Transcription‐Inhibition and Antitumor Activities of N‐Alkylated Tetraazacyclododecanes

Abstract

A series of alkyl-substituted tetraazacyclododecane congeners were synthesized, and their antitumor activities towards human HeLa cells as well as their effect on the in vitro transcription with T7 RNA polymerase were investigated. A structure-activity-relationship (SAR) study identified the most-active congeners as those with medium alkyl-chain lengths. Three compounds, 5-7, were found to exhibit significant biological activities, with IC50 values towards HeLa cells in the low-micromolar range.

Alkyl-Cyclens as Effective Sulfur- and Phosphorus-Free Friction Modifiers for Boundary Lubrication

“…This synthesis is adapted from a literature procedure . An n -butyllithium solution (21 mL, 52 mmol) is gradually added to a mixture of 1,4,7,10-tetraazacyclododecane (2.0 g, 11.6 mmol) in THF (120 mL) at −78 °C.…”

“…This synthesis is adapted from a literature procedure. 36 An n-butyllithium solution (21 mL, 52 mmol) is gradually added to a mixture of 1,4,7,10tetraazacyclododecane (2.0 g, 11.6 mmol) in THF (120 mL) at −78 °C. The mixture is stirred for 1 h at −78 °C and then warmed to 0 °C and stirred for another 1 h. The desired 1-bromoalkane (46 mmol) is next added, and the reaction is allowed to warm to room temperature overnight.…”