Design, synthesis, and cytotoxic evaluation of quinazoline derivatives bearing triazole-acetamides Article Swipe
Keyvan Pedrood
,
Fahimeh Taayoshi
,
Ali Moazzam
,
Aida Iraji
,
Ali Yavari
,
Samira Ansari
,
Sayed Mahmoud Sajjadi‐Jazi
,
Mohammad Reza Mohajeri‐Tehrani
,
Nadia Garmsiri
,
Vahid Haghpanah
,
Meysam Soleymanibadi
,
Bagher Larijani
,
Haleh Hamedifar
,
Neda Adibpour
,
Mohammad Mahdavi
·
YOU?
·
· 2023
· Open Access
·
· DOI: https://doi.org/10.1016/j.heliyon.2023.e13528
YOU?
·
· 2023
· Open Access
·
· DOI: https://doi.org/10.1016/j.heliyon.2023.e13528
A novel series of quinazoline-based agents bearing triazole-acetamides 8a-l were designed and synthesized. All the obtained compounds were tested for in vitro cytotoxic activities against three human cancer cell lines named HCT-116, MCF-7, and HepG2, as well as a normal cell line WRL-68 after 48 and 72 h. The results implied that quinazoline-oxymethyltriazole compounds exhibited moderate to good anticancer potential. The most potent derivative against HCT-116 was 8a (X = 4-OCH3 and R = H) with IC50 values of 10.72 and 5.33 μM after 48 and 72 h compared with doxorubicin with IC50 values of 1.66 and 1.21 μM, respectively. The same trend was seen in the HepG2 cancerous cell line in which 8a recorded the best results with IC50 values of 17.48 and 7.94 after 48 and 72 h, respectively. The cytotoxic analysis against MCF-7 showed that 8f with IC50 = 21.29 μM (48 h) exhibited the best activity, while compounds 8k (IC50 = 11.32 μM) and 8a (IC50 = 12.96 μM), known as the most effective cytotoxic agents after 72 h. Doxorubicin as positive control exhibited IC50 values of 1.15 and 0.82 μM after 48 and 72 h, respectively. Noteworthy, all derivatives showed limited toxicity against the normal cell line. Moreover, docking studies were also presented to understand the interactions between these novel derivatives and possible targets.
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Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1016/j.heliyon.2023.e13528
- OA Status
- gold
- Cited By
- 14
- References
- 45
- Related Works
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- OpenAlex ID
- https://openalex.org/W4319166161
All OpenAlex metadata
Raw OpenAlex JSON
- OpenAlex ID
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https://openalex.org/W4319166161Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.1016/j.heliyon.2023.e13528Digital Object Identifier
- Title
-
Design, synthesis, and cytotoxic evaluation of quinazoline derivatives bearing triazole-acetamidesWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2023Year of publication
- Publication date
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2023-02-01Full publication date if available
- Authors
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Keyvan Pedrood, Fahimeh Taayoshi, Ali Moazzam, Aida Iraji, Ali Yavari, Samira Ansari, Sayed Mahmoud Sajjadi‐Jazi, Mohammad Reza Mohajeri‐Tehrani, Nadia Garmsiri, Vahid Haghpanah, Meysam Soleymanibadi, Bagher Larijani, Haleh Hamedifar, Neda Adibpour, Mohammad MahdaviList of authors in order
- Landing page
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https://doi.org/10.1016/j.heliyon.2023.e13528Publisher landing page
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YesWhether a free full text is available
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goldOpen access status per OpenAlex
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https://doi.org/10.1016/j.heliyon.2023.e13528Direct OA link when available
- Concepts
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Quinazoline, IC50, Chemistry, Cytotoxic T cell, Doxorubicin, Cytotoxicity, Stereochemistry, Docking (animal), Cell culture, In vitro, Biochemistry, Biology, Medicine, Chemotherapy, Nursing, GeneticsTop concepts (fields/topics) attached by OpenAlex
- Cited by
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14Total citation count in OpenAlex
- Citations by year (recent)
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2025: 9, 2024: 3, 2023: 2Per-year citation counts (last 5 years)
- References (count)
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45Number of works referenced by this work
- Related works (count)
-
10Other works algorithmically related by OpenAlex
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| abstract_inverted_index.<b>8k</b> | 152 |
| abstract_inverted_index.Moreover, | 202 |
| abstract_inverted_index.activity, | 149 |
| abstract_inverted_index.cancerous | 108 |
| abstract_inverted_index.compounds | 16, 53, 151 |
| abstract_inverted_index.cytotoxic | 22, 132, 168 |
| abstract_inverted_index.effective | 167 |
| abstract_inverted_index.exhibited | 54, 146, 177 |
| abstract_inverted_index.presented | 207 |
| abstract_inverted_index.vitro</i> | 21 |
| abstract_inverted_index.activities | 23 |
| abstract_inverted_index.anticancer | 58 |
| abstract_inverted_index.derivative | 63 |
| abstract_inverted_index.potential. | 59 |
| abstract_inverted_index.understand | 209 |
| abstract_inverted_index.<b>8a-l</b> | 8 |
| abstract_inverted_index.Doxorubicin | 173 |
| abstract_inverted_index.Noteworthy, | 191 |
| abstract_inverted_index.derivatives | 193, 215 |
| abstract_inverted_index.doxorubicin | 90 |
| abstract_inverted_index.interactions | 211 |
| abstract_inverted_index.synthesized. | 12 |
| abstract_inverted_index.respectively. | 99, 130, 190 |
| abstract_inverted_index.IC<sub>50</sub> | 76, 92, 119, 140, 178 |
| abstract_inverted_index.(IC<sub>50</sub> | 153, 159 |
| abstract_inverted_index.4-OCH<sub>3</sub> | 70 |
| abstract_inverted_index.quinazoline-based | 4 |
| abstract_inverted_index.triazole-acetamides | 7 |
| abstract_inverted_index.quinazoline-oxymethyltriazole | 52 |
| cited_by_percentile_year.max | 99 |
| cited_by_percentile_year.min | 94 |
| corresponding_author_ids | https://openalex.org/A5100690239, https://openalex.org/A5054037400 |
| countries_distinct_count | 1 |
| institutions_distinct_count | 15 |
| corresponding_institution_ids | https://openalex.org/I116768543, https://openalex.org/I70640408 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/3 |
| sustainable_development_goals[0].score | 0.7200000286102295 |
| sustainable_development_goals[0].display_name | Good health and well-being |
| citation_normalized_percentile.value | 0.88237456 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | True |