Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents

4-O-Podophyllotoxin sulfamate derivatives were prepared using the natural lignan podophyllotoxin. The prepared compounds were afforded by reacting O-sulfonyl chloride podophyllotoxin with ammonia or aminoaryl/heteroaryl motif. Biological evaluation was performed in human breast cancer (MCF7), ovaria...

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Autores principales: Bader, Ammar, Bkhaitan, Majdi M., Abdalla, Ashraf N., Abdallah, Qasem M. A., Ali, Hamed I., Sabbah, Dima A., Albadawi, Ghadeer, Abushaikha, Ghassan M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Hindawi 2021
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7857870/
https://www.ncbi.nlm.nih.gov/pubmed/33574882
http://dx.doi.org/10.1155/2021/6672807
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author Bader, Ammar
Bkhaitan, Majdi M.
Abdalla, Ashraf N.
Abdallah, Qasem M. A.
Ali, Hamed I.
Sabbah, Dima A.
Albadawi, Ghadeer
Abushaikha, Ghassan M.
author_facet Bader, Ammar
Bkhaitan, Majdi M.
Abdalla, Ashraf N.
Abdallah, Qasem M. A.
Ali, Hamed I.
Sabbah, Dima A.
Albadawi, Ghadeer
Abushaikha, Ghassan M.
author_sort Bader, Ammar
collection PubMed
description 4-O-Podophyllotoxin sulfamate derivatives were prepared using the natural lignan podophyllotoxin. The prepared compounds were afforded by reacting O-sulfonyl chloride podophyllotoxin with ammonia or aminoaryl/heteroaryl motif. Biological evaluation was performed in human breast cancer (MCF7), ovarian cancer (A2780), colon adenocarcinoma (HT29), and normal lung fibroblast (MRC5) cell lines. Compound 3 exhibited potent inhibitory activity and good selectivity margin. Compounds 2, 3, and 7 exerted apoptotic effect in MCF7 cells in a dose-dependent manner. The cytotoxicity of the verified compounds was inferior to that of podophyllotoxin.
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spelling pubmed-78578702021-02-10 Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents Bader, Ammar Bkhaitan, Majdi M. Abdalla, Ashraf N. Abdallah, Qasem M. A. Ali, Hamed I. Sabbah, Dima A. Albadawi, Ghadeer Abushaikha, Ghassan M. Evid Based Complement Alternat Med Research Article 4-O-Podophyllotoxin sulfamate derivatives were prepared using the natural lignan podophyllotoxin. The prepared compounds were afforded by reacting O-sulfonyl chloride podophyllotoxin with ammonia or aminoaryl/heteroaryl motif. Biological evaluation was performed in human breast cancer (MCF7), ovarian cancer (A2780), colon adenocarcinoma (HT29), and normal lung fibroblast (MRC5) cell lines. Compound 3 exhibited potent inhibitory activity and good selectivity margin. Compounds 2, 3, and 7 exerted apoptotic effect in MCF7 cells in a dose-dependent manner. The cytotoxicity of the verified compounds was inferior to that of podophyllotoxin. Hindawi 2021-01-25 /pmc/articles/PMC7857870/ /pubmed/33574882 http://dx.doi.org/10.1155/2021/6672807 Text en Copyright © 2021 Ammar Bader et al. https://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Bader, Ammar
Bkhaitan, Majdi M.
Abdalla, Ashraf N.
Abdallah, Qasem M. A.
Ali, Hamed I.
Sabbah, Dima A.
Albadawi, Ghadeer
Abushaikha, Ghassan M.
Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents
title Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents
title_full Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents
title_fullStr Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents
title_full_unstemmed Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents
title_short Design and Synthesis of 4-O-Podophyllotoxin Sulfamate Derivatives as Potential Cytotoxic Agents
title_sort design and synthesis of 4-o-podophyllotoxin sulfamate derivatives as potential cytotoxic agents
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7857870/
https://www.ncbi.nlm.nih.gov/pubmed/33574882
http://dx.doi.org/10.1155/2021/6672807
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