SYNTHESIS AND BIOLOGICAL PROPERTIES OF PY RIMIDINE 2'-DEOXYNUCLEOSIDES MODIFIED WITH QUINALDIC ACID

O-Quinaldoyl derivatives of thymidine, 2'-deoxyuridine, and 5-trimethy lsilyl-2'-deoxyuridine were synthesized. 5'-Deoxy-5'-(quinoline-2-carb onylamino)- and 5'-deoxy-5'-[(quinoline 2-carbonylamino)butyroylamino] thymidine were obtained by the reaction of 5'-amino-5'-deoxythymidine with pentafluorophenyl ester of quinaldic acid, or with 4-(quinoline-2 -carbonylamino)butyric acid. Antiproliferative properties in respect t o CaOv cells in vitro were found in most of the synthesized quinaldoyl derivatives of nucleosides (CE(50) similar to 10(-5) M). 3'-O-Quinald oylthymidine exhibited an antitumor activity in vivo. The interaction of 3'- and 5'-O-quinaldoyl- as well as 3',5'-di-O-quinaldoylthymidine with DNA was investigated by the method of fluorescent probes.