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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...

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Autores principales: Okolo, ChrisTina, Ali, Mohamad Akbar, Newman, Matthew, Chambers, Steven A., Whitt, Jedidiah, Alsharif, Zakeyah A., Day, Victor W., Alam, Mohammad A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
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.
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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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