Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
The present study describes several novel 2,5-biaryl-3-hexylthiophene derivatives (3a-i) synthesized via a Pd(0)-catalyzed Suzuki cross-coupling reaction in moderate to good yields. The novel compounds were also analyzed for their anti-thrombolytic, haemolytic, and biofilm inhibition activities. In...
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| Format: | Article |
| Language: | English |
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M D P I AG
2016
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| Online Access: | http://psasir.upm.edu.my/id/eprint/54128/ http://psasir.upm.edu.my/id/eprint/54128/1/Efficient%20double%20Suzuki.pdf |
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| author | Ikram, Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Abu, Nadiah Alitheen, Noorjahan Banu Elgorban, Abdallah Mohamed Rana, Usman Ali |
| author_facet | Ikram, Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Abu, Nadiah Alitheen, Noorjahan Banu Elgorban, Abdallah Mohamed Rana, Usman Ali |
| author_sort | Ikram, Hafiz Mansoor |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | The present study describes several novel 2,5-biaryl-3-hexylthiophene derivatives (3a-i) synthesized via a Pd(0)-catalyzed Suzuki cross-coupling reaction in moderate to good yields. The novel compounds were also analyzed for their anti-thrombolytic, haemolytic, and biofilm inhibition activities. In addition, the anti-tumor activity was also evaluated in vitro for newly-synthesized compounds, where 3-hexyl-2,5-bis(4-(methylthio)phenyl)thiophene exhibited the best anti-tumor activity against 4T1 cells with IC50 value of 16 μM. Moreover, 2,5-bis(4-methylphenyl)-3-hexylthiophene showed the highest activity against MCF-7 cells with an IC50 value of 26.2 μM. On the other hand, the compound 2,5-bis(4-chloropheny)-3-hexylthiophene exhibited excellent biofilm inhibition activity. Furthermore, the compound 2,5-bis(3-chloro-4-fluorophenyl)-3-hexylthiophene also exhibited better anti-thrombolytic and hemolytic activity results as compared to the other newly-synthesized compounds. |
| first_indexed | 2025-11-15T10:38:26Z |
| format | Article |
| id | upm-54128 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T10:38:26Z |
| publishDate | 2016 |
| publisher | M D P I AG |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-541282018-02-28T09:22:08Z http://psasir.upm.edu.my/id/eprint/54128/ Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies Ikram, Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Abu, Nadiah Alitheen, Noorjahan Banu Elgorban, Abdallah Mohamed Rana, Usman Ali The present study describes several novel 2,5-biaryl-3-hexylthiophene derivatives (3a-i) synthesized via a Pd(0)-catalyzed Suzuki cross-coupling reaction in moderate to good yields. The novel compounds were also analyzed for their anti-thrombolytic, haemolytic, and biofilm inhibition activities. In addition, the anti-tumor activity was also evaluated in vitro for newly-synthesized compounds, where 3-hexyl-2,5-bis(4-(methylthio)phenyl)thiophene exhibited the best anti-tumor activity against 4T1 cells with IC50 value of 16 μM. Moreover, 2,5-bis(4-methylphenyl)-3-hexylthiophene showed the highest activity against MCF-7 cells with an IC50 value of 26.2 μM. On the other hand, the compound 2,5-bis(4-chloropheny)-3-hexylthiophene exhibited excellent biofilm inhibition activity. Furthermore, the compound 2,5-bis(3-chloro-4-fluorophenyl)-3-hexylthiophene also exhibited better anti-thrombolytic and hemolytic activity results as compared to the other newly-synthesized compounds. M D P I AG 2016 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/54128/1/Efficient%20double%20Suzuki.pdf Ikram, Hafiz Mansoor and Rasool, Nasir and Zubair, Muhammad and Khan, Khalid Mohammed and Chotana, Ghayoor Abbas and Akhtar, Muhammad Nadeem and Abu, Nadiah and Alitheen, Noorjahan Banu and Elgorban, Abdallah Mohamed and Rana, Usman Ali (2016) Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies. Molecules, 21 (8). pp. 1-11. ISSN 1420-3049 http://www.mdpi.com/1420-3049/21/8/977 Suzuki cross-coupling reaction; 2,5-biaryl-3-hexylthiophene derivatives; Anti-tumor; Biofilm inhibition; Haemolysis; Anti-thrombolytic 10.3390/molecules21080977 |
| spellingShingle | Suzuki cross-coupling reaction; 2,5-biaryl-3-hexylthiophene derivatives; Anti-tumor; Biofilm inhibition; Haemolysis; Anti-thrombolytic Ikram, Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Abu, Nadiah Alitheen, Noorjahan Banu Elgorban, Abdallah Mohamed Rana, Usman Ali Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies |
| title | Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies |
| title_full | Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies |
| title_fullStr | Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies |
| title_full_unstemmed | Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies |
| title_short | Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies |
| title_sort | efficient double suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies |
| topic | Suzuki cross-coupling reaction; 2,5-biaryl-3-hexylthiophene derivatives; Anti-tumor; Biofilm inhibition; Haemolysis; Anti-thrombolytic |
| url | http://psasir.upm.edu.my/id/eprint/54128/ http://psasir.upm.edu.my/id/eprint/54128/ http://psasir.upm.edu.my/id/eprint/54128/ http://psasir.upm.edu.my/id/eprint/54128/1/Efficient%20double%20Suzuki.pdf |