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Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells
A novel formal (4 + 1) annulation between N-(o-chloromethyl)aryl amides and 3-chlorooxindoles through in situ generated aza-ortho-QMs with 3-chlorooxindoles is reported for the synthesis of a series of 2,3′-spirobi (indolin)-2′-ones in high yields. Under structured illumination microscopy, compound...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8904893/ https://www.ncbi.nlm.nih.gov/pubmed/35280257 http://dx.doi.org/10.3389/fphar.2021.821518 |
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author | Li, Huajie Yu, Zhenjie Sun, Haoyi Liu, Bo Wang, Xin Shao, Zhe Wang, Meiling Xie, Weilin Yao, Xingang Yao, Qingqiang Zhi, Ying |
author_facet | Li, Huajie Yu, Zhenjie Sun, Haoyi Liu, Bo Wang, Xin Shao, Zhe Wang, Meiling Xie, Weilin Yao, Xingang Yao, Qingqiang Zhi, Ying |
author_sort | Li, Huajie |
collection | PubMed |
description | A novel formal (4 + 1) annulation between N-(o-chloromethyl)aryl amides and 3-chlorooxindoles through in situ generated aza-ortho-QMs with 3-chlorooxindoles is reported for the synthesis of a series of 2,3′-spirobi (indolin)-2′-ones in high yields. Under structured illumination microscopy, compound 3a is found to change the mitochondrial morphology and induce mitophagy pathway, which might then trigger mitophagy in cancer cells. |
format | Online Article Text |
id | pubmed-8904893 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-89048932022-03-10 Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells Li, Huajie Yu, Zhenjie Sun, Haoyi Liu, Bo Wang, Xin Shao, Zhe Wang, Meiling Xie, Weilin Yao, Xingang Yao, Qingqiang Zhi, Ying Front Pharmacol Pharmacology A novel formal (4 + 1) annulation between N-(o-chloromethyl)aryl amides and 3-chlorooxindoles through in situ generated aza-ortho-QMs with 3-chlorooxindoles is reported for the synthesis of a series of 2,3′-spirobi (indolin)-2′-ones in high yields. Under structured illumination microscopy, compound 3a is found to change the mitochondrial morphology and induce mitophagy pathway, which might then trigger mitophagy in cancer cells. Frontiers Media S.A. 2022-02-23 /pmc/articles/PMC8904893/ /pubmed/35280257 http://dx.doi.org/10.3389/fphar.2021.821518 Text en Copyright © 2022 Li, Yu, Sun, Liu, Wang, Shao, Wang, Xie, Yao, Yao and Zhi. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
spellingShingle | Pharmacology Li, Huajie Yu, Zhenjie Sun, Haoyi Liu, Bo Wang, Xin Shao, Zhe Wang, Meiling Xie, Weilin Yao, Xingang Yao, Qingqiang Zhi, Ying Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells |
title | Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells |
title_full | Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells |
title_fullStr | Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells |
title_full_unstemmed | Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells |
title_short | Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells |
title_sort | efficient synthesis of 2,3′-spirobi (indolin)-2′-ones and preliminary evaluation of their damage to mitochondria in hela cells |
topic | Pharmacology |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8904893/ https://www.ncbi.nlm.nih.gov/pubmed/35280257 http://dx.doi.org/10.3389/fphar.2021.821518 |
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