Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation
A series of various novel 4-arylthiophene-2-carbaldehyde compounds were synthesized in moderate to excellent yields via Suzuki-Miyaura cross-coupling with different arylboronic pinacol esters/acids. The synthesized products were screened for their antibacterial, haemolytic, antiurease, and nitric ox...
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| Format: | Article |
| Language: | English |
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MDPI
2013
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| Online Access: | http://psasir.upm.edu.my/id/eprint/78047/ http://psasir.upm.edu.my/id/eprint/78047/1/78047.pdf |
| _version_ | 1848858398332813312 |
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| author | Ali, Shaukat Rasool, Nasir Ullah, Aman Nasim, Faiz-ul-Hassan Yaqoob, Asma Zubair, Muhammad Rashid, Umer Riaz, Muhammad |
| author_facet | Ali, Shaukat Rasool, Nasir Ullah, Aman Nasim, Faiz-ul-Hassan Yaqoob, Asma Zubair, Muhammad Rashid, Umer Riaz, Muhammad |
| author_sort | Ali, Shaukat |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | A series of various novel 4-arylthiophene-2-carbaldehyde compounds were synthesized in moderate to excellent yields via Suzuki-Miyaura cross-coupling with different arylboronic pinacol esters/acids. The synthesized products were screened for their antibacterial, haemolytic, antiurease, and nitric oxide (NO) scavenging capabilities and interestingly, almost all products turned out to have good activities. 3-(5-Formyl-thiophene-3-yl)-5-(trifloromethyl)benzonitrile (2d) revealed excellent antibacterial activity, showing an IC50 value of 29.7 µg/mL against Pseudomonas aeruginosa, compared to the standard drug streptomycin with an IC50 value 35.2 µg/mL and was also found to be the best NO scavenger, with an IC50 value of 45.6 µg/mL. Moreover, 4-(3-chloro-4-fluoro-phenyl)thiophene-2-carbaldehyde (2i) exhibited a superior haemolytic action and an outstanding urease inhibition, showing an IC50 value of 27.1 µg/mL. |
| first_indexed | 2025-11-15T12:12:49Z |
| format | Article |
| id | upm-78047 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T12:12:49Z |
| publishDate | 2013 |
| publisher | MDPI |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-780472020-05-03T22:30:49Z http://psasir.upm.edu.my/id/eprint/78047/ Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation Ali, Shaukat Rasool, Nasir Ullah, Aman Nasim, Faiz-ul-Hassan Yaqoob, Asma Zubair, Muhammad Rashid, Umer Riaz, Muhammad A series of various novel 4-arylthiophene-2-carbaldehyde compounds were synthesized in moderate to excellent yields via Suzuki-Miyaura cross-coupling with different arylboronic pinacol esters/acids. The synthesized products were screened for their antibacterial, haemolytic, antiurease, and nitric oxide (NO) scavenging capabilities and interestingly, almost all products turned out to have good activities. 3-(5-Formyl-thiophene-3-yl)-5-(trifloromethyl)benzonitrile (2d) revealed excellent antibacterial activity, showing an IC50 value of 29.7 µg/mL against Pseudomonas aeruginosa, compared to the standard drug streptomycin with an IC50 value 35.2 µg/mL and was also found to be the best NO scavenger, with an IC50 value of 45.6 µg/mL. Moreover, 4-(3-chloro-4-fluoro-phenyl)thiophene-2-carbaldehyde (2i) exhibited a superior haemolytic action and an outstanding urease inhibition, showing an IC50 value of 27.1 µg/mL. MDPI 2013 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/78047/1/78047.pdf Ali, Shaukat and Rasool, Nasir and Ullah, Aman and Nasim, Faiz-ul-Hassan and Yaqoob, Asma and Zubair, Muhammad and Rashid, Umer and Riaz, Muhammad (2013) Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation. Molecules, 18 (12). pp. 14711-14725. ISSN 1420-3049 https://www.mdpi.com/1420-3049/18/12/14711 10.3390/molecules181214711 |
| spellingShingle | Ali, Shaukat Rasool, Nasir Ullah, Aman Nasim, Faiz-ul-Hassan Yaqoob, Asma Zubair, Muhammad Rashid, Umer Riaz, Muhammad Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation |
| title | Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation |
| title_full | Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation |
| title_fullStr | Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation |
| title_full_unstemmed | Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation |
| title_short | Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation |
| title_sort | design and synthesis of arylthiophene-2-carbaldehydes via suzuki-miyaura reactions and their biological evaluation |
| url | http://psasir.upm.edu.my/id/eprint/78047/ http://psasir.upm.edu.my/id/eprint/78047/ http://psasir.upm.edu.my/id/eprint/78047/ http://psasir.upm.edu.my/id/eprint/78047/1/78047.pdf |