Title of article :
Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate
Author/Authors :
Nguyen, Van Tuyen Institute of Chemistry - Vietnam Academy of Science and Technology, Vietnam , Sorokina, Elena A. Organic Chemistry Department - Peoples' Friendship University of Russia, Russian Federation , Listratova,Anna V. Organic Chemistry Department - Peoples' Friendship University of Russia, Russian Federation , Voskressensky, Leonid G. Organic Chemistry Department - Peoples' Friendship University of Russia, Russian Federation , Lobanov, Nikolai N. Inorganic Chemistry Department - Peoples' Friendship University of Russia, Russian Federation , Dorovatovskii, Pavel V. National Research Centre "Kurchatov Institute", Russian Federation , Zubavichus, Yan V. National Research Centre "Kurchatov Institute", Russian Federation , Khrustalev, Victor N. Inorganic Chemistry Department - Peoples' Friendship University of Russia, Russian Federation
Abstract :
The title compound, C20H24N2O4, is the product of a ring-expansion reaction from a seven-membered hexahydroazepine to a nine-membered azonine. The azonine ring of the molecule adopts a chair–boat conformation. In the crystal, molecules are linked by bifurcated N—H⋯(O,O) hydrogen bonds, generating [010] zigzag chains. The title compound shows inhibitory activity against acetylcholinesterase and butyrylcholinesterase, and might be considered as a candidate for the design of new types of anti-Alzheimer's drugs.
Keywords :
crystal structure , Alzheimer's disease , azoninoindoles , natural alkaloids , synchrotron radiation