Ring-Expansion Synthesis and Crystal Structure of Dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate | Sciact - CRIS-system of Boreskov Institute of Catalysis

Ring-Expansion Synthesis and Crystal Structure of Dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate Full article

Journal

Acta Crystallographica Section E
, E-ISSN: 2056-9890

Output data

Year: 2017, Volume: 73, Number: 3, Pages: 338-340 Pages count : 3 DOI: 10.1107/s205698901700161x

Tags

crystal structure; synchrotron radiation; natural alkaloids; azoninoindoles; Alzheimer’s disease

Authors

Nguyen Van Tuyen ^1,2 , Sorokina Elena A. ³ , Listratova Anna V. ³ , Voskressensky Leonid G. ³ , Lobanov Nikolai N. ⁴ , Dorovatovskii Pavel V. ⁵ , Zubavichus Yan V. ⁵ , Khrustalev Victor N. ^6,7

Affiliations

1	Institute of Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Hanoi, Vietnam
2	Graduate University of Science and Technology, 18 Hoang Quoc Viet, Hanoi, Vietnam
3	Organic Chemistry Department, Peoples’Friendship University of Russia
4	Inorganic Chemistry Department, Peoples’ Friendship University of Russia
5	National Research Centre "Kurchatov Institute"
6	Inorganic Chemistry Department, Peoples’ Friendship University of Russia
7	X-Ray Structural Centre, A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

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.

Nguyen V.T. , Sorokina E.A. , Listratova A.V. , Voskressensky L.G. , Lobanov N.N. , Dorovatovskii P.V. , Zubavichus Y.V. , Khrustalev V.N.
Ring-Expansion Synthesis and Crystal Structure of Dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate

Acta Crystallographica Section E. 2017. V.73. N3. P.338-340. DOI: 10.1107/s205698901700161x WOS Scopus РИНЦ ANCAN OpenAlex

Full text from publisher

Submitted:	Dec 16, 2016
Accepted:	Jan 31, 2017
Published online:	Feb 7, 2017
Published print:	Mar 1, 2017

Web of science:	WOS:000395711000006
Scopus:	2-s2.0-85014672830
Elibrary:	29485436
Chemical Abstracts:	2017:381690
Chemical Abstracts (print):	166:504026
OpenAlex:	W2587515632

DB	Citing
Web of science	2
Scopus	3
OpenAlex	3