Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects
Biaryls are the potential source of synthetic drugs. The present study describes the synthesis of a series of functionalized biphenyl derivatives (3a-3g) using Pd-catalyzed Suzuki coupling reaction. The experimental results revealed the facile synthesis of biphenyl derivatives (3a-3g) with notably h...
| Main Authors: | , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Polish Pharmaceutical Society
2018
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| Online Access: | http://umpir.ump.edu.my/id/eprint/23928/1/Selective%20arylation%20of%20phenol%20protecteddone.pdf |
| _version_ | 1825812527853862912 |
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| author | Farooq, Hira Rasool, Nasir Ansari, Muhammad Tayyab Rizwan, Komal Iqbal, Sarosh Mahmood, Tariq Israr, Hira Ayub, Khurshid Rasheed, Tahir Seema, Zareen Akhtar, Muhammad Nadeem |
| author_facet | Farooq, Hira Rasool, Nasir Ansari, Muhammad Tayyab Rizwan, Komal Iqbal, Sarosh Mahmood, Tariq Israr, Hira Ayub, Khurshid Rasheed, Tahir Seema, Zareen Akhtar, Muhammad Nadeem |
| author_sort | Farooq, Hira |
| collection | UMP |
| description | Biaryls are the potential source of synthetic drugs. The present study describes the synthesis of a series of functionalized biphenyl derivatives (3a-3g) using Pd-catalyzed Suzuki coupling reaction. The experimental results revealed the facile synthesis of biphenyl derivatives (3a-3g) with notably high yield (80-88%). Density functional theory (DFT) studies were performed by Gaussian 09 software in order to rationalize the
selectivity of coupling at C-Br bond instead of C-Cl bond. In addition of synthesis, the biological activities (biofilm inhibition, hemolytic and anti-thrombolytic) of these novel compounds were investigated. These results exhibited good biofilm inhibition (5.86-65.8%), hemolytic (1.32-30.1%) and anti-thrombolytic activities (9.64-42.5%), indicating the potential use of these compounds for pharmaceutical applications |
| first_indexed | 2024-03-06T12:30:30Z |
| format | Article |
| id | UMPir23928 |
| institution | Universiti Malaysia Pahang |
| language | English |
| last_indexed | 2024-03-06T12:30:30Z |
| publishDate | 2018 |
| publisher | Polish Pharmaceutical Society |
| record_format | dspace |
| spelling | UMPir239282019-04-02T04:46:27Z http://umpir.ump.edu.my/id/eprint/23928/ Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects Farooq, Hira Rasool, Nasir Ansari, Muhammad Tayyab Rizwan, Komal Iqbal, Sarosh Mahmood, Tariq Israr, Hira Ayub, Khurshid Rasheed, Tahir Seema, Zareen Akhtar, Muhammad Nadeem QD Chemistry QR Microbiology Biaryls are the potential source of synthetic drugs. The present study describes the synthesis of a series of functionalized biphenyl derivatives (3a-3g) using Pd-catalyzed Suzuki coupling reaction. The experimental results revealed the facile synthesis of biphenyl derivatives (3a-3g) with notably high yield (80-88%). Density functional theory (DFT) studies were performed by Gaussian 09 software in order to rationalize the selectivity of coupling at C-Br bond instead of C-Cl bond. In addition of synthesis, the biological activities (biofilm inhibition, hemolytic and anti-thrombolytic) of these novel compounds were investigated. These results exhibited good biofilm inhibition (5.86-65.8%), hemolytic (1.32-30.1%) and anti-thrombolytic activities (9.64-42.5%), indicating the potential use of these compounds for pharmaceutical applications Polish Pharmaceutical Society 2018 Article PeerReviewed pdf en http://umpir.ump.edu.my/id/eprint/23928/1/Selective%20arylation%20of%20phenol%20protecteddone.pdf Farooq, Hira and Rasool, Nasir and Ansari, Muhammad Tayyab and Rizwan, Komal and Iqbal, Sarosh and Mahmood, Tariq and Israr, Hira and Ayub, Khurshid and Rasheed, Tahir and Seema, Zareen and Akhtar, Muhammad Nadeem (2018) Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects. Acta Poloniae Pharmaceutica - Drug Research, 75 (4). pp. 911-919. ISSN 0001-6837. (Published) http://ptfarm.pl/en/wydawnictwa/czasopisma/acta-poloniae-pharmaceutica/110/-/27641 DOI: 10.32383/appdr/78920 |
| spellingShingle | QD Chemistry QR Microbiology Farooq, Hira Rasool, Nasir Ansari, Muhammad Tayyab Rizwan, Komal Iqbal, Sarosh Mahmood, Tariq Israr, Hira Ayub, Khurshid Rasheed, Tahir Seema, Zareen Akhtar, Muhammad Nadeem Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects |
| title | Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects |
| title_full | Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects |
| title_fullStr | Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects |
| title_full_unstemmed | Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects |
| title_short | Selective arylation of phenol protected propygyl bromide via pd-catalysed Suzuki coupling reaction: synthesis, mechanistic studies by DFT calculations and their pharmacological aspects |
| title_sort | selective arylation of phenol protected propygyl bromide via pd catalysed suzuki coupling reaction synthesis mechanistic studies by dft calculations and their pharmacological aspects |
| topic | QD Chemistry QR Microbiology |
| url | http://umpir.ump.edu.my/id/eprint/23928/1/Selective%20arylation%20of%20phenol%20protecteddone.pdf |
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