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...

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Main Authors:	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
Format:	Article
Language:	English
Published:	Springer Open 2018
Subjects:	QD Chemistry
Online Access:	http://umpir.ump.edu.my/id/eprint/22383/ http://umpir.ump.edu.my/id/eprint/22383/ http://umpir.ump.edu.my/id/eprint/22383/ http://umpir.ump.edu.my/id/eprint/22383/1/Palladium%280%29%20catalyzed%20Suzuki%20cross.pdf

id	ump-22383
recordtype	eprints
spelling	ump-223832018-10-11T06:48:41Z 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 https://doi.org/10.1186/s13065-018-0404-7 doi: 10.1186/s13065-018-0404-7
repository_type	Digital Repository
institution_category	Local University
institution	Universiti Malaysia Pahang
building	UMP Institutional Repository
collection	Online Access
language	English
topic	QD Chemistry
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
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.
format	Article
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
title	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_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_sort	palladium(0) catalyzed suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, dft studies and their biological evaluations
publisher	Springer Open
publishDate	2018
url	http://umpir.ump.edu.my/id/eprint/22383/ http://umpir.ump.edu.my/id/eprint/22383/ http://umpir.ump.edu.my/id/eprint/22383/ http://umpir.ump.edu.my/id/eprint/22383/1/Palladium%280%29%20catalyzed%20Suzuki%20cross.pdf
first_indexed	2023-09-18T22:33:18Z
last_indexed	2023-09-18T22:33:18Z
_version_	1777416429205716992

Palladium(0) catalyzed Suzuki cross-coupling reaction of 2,5-dibromo-3-methylthiophene: selectivity, characterization, DFT studies and their biological evaluations

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