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Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents
rel-(5aR,11bR)-3,5a,6,11b-tetrahydro-2H,5H-chromeno[4′,3′:4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones formed by the stereoselective Knoevenagel-hetero-Diels-Alder reaction were functionalized at the nitrogen in position 3 via reactions of alkylation, cyanoethylation, and acylation. The synthesized comp...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Österreichische Apotheker-Verlagsgesellschaft
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3447621/ https://www.ncbi.nlm.nih.gov/pubmed/23008803 http://dx.doi.org/10.3797/scipharm.1204-02 |
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author | Kryshchyshyn, Anna Atamanyuk, Dmytro Lesyk, Roman |
author_facet | Kryshchyshyn, Anna Atamanyuk, Dmytro Lesyk, Roman |
author_sort | Kryshchyshyn, Anna |
collection | PubMed |
description | rel-(5aR,11bR)-3,5a,6,11b-tetrahydro-2H,5H-chromeno[4′,3′:4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones formed by the stereoselective Knoevenagel-hetero-Diels-Alder reaction were functionalized at the nitrogen in position 3 via reactions of alkylation, cyanoethylation, and acylation. The synthesized compounds were evaluated for their anticancer activity in NCI60 cell lines. Among the tested compounds, 3f was found to be the most active candidate with the greatest influence on leukemia, non-small cell lung cancer, colon cancer, CNS cancer, melanoma, prostate cancer, and breast cancer subpanel cell lines with GI(50) values over a range of 0.37–0.67 μM. |
format | Online Article Text |
id | pubmed-3447621 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | Österreichische Apotheker-Verlagsgesellschaft |
record_format | MEDLINE/PubMed |
spelling | pubmed-34476212012-09-24 Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents Kryshchyshyn, Anna Atamanyuk, Dmytro Lesyk, Roman Sci Pharm Research Article rel-(5aR,11bR)-3,5a,6,11b-tetrahydro-2H,5H-chromeno[4′,3′:4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones formed by the stereoselective Knoevenagel-hetero-Diels-Alder reaction were functionalized at the nitrogen in position 3 via reactions of alkylation, cyanoethylation, and acylation. The synthesized compounds were evaluated for their anticancer activity in NCI60 cell lines. Among the tested compounds, 3f was found to be the most active candidate with the greatest influence on leukemia, non-small cell lung cancer, colon cancer, CNS cancer, melanoma, prostate cancer, and breast cancer subpanel cell lines with GI(50) values over a range of 0.37–0.67 μM. Österreichische Apotheker-Verlagsgesellschaft 2012 2012-05-03 /pmc/articles/PMC3447621/ /pubmed/23008803 http://dx.doi.org/10.3797/scipharm.1204-02 Text en © Kryshchyshyn et al.; licensee Österreichische Apotheker-Verlagsgesellschaft m. b. H., Vienna, Austria. This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/3.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Article Kryshchyshyn, Anna Atamanyuk, Dmytro Lesyk, Roman Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents |
title | Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents |
title_full | Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents |
title_fullStr | Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents |
title_full_unstemmed | Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents |
title_short | Fused Thiopyrano[2,3-d]thiazole Derivatives as Potential Anticancer Agents |
title_sort | fused thiopyrano[2,3-d]thiazole derivatives as potential anticancer agents |
topic | Research Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3447621/ https://www.ncbi.nlm.nih.gov/pubmed/23008803 http://dx.doi.org/10.3797/scipharm.1204-02 |
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