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...

Full description

Saved in:
Bibliographic Details
Main Authors: Ikram , Hafiz Mansoor, Rasool, Nasir, Zubair, Muhammad, Khan, Khalid Mohammed, Chotana, Ghayoor Abbas, Akhtar, Muhammad Nadeem, Nadiah, Abu, Noorjahan Banu, Alitheen, Elgorban, Abdallah Mohamed, Rana, Usman Ali
Format: Article
Language:English
Published: MDPI - Open Access Publishing 2016
Subjects:
Online Access:http://umpir.ump.edu.my/id/eprint/16833/1/fist-2016-nadeem-Efficient%20Double%20Suzuki%20Cross-Coupling.pdf
http://umpir.ump.edu.my/id/eprint/16833/
http://dx.doi.org/10.3390/molecules21080977
Tags: Add Tag
No Tags, Be the first to tag this record!
id my.ump.umpir.16833
record_format eprints
spelling my.ump.umpir.168332017-11-02T07:21:34Z http://umpir.ump.edu.my/id/eprint/16833/ 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 Nadiah, Abu Noorjahan Banu, Alitheen Elgorban, Abdallah Mohamed Rana, Usman Ali QR Microbiology 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. MDPI - Open Access Publishing 2016 Article PeerReviewed application/pdf en cc_by http://umpir.ump.edu.my/id/eprint/16833/1/fist-2016-nadeem-Efficient%20Double%20Suzuki%20Cross-Coupling.pdf Ikram , Hafiz Mansoor and Rasool, Nasir and Zubair, Muhammad and Khan, Khalid Mohammed and Chotana, Ghayoor Abbas and Akhtar, Muhammad Nadeem and Nadiah, Abu and Noorjahan Banu, Alitheen 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 (977). pp. 1-11. ISSN 1420-3049 (print); 1420-3049 (online) http://dx.doi.org/10.3390/molecules21080977 doi: 10.3390/molecules21080977
institution Universiti Malaysia Pahang
building UMP Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaysia Pahang
content_source UMP Institutional Repository
url_provider http://umpir.ump.edu.my/
language English
topic QR Microbiology
spellingShingle QR Microbiology
Ikram , Hafiz Mansoor
Rasool, Nasir
Zubair, Muhammad
Khan, Khalid Mohammed
Chotana, Ghayoor Abbas
Akhtar, Muhammad Nadeem
Nadiah, Abu
Noorjahan Banu, Alitheen
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
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
Nadiah, Abu
Noorjahan Banu, Alitheen
Elgorban, Abdallah Mohamed
Rana, Usman Ali
author_facet Ikram , Hafiz Mansoor
Rasool, Nasir
Zubair, Muhammad
Khan, Khalid Mohammed
Chotana, Ghayoor Abbas
Akhtar, Muhammad Nadeem
Nadiah, Abu
Noorjahan Banu, Alitheen
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 MDPI - Open Access Publishing
publishDate 2016
url http://umpir.ump.edu.my/id/eprint/16833/1/fist-2016-nadeem-Efficient%20Double%20Suzuki%20Cross-Coupling.pdf
http://umpir.ump.edu.my/id/eprint/16833/
http://dx.doi.org/10.3390/molecules21080977
_version_ 1643668023083532288
score 13.211869