title: Gliotoxin analogues as inhibitors of reverse transcriptase. 1. Effect of lipophilicity.
abstract: The reaction scheme, developed for the synthesis of the gliotoxin analogue 2, was found to be of general applicability for analogues with varying substituents at N(1) and C(2). Analogues 11b-g prepared by this method are inhibitors of reverse transcriptase (RNA-directed DNA polymerase). Their inhibitory activity seems to be related to the lipophilicity of the effector molecules: the most lipophilic compound is the most active inhibitor. The techniques of reversed-phase thin-layer chromatography with silylated, precoated plates as well as reversed-phase high-performance liquid chromatography were used to measure the relative lipophilicities; both techniques gave analogous results.
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D002855:Chromatography, Thin Layer; D004259:DNA-Directed DNA Polymerase / Q000378:metabolism; D005912:Gliotoxin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D007700:Kinetics; D050356:Lipid Metabolism; D008979:Moloney murine leukemia virus / Q000201:enzymology; D018894:Reverse Transcriptase Inhibitors
chemical_list: D000900:Anti-Bacterial Agents; D018894:Reverse Transcriptase Inhibitors; D005912:Gliotoxin; D004259:DNA-Directed DNA Polymerase