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...

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Main Authors: Farooq, Hira, Rasool, Nasir, Ansari, Muhammad Tayyab, Rizwan, Komal, Iqbal, Sarosh, Mahmood, Tariq, Israr, Hira, Ayub, Khurshid, Rasheed, Tahir, Seema, Zareen, Akhtar, Muhammad Nadeem
Format: Article
Language:English
Published: Polish Pharmaceutical Society 2018
Subjects:
Online Access:http://umpir.ump.edu.my/id/eprint/23928/
http://umpir.ump.edu.my/id/eprint/23928/
http://umpir.ump.edu.my/id/eprint/23928/
http://umpir.ump.edu.my/id/eprint/23928/1/Selective%20arylation%20of%20phenol%20protecteddone.pdf
id ump-23928
recordtype eprints
spelling ump-239282019-04-02T04:46:27Z 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 http://ptfarm.pl/en/wydawnictwa/czasopisma/acta-poloniae-pharmaceutica/110/-/27641 DOI: 10.32383/appdr/78920
repository_type Digital Repository
institution_category Local University
institution Universiti Malaysia Pahang
building UMP Institutional Repository
collection Online Access
language English
topic QD Chemistry
QR Microbiology
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
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
format Article
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
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_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_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_sort selective arylation of phenol protected propygyl bromide via pd-catalysed suzuki coupling reaction: synthesis, mechanistic studies by dft calculations and their pharmacological aspects
publisher Polish Pharmaceutical Society
publishDate 2018
url http://umpir.ump.edu.my/id/eprint/23928/
http://umpir.ump.edu.my/id/eprint/23928/
http://umpir.ump.edu.my/id/eprint/23928/
http://umpir.ump.edu.my/id/eprint/23928/1/Selective%20arylation%20of%20phenol%20protecteddone.pdf
first_indexed 2023-09-18T22:36:03Z
last_indexed 2023-09-18T22:36:03Z
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