Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell lines
Quinoline derived scaffolds have long been reported for their promising biological responses such as anti-Alzheimer, antituberculosis, antioxidants, anti-inflammatory etc. Pyrimidine, a versatile pharmacophore, has also been employed for developing a variety of bioactive molecules. Therefore, we env...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2022-01-01
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| Series: | Results in Chemistry |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715622001059 |
| _version_ | 1811178131295305728 |
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| author | Shruti Gupta Gaurav Bartwal Ashima Singh Jyoti Tanwar J.M. Khurana |
| author_facet | Shruti Gupta Gaurav Bartwal Ashima Singh Jyoti Tanwar J.M. Khurana |
| author_sort | Shruti Gupta |
| collection | DOAJ |
| description | Quinoline derived scaffolds have long been reported for their promising biological responses such as anti-Alzheimer, antituberculosis, antioxidants, anti-inflammatory etc. Pyrimidine, a versatile pharmacophore, has also been employed for developing a variety of bioactive molecules. Therefore, we envisioned to incorporate these two privileged moieties into a single one for improved biological applications. In this work, we developed an efficient catalyst free synthesis of spiroisoquinlino-pyrimidine conjugates via one-pot multicomponent reaction of various 1,3-dicarbonyls, isoquinoline and dialkyl acetylene dicarboxylates. We further evaluated antiproliferative activity of all the compounds against MCF-7 human breast cancer cells. Out of several compounds synthesized, three compounds IVc, IVg and IVi having substituent methyl and dioxyl ring in molecule have shown potent anticancer activity. The most potent cytotoxic compound against breast cancer cells in our study was found to be IVi with IC50 value of 98.8 μM. |
| first_indexed | 2024-04-11T06:14:07Z |
| format | Article |
| id | doaj.art-6e4f023c9a2e4590bd854c0337c2d088 |
| institution | Directory Open Access Journal |
| issn | 2211-7156 |
| language | English |
| last_indexed | 2024-04-11T06:14:07Z |
| publishDate | 2022-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj.art-6e4f023c9a2e4590bd854c0337c2d0882022-12-22T04:41:08ZengElsevierResults in Chemistry2211-71562022-01-014100386Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell linesShruti Gupta0Gaurav Bartwal1Ashima Singh2Jyoti Tanwar3J.M. Khurana4Department of Chemistry, University of Delhi, Delhi 110007, India; Corresponding author.Department of Chemistry, University of Delhi, Delhi 110007, IndiaDepartment of Chemistry, University of Delhi, Delhi 110007, India; Department of Chemistry, Bhaskaracharya College of Applied Sciences, Delhi 110075, IndiaCSIR-Institute of Genomics and Integrative Biology (IGIB), New Delhi, IndiaDepartment of Chemistry, University of Delhi, Delhi 110007, IndiaQuinoline derived scaffolds have long been reported for their promising biological responses such as anti-Alzheimer, antituberculosis, antioxidants, anti-inflammatory etc. Pyrimidine, a versatile pharmacophore, has also been employed for developing a variety of bioactive molecules. Therefore, we envisioned to incorporate these two privileged moieties into a single one for improved biological applications. In this work, we developed an efficient catalyst free synthesis of spiroisoquinlino-pyrimidine conjugates via one-pot multicomponent reaction of various 1,3-dicarbonyls, isoquinoline and dialkyl acetylene dicarboxylates. We further evaluated antiproliferative activity of all the compounds against MCF-7 human breast cancer cells. Out of several compounds synthesized, three compounds IVc, IVg and IVi having substituent methyl and dioxyl ring in molecule have shown potent anticancer activity. The most potent cytotoxic compound against breast cancer cells in our study was found to be IVi with IC50 value of 98.8 μM.http://www.sciencedirect.com/science/article/pii/S2211715622001059AnticancerMulticomponent reactionsIsoquinoline-pyrimidinesMCF-7 |
| spellingShingle | Shruti Gupta Gaurav Bartwal Ashima Singh Jyoti Tanwar J.M. Khurana Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell lines Results in Chemistry Anticancer Multicomponent reactions Isoquinoline-pyrimidines MCF-7 |
| title | Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell lines |
| title_full | Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell lines |
| title_fullStr | Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell lines |
| title_full_unstemmed | Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell lines |
| title_short | Design, synthesis and biological evaluation of spiroisoquinoline-pyrimidine derivatives as anticancer agents against MCF-7 cancer cell lines |
| title_sort | design synthesis and biological evaluation of spiroisoquinoline pyrimidine derivatives as anticancer agents against mcf 7 cancer cell lines |
| topic | Anticancer Multicomponent reactions Isoquinoline-pyrimidines MCF-7 |
| url | http://www.sciencedirect.com/science/article/pii/S2211715622001059 |
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