1H-Tetrazol-5-amine and 1,3-thiazolidin-4-one derivatives containing 3-(trifluoromethyl)phenyl scaffold : Synthesis, cytotoxic and anti-HIV studies
Copyright © 2017 Elsevier Masson SAS. All rights reserved..
On the basis of recently reported biologically active 3-(trifluoromethyl)phenylthioureas, a series of diaryl derivatives incorporating 1H-tetrazol-5-yl (1a-11a, 1a'-11a') and 1,3-thiazolidin-4-one (1b-11b) scaffolds were synthesized. The synthesis pathway was confirmed by an X-ray crystallographic studies of 3a', 6a, 8a, 6b and 8b. The cytotoxicity against MT-4 cells and anti-HIV properties of new derivatives were evaluated. As compared to initial thiourea connections, the cyclisation reduced the cytotoxicity of compounds by 2-15 times. The most promising N-(4-nitrophenyl)-1H-tetrazol-5-amine 7a was found to be more active than the origin thiourea. Its cytotoxicity was evaluated on A549, HTB-140 and HaCaT cell lines using MTT assay. The compound shows significant influence on cancer, but not on normal cells. Obtained results can provide some constructive data for further designing of novel family of potentially bioactive analogs.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2017 |
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| Erschienen: |
2017 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:94 |
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| Enthalten in: |
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie - 94(2017) vom: 01. Okt., Seite 804-812 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Bielenica, Anna [VerfasserIn] |
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| Links: |
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| Themen: |
1,3-Thiazolidin-4-one |
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| Anmerkungen: |
Date Completed 31.05.2018 Date Revised 31.05.2018 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1016/j.biopha.2017.07.152 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM274756331 |
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| 520 | |a Copyright © 2017 Elsevier Masson SAS. All rights reserved. | ||
| 520 | |a On the basis of recently reported biologically active 3-(trifluoromethyl)phenylthioureas, a series of diaryl derivatives incorporating 1H-tetrazol-5-yl (1a-11a, 1a'-11a') and 1,3-thiazolidin-4-one (1b-11b) scaffolds were synthesized. The synthesis pathway was confirmed by an X-ray crystallographic studies of 3a', 6a, 8a, 6b and 8b. The cytotoxicity against MT-4 cells and anti-HIV properties of new derivatives were evaluated. As compared to initial thiourea connections, the cyclisation reduced the cytotoxicity of compounds by 2-15 times. The most promising N-(4-nitrophenyl)-1H-tetrazol-5-amine 7a was found to be more active than the origin thiourea. Its cytotoxicity was evaluated on A549, HTB-140 and HaCaT cell lines using MTT assay. The compound shows significant influence on cancer, but not on normal cells. Obtained results can provide some constructive data for further designing of novel family of potentially bioactive analogs | ||
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| 650 | 4 | |a 1H-Tetrazol-5-amine | |
| 650 | 4 | |a Cytotoxicity | |
| 650 | 4 | |a X-ray crystallography | |
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| 700 | 1 | |a Szulczyk, Daniel |e verfasserin |4 aut | |
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| 700 | 1 | |a Giliberti, Gabriele |e verfasserin |4 aut | |
| 700 | 1 | |a Materek, Ilona B |e verfasserin |4 aut | |
| 700 | 1 | |a Koziol, Anna E |e verfasserin |4 aut | |
| 700 | 1 | |a Struga, Marta |e verfasserin |4 aut | |
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