Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivatives

A series of pyrimidine and thiazine derivatives synthesized by one pot reaction of cyclopentanone with a mixture of an aromatic aldehyde namely o-anisaldehyde and different ureas namely urea, guanidine and thiourea, respectively. Furthermore, cycloaddition reaction of active methylene reagents namel...

Full description

Bibliographic Details
Main Authors: Essam A. Soylem, Mohammed G. Assy, Ghania M Morsi
Format: Article
Language:English
Published: Slovenian Chemical Society 2016-07-01
Series:Acta Chimica Slovenica
Subjects:
Online Access:https://journals.matheo.si/index.php/ACSi/article/view/2297
_version_ 1819315566803943424
author Essam A. Soylem
Mohammed G. Assy
Ghania M Morsi
author_facet Essam A. Soylem
Mohammed G. Assy
Ghania M Morsi
author_sort Essam A. Soylem
collection DOAJ
description A series of pyrimidine and thiazine derivatives synthesized by one pot reaction of cyclopentanone with a mixture of an aromatic aldehyde namely o-anisaldehyde and different ureas namely urea, guanidine and thiourea, respectively. Furthermore, cycloaddition reaction of active methylene reagents namely acetyl acetone, malononitrile, ethyl cyanoacetate, cyanoacetamide and N-phenyl cyanoacetamide with 2,6-bis(2-methoxybenzylidene)-cyclohexanone afforded chromene and quinoline derivatives in basic medium.  The antitumor evaluation of some new compounds against three human cell lines namely MCF-7, NCI-H460 and SF-268 showed significant and moderate activity compared with the positive control doxorubicin.
first_indexed 2024-12-24T10:02:09Z
format Article
id doaj.art-3da3169b45774a3c8e78aedb749026b4
institution Directory Open Access Journal
issn 1318-0207
1580-3155
language English
last_indexed 2024-12-24T10:02:09Z
publishDate 2016-07-01
publisher Slovenian Chemical Society
record_format Article
series Acta Chimica Slovenica
spelling doaj.art-3da3169b45774a3c8e78aedb749026b42022-12-21T17:01:00ZengSlovenian Chemical SocietyActa Chimica Slovenica1318-02071580-31552016-07-0163360961810.17344/acsi.2016.2297377Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivativesEssam A. Soylem0Mohammed G. Assy1Ghania M Morsi2Department of Chemistry, Faculty of Science, Zagazig University, EgyptDepartment of Chemistry, Faculty of Science, Zagazig University, EgyptDepartment of Chemistry, Faculty of Science, Zagazig University, EgyptA series of pyrimidine and thiazine derivatives synthesized by one pot reaction of cyclopentanone with a mixture of an aromatic aldehyde namely o-anisaldehyde and different ureas namely urea, guanidine and thiourea, respectively. Furthermore, cycloaddition reaction of active methylene reagents namely acetyl acetone, malononitrile, ethyl cyanoacetate, cyanoacetamide and N-phenyl cyanoacetamide with 2,6-bis(2-methoxybenzylidene)-cyclohexanone afforded chromene and quinoline derivatives in basic medium.  The antitumor evaluation of some new compounds against three human cell lines namely MCF-7, NCI-H460 and SF-268 showed significant and moderate activity compared with the positive control doxorubicin.https://journals.matheo.si/index.php/ACSi/article/view/2297CyclopentapyrimidineThiazolopyrimidineQuinazolineChromeneAntitumor activity
spellingShingle Essam A. Soylem
Mohammed G. Assy
Ghania M Morsi
Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivatives
Acta Chimica Slovenica
Cyclopentapyrimidine
Thiazolopyrimidine
Quinazoline
Chromene
Antitumor activity
title Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivatives
title_full Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivatives
title_fullStr Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivatives
title_full_unstemmed Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivatives
title_short Heteroannelation of cyclic ketones: Synthesis, characterization and antitumor evaluation of some condensed azine derivatives
title_sort heteroannelation of cyclic ketones synthesis characterization and antitumor evaluation of some condensed azine derivatives
topic Cyclopentapyrimidine
Thiazolopyrimidine
Quinazoline
Chromene
Antitumor activity
url https://journals.matheo.si/index.php/ACSi/article/view/2297
work_keys_str_mv AT essamasoylem heteroannelationofcyclicketonessynthesischaracterizationandantitumorevaluationofsomecondensedazinederivatives
AT mohammedgassy heteroannelationofcyclicketonessynthesischaracterizationandantitumorevaluationofsomecondensedazinederivatives
AT ghaniammorsi heteroannelationofcyclicketonessynthesischaracterizationandantitumorevaluationofsomecondensedazinederivatives