Ethyl 5-Oxo-5-(((12-oxoindolo[2,1-<i>b</i>]quinazolin-6(12<i>H</i>)-ylidene)amino)oxy)pentanoate

Indolo[2,1-<i>b</i>]quinazolin-6,12-dione (tryptanthrin) derivatives present important types of nitrogen-containing heterocyclic compounds which are useful intermediate products in organic synthesis and have potential pharmaceutical applications. The new ethyl 5-oxo-5-(((12-oxoindolo[2,1...

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Bibliographic Details
Main Authors: Anastasia R. Kovrizhina, Alina A. Kolpakova, Andrei A. Kuznetzov, Andrei I. Khlebnikov
Format: Article
Language:English
Published: MDPI AG 2022-09-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2022/4/M1451
Description
Summary:Indolo[2,1-<i>b</i>]quinazolin-6,12-dione (tryptanthrin) derivatives present important types of nitrogen-containing heterocyclic compounds which are useful intermediate products in organic synthesis and have potential pharmaceutical applications. The new ethyl 5-oxo-5-(((12-oxoindolo[2,1-<i>b</i>]quinazolin-6(12<i>H</i>)-ylidene)amino)oxy)pentanoate (Compound <b>2</b>) was synthesized. Compound <b>2</b> is the first example of a tryptanthrin derivative containing a dicarboxylic acid residue in the side chain. The <i>Z</i>,<i>E</i>-isomerism of Compound <b>2</b> was investigated by DFT calculations. Bioavailability was evaluated in silico using ADME predictions. According to the ADME results, Compound <b>2</b> is potentially highly bioavailable and has the prospective to be used as the main component for the development of anti-inflammatory drugs.
ISSN:1422-8599