196091-53-9Relevant academic research and scientific papers
Synthesis of Modified Purine Ribonucleosides from 3'(5")-O-succinyladenosine and 5'-Amino-5'-deoxyadenosine
Garaeva, L. D.,Goryunova, O. V.,Yartseva, I. V.,Mashalova, N. A.,Melnik, S. Ya.
, p. 619 - 625 (2007/10/03)
A rection between 3'-O-hydroxysuccinyladenosine and 1-aminoadamantane in the presence of 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline gave 3'-O-(1-adamantylamino)succinyladenosine. 2',5'-Di-O-acetyl-3'-O-succinyladenosine was synthesized from 2',5'-di-O-acetyl-3'-0-hydroxysuccinyladenosine and 5-methoxytryptamine using the active esters method.The reaction of 2',3'-O-isopropylideneadenosine with 3-propionic acid in the presence of dicyclohexylcarbodiimide and 4-methylaminopyridine resulted in the 2',3'-O-isopropylidene-5'-O-succinyladenosine.This compound was also synthesized from 2',3'-O-isopropylidene-5'-O-hydroxysuccinyladenosine and 5-methoxytryptamine using the method of active esters.Starting from 5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine and N-hydroxysuccinimide esters of nicotinic, quinaldic, and 3-indolylpropionic acids, 5'-deoxy-5'-nicotinoyl-, 5'-deoxy-5'-(quinoline-2-carbonyl)-, and 5'-deoxy-5'-(3-indolylpropionyl)aminoadenosine, respectively, were synthesized.The compounds prepared were found not to influence the thymidine incorporation into DNA of CaOv cells in vitro.Key words: adenosine, 3'(5')-O-hydroxysuccinyl-; 1-aminoadamantane; 5-methoxytryptamine; nicotinic acid; quinaldic acid; 3-indolylpropionic acid
