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Carbohydrate Modifications of Neoandrographolide for Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial Pathway in Colon Cancer
[Image: see text] Modifications at the carbohydrate moiety of neoandrographolide, isolated from the medicinal plant Andrographis paniculata, result in more potent and less toxic derivatives, namely, 4′,6′-benzylidene neoandrographolide (2b) and 4′6′-p-methoxybenzylidene neoandrographolide (2c). Thes...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6906770/ https://www.ncbi.nlm.nih.gov/pubmed/31858026 http://dx.doi.org/10.1021/acsomega.9b01249 |
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author | Sharma, Venu Qayum, Arem Kaul, Sanjana Singh, Ajeet Kapoor, Kamal K. Mukherjee, Debaraj Singh, Shashank K. Dhar, Manoj K. |
author_facet | Sharma, Venu Qayum, Arem Kaul, Sanjana Singh, Ajeet Kapoor, Kamal K. Mukherjee, Debaraj Singh, Shashank K. Dhar, Manoj K. |
author_sort | Sharma, Venu |
collection | PubMed |
description | [Image: see text] Modifications at the carbohydrate moiety of neoandrographolide, isolated from the medicinal plant Andrographis paniculata, result in more potent and less toxic derivatives, namely, 4′,6′-benzylidene neoandrographolide (2b) and 4′6′-p-methoxybenzylidene neoandrographolide (2c). These showed improved cytotoxicity against SW-620, PC-3, and A549 cancer cell lines. Nuclear morphology studies were conducted on compound 2b by 4′,6-diamidino-2-phenylidole staining and detection of intracellular reactive oxygen species (ROS) accumulation. It showed an increase in the generation of cellular and mitochondrial ROS level. The probable relation of B-cell lymphoma-2 (Bcl-2, an apoptosis inhibitor) to B-cell lymphoma-2-associated X protein (Bax, an apoptosis promoter) ratio with caspase-3 (apoptosis coordination enzyme) in the colon cancer cell line SW-620 was investigated, and it was discovered that upon 2b treatment, the expression of caspase-3 Bax increased remarkably. However, in 2b-treated cells, the expression of Bcl-2 was downregulated as compared to untreated cells. |
format | Online Article Text |
id | pubmed-6906770 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-69067702019-12-19 Carbohydrate Modifications of Neoandrographolide for Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial Pathway in Colon Cancer Sharma, Venu Qayum, Arem Kaul, Sanjana Singh, Ajeet Kapoor, Kamal K. Mukherjee, Debaraj Singh, Shashank K. Dhar, Manoj K. ACS Omega [Image: see text] Modifications at the carbohydrate moiety of neoandrographolide, isolated from the medicinal plant Andrographis paniculata, result in more potent and less toxic derivatives, namely, 4′,6′-benzylidene neoandrographolide (2b) and 4′6′-p-methoxybenzylidene neoandrographolide (2c). These showed improved cytotoxicity against SW-620, PC-3, and A549 cancer cell lines. Nuclear morphology studies were conducted on compound 2b by 4′,6-diamidino-2-phenylidole staining and detection of intracellular reactive oxygen species (ROS) accumulation. It showed an increase in the generation of cellular and mitochondrial ROS level. The probable relation of B-cell lymphoma-2 (Bcl-2, an apoptosis inhibitor) to B-cell lymphoma-2-associated X protein (Bax, an apoptosis promoter) ratio with caspase-3 (apoptosis coordination enzyme) in the colon cancer cell line SW-620 was investigated, and it was discovered that upon 2b treatment, the expression of caspase-3 Bax increased remarkably. However, in 2b-treated cells, the expression of Bcl-2 was downregulated as compared to untreated cells. American Chemical Society 2019-11-26 /pmc/articles/PMC6906770/ /pubmed/31858026 http://dx.doi.org/10.1021/acsomega.9b01249 Text en Copyright © 2019 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 | Sharma, Venu Qayum, Arem Kaul, Sanjana Singh, Ajeet Kapoor, Kamal K. Mukherjee, Debaraj Singh, Shashank K. Dhar, Manoj K. Carbohydrate Modifications of Neoandrographolide for Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial Pathway in Colon Cancer |
title | Carbohydrate Modifications of Neoandrographolide for
Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial
Pathway in Colon Cancer |
title_full | Carbohydrate Modifications of Neoandrographolide for
Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial
Pathway in Colon Cancer |
title_fullStr | Carbohydrate Modifications of Neoandrographolide for
Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial
Pathway in Colon Cancer |
title_full_unstemmed | Carbohydrate Modifications of Neoandrographolide for
Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial
Pathway in Colon Cancer |
title_short | Carbohydrate Modifications of Neoandrographolide for
Improved Reactive Oxygen Species-Mediated Apoptosis through Mitochondrial
Pathway in Colon Cancer |
title_sort | carbohydrate modifications of neoandrographolide for
improved reactive oxygen species-mediated apoptosis through mitochondrial
pathway in colon cancer |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6906770/ https://www.ncbi.nlm.nih.gov/pubmed/31858026 http://dx.doi.org/10.1021/acsomega.9b01249 |
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