysis of the crystal structure of the Ca2+ salt of ionomycin and the chemical and physical data on ionomycin, a number of ionomycin analogues have been synthesized to study the structural features affecting the Ca2+ binding and transport. Compounds 2, 3, and 4 were synthesized to study the effect of additional intramolecular oxygen coordination sites on Ca2+ transport. Compounds 5a-5d were prepared to study the effect of lipid solubility on Ca2+ binding and transport. Compounds 6a-6c were prepared to study the effect of the distance between the P-diketone and the carboxyl group on Ca2+ transport. A general synthetic route to these compounds has been developed. The key reactions in this route are the consecutive regioselective alkylations of the dianion of 2,4-pentanedione with the appropriate bromides.

URL<Go to ISI>://A1994NV30900010