Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors
Abstract: A series of novel substituted antipyrine attached bis-triazoles 7(a-h) were synthesized via coupling followed by click chemistry reaction. Their structure was established by means of physico-chemical spectral studies and a single-crystal X-ray diffraction analysis (7c and 7f). X-ray diffra...
| Published in: | Journal of Structural Chemistry |
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| Format: | Article |
| Language: | English |
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Pleiades Publishing
2024
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| Online Access: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-85198058358&doi=10.1134%2fS002247662406012X&partnerID=40&md5=d78951825b9390e7f4ba72b13d263d88 |
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2-s2.0-85198058358 Beliyaiah L.; Anil Kumar G.N.; Tajuddin A.M.; Javarappa R.; Kumaraswamy M.; Basavaraju Y.B. Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors 2024 Journal of Structural Chemistry 65 6 10.1134/S002247662406012X https://www.scopus.com/inward/record.uri?eid=2-s2.0-85198058358&doi=10.1134%2fS002247662406012X&partnerID=40&md5=d78951825b9390e7f4ba72b13d263d88 Abstract: A series of novel substituted antipyrine attached bis-triazoles 7(a-h) were synthesized via coupling followed by click chemistry reaction. Their structure was established by means of physico-chemical spectral studies and a single-crystal X-ray diffraction analysis (7c and 7f). X-ray diffraction results exhibited that 7c and 7f were crystallized in triclinic space group where a = 9.352(3) Å, b = 11.002(3) Å, c = 14.616(4) Å and also revealed that the bis-triazole ring formed by two terminal alkyne groups joined with substituted azides (6a-h). The Hirshfeld surface analysis of the crystal surface shows that the most contributions for H⋯H/H⋯H, C⋯H/H⋯C, N⋯H/H⋯N, O⋯H/H⋯O, and C⋯C interactions. Breast adenocarcinoma cell line used test the compounds anticancer effects by MTT assay. Compound 7f was found to be most promising scaffold, exhibiting a anticancer effect near to standard imatinib (IC50 at 25.03±0.01 mg). The results exhibited that these analogues could be lead compounds in search for new effective anticancer agents. © Pleiades Publishing, Ltd. 2024. Pleiades Publishing 224766 English Article |
| author |
Beliyaiah L.; Anil Kumar G.N.; Tajuddin A.M.; Javarappa R.; Kumaraswamy M.; Basavaraju Y.B. |
| spellingShingle |
Beliyaiah L.; Anil Kumar G.N.; Tajuddin A.M.; Javarappa R.; Kumaraswamy M.; Basavaraju Y.B. Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors |
| author_facet |
Beliyaiah L.; Anil Kumar G.N.; Tajuddin A.M.; Javarappa R.; Kumaraswamy M.; Basavaraju Y.B. |
| author_sort |
Beliyaiah L.; Anil Kumar G.N.; Tajuddin A.M.; Javarappa R.; Kumaraswamy M.; Basavaraju Y.B. |
| title |
Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors |
| title_short |
Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors |
| title_full |
Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors |
| title_fullStr |
Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors |
| title_full_unstemmed |
Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors |
| title_sort |
Synthesis, Crystal Structure, Anticancer Evaluation and Hirshfeld Surface Analysis of Novel Antipyrine Gathered Bis-Triazoles as Breast Adenocarcinoma Inhibitors |
| publishDate |
2024 |
| container_title |
Journal of Structural Chemistry |
| container_volume |
65 |
| container_issue |
6 |
| doi_str_mv |
10.1134/S002247662406012X |
| url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85198058358&doi=10.1134%2fS002247662406012X&partnerID=40&md5=d78951825b9390e7f4ba72b13d263d88 |
| description |
Abstract: A series of novel substituted antipyrine attached bis-triazoles 7(a-h) were synthesized via coupling followed by click chemistry reaction. Their structure was established by means of physico-chemical spectral studies and a single-crystal X-ray diffraction analysis (7c and 7f). X-ray diffraction results exhibited that 7c and 7f were crystallized in triclinic space group where a = 9.352(3) Å, b = 11.002(3) Å, c = 14.616(4) Å and also revealed that the bis-triazole ring formed by two terminal alkyne groups joined with substituted azides (6a-h). The Hirshfeld surface analysis of the crystal surface shows that the most contributions for H⋯H/H⋯H, C⋯H/H⋯C, N⋯H/H⋯N, O⋯H/H⋯O, and C⋯C interactions. Breast adenocarcinoma cell line used test the compounds anticancer effects by MTT assay. Compound 7f was found to be most promising scaffold, exhibiting a anticancer effect near to standard imatinib (IC50 at 25.03±0.01 mg). The results exhibited that these analogues could be lead compounds in search for new effective anticancer agents. © Pleiades Publishing, Ltd. 2024. |
| publisher |
Pleiades Publishing |
| issn |
224766 |
| language |
English |
| format |
Article |
| accesstype |
|
| record_format |
scopus |
| collection |
Scopus |
| _version_ |
1809678151967571968 |