Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement
A series of pyrido[3',2':4,5]thieno[2,3-e][1,2,4]triazolo[4,3-c]pyrimidines were prepared via oxidative cyclization of 4-(2-arylidenehydrazinyl)pyrido [3',2':4,5]thieno[3,2-d] pyrimidines. Dimroth rearrangement of such a series yielded pyrido[3',2':4,5]thieno[2...
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2015-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2015/0352-51391500022G.pdf |
| _version_ | 1818643843148414976 |
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| author | Gomha Sobhi M. Abbas Ikhlass M. Elneairy Mohamed A.A. Elaasser Mahmoud M. Mabrouk Bazada K.A. |
| author_facet | Gomha Sobhi M. Abbas Ikhlass M. Elneairy Mohamed A.A. Elaasser Mahmoud M. Mabrouk Bazada K.A. |
| author_sort | Gomha Sobhi M. |
| collection | DOAJ |
| description | A series of pyrido[3',2':4,5]thieno[2,3-e][1,2,4]triazolo[4,3-c]pyrimidines
were prepared via oxidative cyclization of 4-(2-arylidenehydrazinyl)pyrido
[3',2':4,5]thieno[3,2-d] pyrimidines. Dimroth rearrangement of such a series
yielded pyrido[3',2':4,5]thieno[2,3-e][1,2,4]triazolo[1,5-c]pyrimidines. The
reaction mechanism was proposed and the products were screened for their
antimicrobial and anticancer activities. From the antimicrobial screening
results, it can be seen that compounds 8c, 9f and 10c showed excellent
activity against gram positive bacteria while compounds 10d and 8c showed the
highest activity against gram negative bacteria. The results of the
anticancer activities showed that compound 9c was the most active against
HepG-2 and MCF-7 with IC50 values of 1.19 and 3.46, respectively. |
| first_indexed | 2024-12-17T00:05:23Z |
| format | Article |
| id | doaj.art-df3ad273e33b4dd1a79b8ef89d2d074a |
| institution | Directory Open Access Journal |
| issn | 0352-5139 1820-7421 |
| language | English |
| last_indexed | 2024-12-17T00:05:23Z |
| publishDate | 2015-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-df3ad273e33b4dd1a79b8ef89d2d074a2022-12-21T22:10:58ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212015-01-0180101251126410.2298/JSC141222022G0352-51391500022GAntimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangementGomha Sobhi M.0Abbas Ikhlass M.1Elneairy Mohamed A.A.2Elaasser Mahmoud M.3Mabrouk Bazada K.A.4Cairo University, Faculty of Science, Department of Chemistry, Giza, EgyptCairo University, Faculty of Science, Department of Chemistry, Giza, EgyptCairo University, Faculty of Science, Department of Chemistry, Giza, EgyptAl-Azhar University, Regional Center for Mycology and Biotechnology, Cairo, EgyptCairo University, Faculty of Science, Department of Chemistry, Giza, EgyptA series of pyrido[3',2':4,5]thieno[2,3-e][1,2,4]triazolo[4,3-c]pyrimidines were prepared via oxidative cyclization of 4-(2-arylidenehydrazinyl)pyrido [3',2':4,5]thieno[3,2-d] pyrimidines. Dimroth rearrangement of such a series yielded pyrido[3',2':4,5]thieno[2,3-e][1,2,4]triazolo[1,5-c]pyrimidines. The reaction mechanism was proposed and the products were screened for their antimicrobial and anticancer activities. From the antimicrobial screening results, it can be seen that compounds 8c, 9f and 10c showed excellent activity against gram positive bacteria while compounds 10d and 8c showed the highest activity against gram negative bacteria. The results of the anticancer activities showed that compound 9c was the most active against HepG-2 and MCF-7 with IC50 values of 1.19 and 3.46, respectively.http://www.doiserbia.nb.rs/img/doi/0352-5139/2015/0352-51391500022G.pdfhydrazonesoxidative cyclizationsthienopyridinesreaction mechanism |
| spellingShingle | Gomha Sobhi M. Abbas Ikhlass M. Elneairy Mohamed A.A. Elaasser Mahmoud M. Mabrouk Bazada K.A. Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement Journal of the Serbian Chemical Society hydrazones oxidative cyclizations thienopyridines reaction mechanism |
| title | Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement |
| title_full | Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement |
| title_fullStr | Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement |
| title_full_unstemmed | Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement |
| title_short | Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement |
| title_sort | antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by dimroth rearrangement |
| topic | hydrazones oxidative cyclizations thienopyridines reaction mechanism |
| url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2015/0352-51391500022G.pdf |
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