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Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition
Conjugates of naphthalimide, benzothiazole, and indole moieties are synthesized that show excellent cytotoxicity against A549 (lung), MCF7 (breast), and HeLa (cervix) cancer cell lines with IC(50) values in the range of 0.14–8.59 μM. Compounds 12 and 13 substituted with ethanolamine and propargyl gr...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8694140/ https://www.ncbi.nlm.nih.gov/pubmed/35424470 http://dx.doi.org/10.1039/d1ra04148g |
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author | Singh, Iqubal Luxami, Vijay Choudhury, Diptiman Paul, Kamaldeep |
author_facet | Singh, Iqubal Luxami, Vijay Choudhury, Diptiman Paul, Kamaldeep |
author_sort | Singh, Iqubal |
collection | PubMed |
description | Conjugates of naphthalimide, benzothiazole, and indole moieties are synthesized that show excellent cytotoxicity against A549 (lung), MCF7 (breast), and HeLa (cervix) cancer cell lines with IC(50) values in the range of 0.14–8.59 μM. Compounds 12 and 13 substituted with ethanolamine and propargyl groups reveal potent cytotoxicity towards A549 cancer cells with IC(50) values of 140 and 310 nM, respectively. These compounds are further evaluated as potent inhibitors of human type IIα topoisomerase. These conjugates also reveal strong interaction towards human serum albumin (HSA) with binding constant values of 1.75 × 10(5) M(−1) and 1.88 × 10(5) M(−1), respectively, and formation of the stable complex at ground state with static quenching. Docking studies also confirm the effective interactions between conjugates and topoisomerase. |
format | Online Article Text |
id | pubmed-8694140 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-86941402022-04-13 Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition Singh, Iqubal Luxami, Vijay Choudhury, Diptiman Paul, Kamaldeep RSC Adv Chemistry Conjugates of naphthalimide, benzothiazole, and indole moieties are synthesized that show excellent cytotoxicity against A549 (lung), MCF7 (breast), and HeLa (cervix) cancer cell lines with IC(50) values in the range of 0.14–8.59 μM. Compounds 12 and 13 substituted with ethanolamine and propargyl groups reveal potent cytotoxicity towards A549 cancer cells with IC(50) values of 140 and 310 nM, respectively. These compounds are further evaluated as potent inhibitors of human type IIα topoisomerase. These conjugates also reveal strong interaction towards human serum albumin (HSA) with binding constant values of 1.75 × 10(5) M(−1) and 1.88 × 10(5) M(−1), respectively, and formation of the stable complex at ground state with static quenching. Docking studies also confirm the effective interactions between conjugates and topoisomerase. The Royal Society of Chemistry 2021-12-22 /pmc/articles/PMC8694140/ /pubmed/35424470 http://dx.doi.org/10.1039/d1ra04148g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Singh, Iqubal Luxami, Vijay Choudhury, Diptiman Paul, Kamaldeep Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition |
title | Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition |
title_full | Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition |
title_fullStr | Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition |
title_full_unstemmed | Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition |
title_short | Synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase IIα inhibition |
title_sort | synthesis and photobiological applications of naphthalimide–benzothiazole conjugates: cytotoxicity and topoisomerase iiα inhibition |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8694140/ https://www.ncbi.nlm.nih.gov/pubmed/35424470 http://dx.doi.org/10.1039/d1ra04148g |
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