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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 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

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Abstract

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

Item Type: Article
Uncontrolled Keywords: Suzuki coupling, DFT, phenol, organoboron, biaryl, biofilm
Subjects: Q Science > QD Chemistry
Q Science > QR Microbiology
Faculty/Division: Centre of Excellence: Bio-Aromatic Research Center of Excellence
Faculty of Industrial Sciences And Technology
Depositing User: Noorul Farina Arifin
Date Deposited: 23 Jan 2019 06:52
Last Modified: 02 Apr 2019 04:46
URI: http://umpir.ump.edu.my/id/eprint/23928
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