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Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies

The present study describes several novel 2,5-biaryl-3-hexylthiophene derivatives (3a-i) synthesized via a Pd(0)-catalyzed Suzuki cross-coupling reaction in moderate to good yields. The novel compounds were also analyzed for their anti-thrombolytic, haemolytic, and biofilm inhibition activities. In...

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Main Authors: Ikram, Hafiz Mansoor, Rasool, Nasir, Zubair, Muhammad, Khan, Khalid Mohammed, Chotana, Ghayoor Abbas, Akhtar, Muhammad Nadeem, Abu, Nadiah, Alitheen, Noorjahan Banu, Elgorban, Abdallah Mohamed, Rana, Usman Ali
Format: Article
Language:English
Published: M D P I AG 2016
Online Access:http://psasir.upm.edu.my/id/eprint/54128/1/Efficient%20double%20Suzuki.pdf
http://psasir.upm.edu.my/id/eprint/54128/
http://www.mdpi.com/1420-3049/21/8/977
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spelling my.upm.eprints.541282018-02-28T09:22:08Z http://psasir.upm.edu.my/id/eprint/54128/ Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies Ikram, Hafiz Mansoor Rasool, Nasir Zubair, Muhammad Khan, Khalid Mohammed Chotana, Ghayoor Abbas Akhtar, Muhammad Nadeem Abu, Nadiah Alitheen, Noorjahan Banu Elgorban, Abdallah Mohamed Rana, Usman Ali The present study describes several novel 2,5-biaryl-3-hexylthiophene derivatives (3a-i) synthesized via a Pd(0)-catalyzed Suzuki cross-coupling reaction in moderate to good yields. The novel compounds were also analyzed for their anti-thrombolytic, haemolytic, and biofilm inhibition activities. In addition, the anti-tumor activity was also evaluated in vitro for newly-synthesized compounds, where 3-hexyl-2,5-bis(4-(methylthio)phenyl)thiophene exhibited the best anti-tumor activity against 4T1 cells with IC50 value of 16 μM. Moreover, 2,5-bis(4-methylphenyl)-3-hexylthiophene showed the highest activity against MCF-7 cells with an IC50 value of 26.2 μM. On the other hand, the compound 2,5-bis(4-chloropheny)-3-hexylthiophene exhibited excellent biofilm inhibition activity. Furthermore, the compound 2,5-bis(3-chloro-4-fluorophenyl)-3-hexylthiophene also exhibited better anti-thrombolytic and hemolytic activity results as compared to the other newly-synthesized compounds. M D P I AG 2016 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/54128/1/Efficient%20double%20Suzuki.pdf Ikram, Hafiz Mansoor and Rasool, Nasir and Zubair, Muhammad and Khan, Khalid Mohammed and Chotana, Ghayoor Abbas and Akhtar, Muhammad Nadeem and Abu, Nadiah and Alitheen, Noorjahan Banu and Elgorban, Abdallah Mohamed and Rana, Usman Ali (2016) Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies. Molecules, 21 (8). pp. 1-11. ISSN 1420-3049 http://www.mdpi.com/1420-3049/21/8/977 10.3390/molecules21080977
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
description The present study describes several novel 2,5-biaryl-3-hexylthiophene derivatives (3a-i) synthesized via a Pd(0)-catalyzed Suzuki cross-coupling reaction in moderate to good yields. The novel compounds were also analyzed for their anti-thrombolytic, haemolytic, and biofilm inhibition activities. In addition, the anti-tumor activity was also evaluated in vitro for newly-synthesized compounds, where 3-hexyl-2,5-bis(4-(methylthio)phenyl)thiophene exhibited the best anti-tumor activity against 4T1 cells with IC50 value of 16 μM. Moreover, 2,5-bis(4-methylphenyl)-3-hexylthiophene showed the highest activity against MCF-7 cells with an IC50 value of 26.2 μM. On the other hand, the compound 2,5-bis(4-chloropheny)-3-hexylthiophene exhibited excellent biofilm inhibition activity. Furthermore, the compound 2,5-bis(3-chloro-4-fluorophenyl)-3-hexylthiophene also exhibited better anti-thrombolytic and hemolytic activity results as compared to the other newly-synthesized compounds.
format Article
author Ikram, Hafiz Mansoor
Rasool, Nasir
Zubair, Muhammad
Khan, Khalid Mohammed
Chotana, Ghayoor Abbas
Akhtar, Muhammad Nadeem
Abu, Nadiah
Alitheen, Noorjahan Banu
Elgorban, Abdallah Mohamed
Rana, Usman Ali
spellingShingle Ikram, Hafiz Mansoor
Rasool, Nasir
Zubair, Muhammad
Khan, Khalid Mohammed
Chotana, Ghayoor Abbas
Akhtar, Muhammad Nadeem
Abu, Nadiah
Alitheen, Noorjahan Banu
Elgorban, Abdallah Mohamed
Rana, Usman Ali
Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
author_facet Ikram, Hafiz Mansoor
Rasool, Nasir
Zubair, Muhammad
Khan, Khalid Mohammed
Chotana, Ghayoor Abbas
Akhtar, Muhammad Nadeem
Abu, Nadiah
Alitheen, Noorjahan Banu
Elgorban, Abdallah Mohamed
Rana, Usman Ali
author_sort Ikram, Hafiz Mansoor
title Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
title_short Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
title_full Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
title_fullStr Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
title_full_unstemmed Efficient double Suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
title_sort efficient double suzuki cross-coupling reactions of 2,5-dibromo-3-hexylthiophene: anti-tumor, haemolytic, anti-thrombolytic and biofilm inhibition studies
publisher M D P I AG
publishDate 2016
url http://psasir.upm.edu.my/id/eprint/54128/1/Efficient%20double%20Suzuki.pdf
http://psasir.upm.edu.my/id/eprint/54128/
http://www.mdpi.com/1420-3049/21/8/977
_version_ 1643835570018844672
score 13.211869

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