Synthesis and Biological Activity of Nitroso Group Containing D-galactopyranosylamine

Author: Natia Kiladze
Keywords: nitrozilation, D-galactopyranosylamine, biological activity
Annotation:

A n n o t a t i o n Natia Kiladze Synthesis and Biological Activity of Nitroso Group Containing D-galactopyranosylamine. Department of Chemistry, Iv.Javakhishvili Tbilisi State University, Ilia Chavchavadze Ave. 3 It is known that nitric oxide is involved in many physiological and pathological processes. It acts as a vasodilator, participates in the function of the immune system, the nervous system, regulates apoptosis and cell proliferation. In this respect, the synthesis of Nitroso (N = O) group containing carbohydrate derivatives and study of their biological activity is a promising research direction to obtain new type biologically and pharmacologically active compounds. The formation of N-β-(p-tolyl)-galactosylamine (II) by condensation of D-galactose with p-toluidine was studied at the first stage. By acetilation and further nitrozilation of N-aryllactosylamine corresponding N-β-N-nitroso-(p-tolyl)-2,3,4,6-tetra-O-acetyl-D-galactosylamine (IV) has been obtained at the first time. Reactions proceeds according to the following scheme: The structures of obtained compounds were established by physical-chemical methods of analysis. With the purpose of theoretical substantiation of the direction of the reactions of synthesis of N-p-tolyl-β-D-galactopyranosylamine quantum-chemical calculations were carried out using the semi-empirical AM1 method. With the help of computer program PASS Onlainis based on the analysis of structure activity-relationships wide range of possible biological activity and toxic / side effects for synthesized glycosolamines has been determined.

Lecture files:

“ნიტროზო ჯგუფის შემცველი D-გალაქტოპირანოზილამინის სინთეზი და ბიოლოგიური აქტიურობის შესწავლა” [ka]