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...
| Main Authors: | , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI - Open Access Publishing
2016
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| Subjects: | |
| Online Access: | http://umpir.ump.edu.my/id/eprint/16833/1/fist-2016-nadeem-Efficient%20Double%20Suzuki%20Cross-Coupling.pdf |
| _version_ | 1825823581585539072 |
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| author | Ikram , Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Nadiah, Abu Noorjahan Banu, Alitheen Elgorban, Abdallah Mohamed Rana, Usman Ali |
| author_facet | Ikram , Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Nadiah, Abu Noorjahan Banu, Alitheen Elgorban, Abdallah Mohamed Rana, Usman Ali |
| author_sort | Ikram , Hafiz Mansoor |
| collection | UMP |
| 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 | 2024-03-06T12:13:20Z |
| format | Article |
| id | UMPir16833 |
| institution | Universiti Malaysia Pahang |
| language | English |
| last_indexed | 2024-03-06T12:13:20Z |
| publishDate | 2016 |
| publisher | MDPI - Open Access Publishing |
| record_format | dspace |
| spelling | UMPir168332017-11-02T07:21:34Z http://umpir.ump.edu.my/id/eprint/16833/ 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 Nadiah, Abu Noorjahan Banu, Alitheen Elgorban, Abdallah Mohamed Rana, Usman Ali QR Microbiology 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. MDPI - Open Access Publishing 2016 Article PeerReviewed application/pdf en cc_by http://umpir.ump.edu.my/id/eprint/16833/1/fist-2016-nadeem-Efficient%20Double%20Suzuki%20Cross-Coupling.pdf Ikram , Hafiz Mansoor and Rasool, Nasir and Zubair, Muhammad and Khan, Khalid Mohammed and Chotana, Ghayoor Abbas and Akhtar, Muhammad Nadeem and Nadiah, Abu and Noorjahan Banu, Alitheen 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 (977). pp. 1-11. ISSN 1420-3049 (print); 1420-3049 (online). (Published) http://dx.doi.org/10.3390/molecules21080977 doi: 10.3390/molecules21080977 |
| spellingShingle | QR Microbiology Ikram , Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Nadiah, Abu Noorjahan Banu, Alitheen 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 | QR Microbiology |
| url | http://umpir.ump.edu.my/id/eprint/16833/1/fist-2016-nadeem-Efficient%20Double%20Suzuki%20Cross-Coupling.pdf |
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