Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexa-hydro-azonino[5,6- b ]indole-2,3-di-carboxyl-ate

The title compound, C H N O , is the product of a ring-expansion reaction from a seven-membered hexa-hydro-azepine to a nine-membered azonine. The azonine ring of the mol-ecule adopts a chair-boat conformation. In the crystal, mol-ecules are linked by bifurcated N-H⋯(O,O) hydrogen bonds, generating...

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Published inActa crystallographica. Section E, Crystallographic communications Vol. 73; no. Pt 3; pp. 338 - 340
Main Authors Nguyen, Van Tuyen, Sorokina, Elena A, Listratova, Anna V, Voskressensky, Leonid G, Lobanov, Nikolai N, Dorovatovskii, Pavel V, Zubavichus, Yan V, Khrustalev, Victor N
Format Journal Article
LanguageEnglish
Published England International Union of Crystallography 01.03.2017
Subjects
Research Communications
crystal structure
azonino­indoles
Alz­heim­er’s disease
natural alkaloids
synchrotron radiation
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Summary:The title compound, C H N O , is the product of a ring-expansion reaction from a seven-membered hexa-hydro-azepine to a nine-membered azonine. The azonine ring of the mol-ecule adopts a chair-boat conformation. In the crystal, mol-ecules are linked by bifurcated N-H⋯(O,O) hydrogen bonds, generating [010] zigzag chains. The title compound shows inhibitory activity against acetyl-cholinesterase and butyrylcholinesterase, and might be considered as a candidate for the design of new types of anti-Alzheimer's drugs.
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ISSN:2056-9890
2056-9890
DOI:10.1107/S205698901700161X