Synthesis, spectral analysis and anti cancer activity of (E)-2-(4-((1-phenyl-1H- 1,2,3-triazol-4-yl)methoxy)phenyl)-1-(benzo[d]thiazol-2-yl)diazene
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Title |
Synthesis, spectral analysis and anti cancer activity of (E)-2-(4-((1-phenyl-1H- 1,2,3-triazol-4-yl)methoxy)phenyl)-1-(benzo[d]thiazol-2-yl)diazene
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Creator |
Manasa, Guttikonda
Nukala, Satheesh Kumar |
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Subject |
Triazole
Benzothiazol Molecular docking Anticancer activity |
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Description |
764-769
The present work provides a comprehensive guide to the design and high-yield synthesis of 1,2,3-triazole derivatives employing a wide range of chemicals, bases, and catalysts. The methodology is simple, efficient, and effective. Amide coupling reagents have been developed that are more convenient, milder, and allow for higher selectivity under mild reaction conditions. Benzo[d]thiazol-2-amine (I) treated with NaNO2/HCl gives diazonium salt (II) and compound (II) reacts with phenol to give intermediate (III). To get phenoxide compound (IV) compound (III) is treated with K2CO3/DMF. To get (E)-1-(benzo[d]thiazol- 2-yl)-2-(4-(prop-2-ynyloxy)phenyl)diazene (V), compound (IV) is treated with 3-bromoprop-1-yne. Derivatives of (VIa-p) are obtained when compound (V) is treated with aniline and CuI/THF. The derivatives of (VIa-p) have shown moderate to excellent efficacy when tested for anticancer properties against several cancer cell lines. The MCF-7 cell line is the most resistant to compounds 6a and 6e, with an IC50 value of 1.92 and 1.99 μM respectively. The structures of the newly synthesized compounds have been established by 1H and 13C NMR, IR, and ESI-HRMS. |
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Date |
2024-08-21T05:35:21Z
2024-08-21T05:35:21Z 2024-08 |
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Type |
Article
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Identifier |
2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/64421 https://doi.org/10.56042/ijc.v63i8.8005 |
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Language |
en
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Publisher |
NIScPR-CSIR,India
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Source |
IJC Vol.63(08) [August 2024]
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