Synthese du methyl [(chloro‐2 ethyl)‐3 nitroso‐3 ureido]‐3 didesoxy‐2, 3 α‐D‐arabino‐hexopyrannoside marque AU carbone‐14 OU ⁻AU carbone‐13 (CY 233 ‐ SR 90098)

Abstract

CY 233 (Ecomustine or SR 90098) is a new antitumour nitrosourea :it is characterized by a 2-chloroethylnitrosourea substituent on a dideoxycarbohydrate. It has been labelled with 14C on a) the carbonyl group of the urea in four stages starting with '*COC12, b) the second carbon of the chloroethyl group in four stages starting with [14C] ethanolamine, and c) on the methyl group on the anomeric centre of the carbohydrate in three stages starting with 14CH30H. The final position was also labelled with I3C starting with 13CH30H. These differently labelled compounds are suitable for mechanistic studies of antitumour activity.

A Critical Appraisal of the Evolution ofN-Nitrosoureas as Anticancer Drugs

“…408 The syntheses of 14 C-or 13 C-labeled 498 which can be used for biochemical mechanism studies was reported. 412 In this work, the radioactive label was placed either on the carbonyl group of the urea, the second carbon of the chloroethyl group, or the glycosidic methyl group.…”