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Hexafluoroisopropanol-Mediated Domino Reaction for the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents
[Image: see text] A cascade reaction of thioamides with 6β-bromoandrostenedione in hexafluoroisopropanol formed substituted thiazolo-androstenones. This is a simple and mild protocol to synthesize novel molecules by using readily available reagents and substrates. Feasibility of the reaction has bee...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6312635/ https://www.ncbi.nlm.nih.gov/pubmed/30613817 http://dx.doi.org/10.1021/acsomega.8b02840 |
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author | Okolo, ChrisTina Ali, Mohamad Akbar Newman, Matthew Chambers, Steven A. Whitt, Jedidiah Alsharif, Zakeyah A. Day, Victor W. Alam, Mohammad A. |
author_facet | Okolo, ChrisTina Ali, Mohamad Akbar Newman, Matthew Chambers, Steven A. Whitt, Jedidiah Alsharif, Zakeyah A. Day, Victor W. Alam, Mohammad A. |
author_sort | Okolo, ChrisTina |
collection | PubMed |
description | [Image: see text] A cascade reaction of thioamides with 6β-bromoandrostenedione in hexafluoroisopropanol formed substituted thiazolo-androstenones. This is a simple and mild protocol to synthesize novel molecules by using readily available reagents and substrates. Feasibility of the reaction has been rationalized by density functional theory calculations. Moreover, these compounds are potent growth inhibitors of colon, central nervous system, melanoma, ovarian, and renal cancer cell lines with 50% growth inhibition values as low as 1.04 μM. |
format | Online Article Text |
id | pubmed-6312635 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-63126352019-01-02 Hexafluoroisopropanol-Mediated Domino Reaction for the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents Okolo, ChrisTina Ali, Mohamad Akbar Newman, Matthew Chambers, Steven A. Whitt, Jedidiah Alsharif, Zakeyah A. Day, Victor W. Alam, Mohammad A. ACS Omega [Image: see text] A cascade reaction of thioamides with 6β-bromoandrostenedione in hexafluoroisopropanol formed substituted thiazolo-androstenones. This is a simple and mild protocol to synthesize novel molecules by using readily available reagents and substrates. Feasibility of the reaction has been rationalized by density functional theory calculations. Moreover, these compounds are potent growth inhibitors of colon, central nervous system, melanoma, ovarian, and renal cancer cell lines with 50% growth inhibition values as low as 1.04 μM. American Chemical Society 2018-12-21 /pmc/articles/PMC6312635/ /pubmed/30613817 http://dx.doi.org/10.1021/acsomega.8b02840 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Okolo, ChrisTina Ali, Mohamad Akbar Newman, Matthew Chambers, Steven A. Whitt, Jedidiah Alsharif, Zakeyah A. Day, Victor W. Alam, Mohammad A. Hexafluoroisopropanol-Mediated Domino Reaction for the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents |
title | Hexafluoroisopropanol-Mediated Domino Reaction for
the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents |
title_full | Hexafluoroisopropanol-Mediated Domino Reaction for
the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents |
title_fullStr | Hexafluoroisopropanol-Mediated Domino Reaction for
the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents |
title_full_unstemmed | Hexafluoroisopropanol-Mediated Domino Reaction for
the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents |
title_short | Hexafluoroisopropanol-Mediated Domino Reaction for
the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents |
title_sort | hexafluoroisopropanol-mediated domino reaction for
the synthesis of thiazolo-androstenones: potent anticancer agents |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6312635/ https://www.ncbi.nlm.nih.gov/pubmed/30613817 http://dx.doi.org/10.1021/acsomega.8b02840 |
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