Synthesis of new combretastatin A-4 analogues and study of their anti-inflammatory activity

Abstract

A new approach to the synthesis of natural combretastatin A-4 analogues based on the interaction of α-acetylenic ketones with secondary amines (diethyl amine, pyrrolidine, piperidine, morpholine) was proposed. Previously unknown analogues of combretastatin A-4 containing the β-aminovinylcarbonyl bridges were synthesized. Anti-inflammatory activity of the obtained compounds was studied on models of exudative inflammation caused by histamine or concanavalin A.

Original language	English
Pages (from-to)	70-76
Number of pages	7
Journal	Russian Journal of Bioorganic Chemistry
Volume	41
Issue number	1
DOIs	https://doi.org/10.1134/S1068162015010033
Publication status	Published - 1 Jan 2015
Externally published	Yes

Keywords

anti-inflammatory activity
combretastatin A-4
vasoactive properties
α-acetylenic ketones
β-vinylamines

ASJC Scopus subject areas

Organic Chemistry
Biochemistry

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10.1134/S1068162015010033

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title = "Synthesis of new combretastatin A-4 analogues and study of their anti-inflammatory activity",

abstract = "A new approach to the synthesis of natural combretastatin A-4 analogues based on the interaction of α-acetylenic ketones with secondary amines (diethyl amine, pyrrolidine, piperidine, morpholine) was proposed. Previously unknown analogues of combretastatin A-4 containing the β-aminovinylcarbonyl bridges were synthesized. Anti-inflammatory activity of the obtained compounds was studied on models of exudative inflammation caused by histamine or concanavalin A.",

keywords = "anti-inflammatory activity, combretastatin A-4, vasoactive properties, α-acetylenic ketones, β-vinylamines",

author = "Davydova, {M. P.} and Sorokina, {I. V.} and Tolstikova, {T. G.} and Mamatyuk, {V. I.} and Fadeev, {D. S.} and Vasilevsky, {S. F.}",

year = "2015",

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T1 - Synthesis of new combretastatin A-4 analogues and study of their anti-inflammatory activity

AU - Davydova, M. P.

AU - Sorokina, I. V.

AU - Tolstikova, T. G.

AU - Mamatyuk, V. I.

AU - Fadeev, D. S.

AU - Vasilevsky, S. F.

PY - 2015/1/1

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AB - A new approach to the synthesis of natural combretastatin A-4 analogues based on the interaction of α-acetylenic ketones with secondary amines (diethyl amine, pyrrolidine, piperidine, morpholine) was proposed. Previously unknown analogues of combretastatin A-4 containing the β-aminovinylcarbonyl bridges were synthesized. Anti-inflammatory activity of the obtained compounds was studied on models of exudative inflammation caused by histamine or concanavalin A.

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KW - combretastatin A-4

KW - vasoactive properties

KW - α-acetylenic ketones

KW - β-vinylamines

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