Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations
Thiophene derivatives have shown versatile pharmacological activities. The Suzuki reaction proved a convenient method for C–C bond formations in organic molecules. In the present research work novel derivatives of 2,5-dibromo-3-methylthiophene (3a–k and 3l–p) has been synthesized, via Suzuki couplin...
| Main Authors: | , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Springer Open
2018
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| Subjects: | |
| Online Access: | http://umpir.ump.edu.my/id/eprint/22383/1/Palladium%280%29%20catalyzed%20Suzuki%20cross.pdf |
| _version_ | 1825812286431821824 |
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| author | Rizwan, Komal Zubair, Muhammad Rasool, Nasir Mahmood, Tariq Ayub, Khurshid Noorjahan Banu, Alitheen Muhammad Nazirul Mubin, Aziz Akhtar, Muhammad Nadeem Nasim, Faiz-ul-Hassan Bukhary, Snober Mona Ahmad, Viqar Uddin Rani, Mubeen |
| author_facet | Rizwan, Komal Zubair, Muhammad Rasool, Nasir Mahmood, Tariq Ayub, Khurshid Noorjahan Banu, Alitheen Muhammad Nazirul Mubin, Aziz Akhtar, Muhammad Nadeem Nasim, Faiz-ul-Hassan Bukhary, Snober Mona Ahmad, Viqar Uddin Rani, Mubeen |
| author_sort | Rizwan, Komal |
| collection | UMP |
| description | Thiophene derivatives have shown versatile pharmacological activities. The Suzuki reaction proved a convenient method for C–C bond formations in organic molecules. In the present research work novel derivatives of 2,5-dibromo-3-methylthiophene (3a–k and 3l–p) has been synthesized, via Suzuki coupling reaction in low to moderate yields. A wide range of functional groups were well tolerated in reaction. Density functional theory investigations on all synthesized derivatives (3a–3p) were performed in order to explore the structural properties. The pharmaceutical potential of synthesized compounds was investigated through various bioassays (antioxidant, antibacterial, antiurease activities). The compounds 3l, 3g, 3j, showed excellent antioxidant activity (86.0, 82.0, 81.3%), respectively by scavenging DPPH. Synthesized compounds showed promising antibacterial activity against tested strains. 3b, 3k, 3a, 3d and 3j showed potential antiurease activity with 67.7, 64.2, 58.8, 54.7 and 52.1% inhibition at 50 µg/ml. Results indicated that synthesized molecules could be a potential source of pharmaceutical agents. |
| first_indexed | 2024-03-06T12:26:55Z |
| format | Article |
| id | UMPir22383 |
| institution | Universiti Malaysia Pahang |
| language | English |
| last_indexed | 2024-03-06T12:26:55Z |
| publishDate | 2018 |
| publisher | Springer Open |
| record_format | dspace |
| spelling | UMPir223832018-10-11T06:48:41Z http://umpir.ump.edu.my/id/eprint/22383/ Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations Rizwan, Komal Zubair, Muhammad Rasool, Nasir Mahmood, Tariq Ayub, Khurshid Noorjahan Banu, Alitheen Muhammad Nazirul Mubin, Aziz Akhtar, Muhammad Nadeem Nasim, Faiz-ul-Hassan Bukhary, Snober Mona Ahmad, Viqar Uddin Rani, Mubeen QD Chemistry Thiophene derivatives have shown versatile pharmacological activities. The Suzuki reaction proved a convenient method for C–C bond formations in organic molecules. In the present research work novel derivatives of 2,5-dibromo-3-methylthiophene (3a–k and 3l–p) has been synthesized, via Suzuki coupling reaction in low to moderate yields. A wide range of functional groups were well tolerated in reaction. Density functional theory investigations on all synthesized derivatives (3a–3p) were performed in order to explore the structural properties. The pharmaceutical potential of synthesized compounds was investigated through various bioassays (antioxidant, antibacterial, antiurease activities). The compounds 3l, 3g, 3j, showed excellent antioxidant activity (86.0, 82.0, 81.3%), respectively by scavenging DPPH. Synthesized compounds showed promising antibacterial activity against tested strains. 3b, 3k, 3a, 3d and 3j showed potential antiurease activity with 67.7, 64.2, 58.8, 54.7 and 52.1% inhibition at 50 µg/ml. Results indicated that synthesized molecules could be a potential source of pharmaceutical agents. Springer Open 2018 Article PeerReviewed pdf en cc_by_4 http://umpir.ump.edu.my/id/eprint/22383/1/Palladium%280%29%20catalyzed%20Suzuki%20cross.pdf Rizwan, Komal and Zubair, Muhammad and Rasool, Nasir and Mahmood, Tariq and Ayub, Khurshid and Noorjahan Banu, Alitheen and Muhammad Nazirul Mubin, Aziz and Akhtar, Muhammad Nadeem and Nasim, Faiz-ul-Hassan and Bukhary, Snober Mona and Ahmad, Viqar Uddin and Rani, Mubeen (2018) Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations. Chemistry Central Journal, 12 (49). pp. 1-12. ISSN 1752-153X. (Published) https://doi.org/10.1186/s13065-018-0404-7 doi: 10.1186/s13065-018-0404-7 |
| spellingShingle | QD Chemistry Rizwan, Komal Zubair, Muhammad Rasool, Nasir Mahmood, Tariq Ayub, Khurshid Noorjahan Banu, Alitheen Muhammad Nazirul Mubin, Aziz Akhtar, Muhammad Nadeem Nasim, Faiz-ul-Hassan Bukhary, Snober Mona Ahmad, Viqar Uddin Rani, Mubeen Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations |
| title | Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations |
| title_full | Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations |
| title_fullStr | Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations |
| title_full_unstemmed | Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations |
| title_short | Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations |
| title_sort | palladium 0 catalyzed suzuki cross coupling reaction of 2 5 dibromo 3 methylthiophene selectivity characterization dft studies and their biological evaluations |
| topic | QD Chemistry |
| url | http://umpir.ump.edu.my/id/eprint/22383/1/Palladium%280%29%20catalyzed%20Suzuki%20cross.pdf |
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