CONFORMATIONALLY CONSTRAINED ANALOGS OF DIACYLGLYCEROL .6. CHANGES INPK-C BINDING-AFFINITY FOR 3-O-ACYL-2-DEOXY-L-RIBONOLACTONES BEARING DIFFERENT ACYL CHAINS

Authors
MARQUEZ VE LEE JW SHARMA R TENG K WANG SM LEWIN NE BAHADOR A KAZANIETZ MG BLUMBERG PM
Citation
Ve. Marquez et al., CONFORMATIONALLY CONSTRAINED ANALOGS OF DIACYLGLYCEROL .6. CHANGES INPK-C BINDING-AFFINITY FOR 3-O-ACYL-2-DEOXY-L-RIBONOLACTONES BEARING DIFFERENT ACYL CHAINS, Bioorganic & medicinal chemistry letters, 4(2), 1994, pp. 355-360
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
4
Issue
2
Year of publication
1994
Pages
355 - 360
Database
ISI
SICI code
0960-894X(1994)4:2<355:CCAOD.>2.0.ZU;2-N
Abstract
Several 3-O-acyl-2-deoxy-L-ribonolactones with various acyl chains wer e synthesized and evaluated for their ability to compete with [H-3]pho rbol-12,13-dibutyrate in a PK-C binding assay. A parabolic correlation between log 1/K-i and log water solubility [log (WS)] revealed the im portance of branching of the acyl chain as a means to increase affinit y. As in the case of the diacylglycerols, this effect possibly is rela ted to the de-stabilization of the lipid bilayer induced by the presen ce of a ''kink'' in the modified acyl chains.