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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

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)

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Abstract

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.

Item Type: Article
Uncontrolled Keywords: Suzuki cross-coupling reaction; 2,5-biaryl-3-hexylthiophene derivatives; anti-tumor; biofilm inhibition; haemolysis; anti-thrombolytic
Subjects: Q Science > QR Microbiology
Faculty/Division: Faculty of Industrial Sciences And Technology
Depositing User: Noorul Farina Arifin
Date Deposited: 24 Feb 2017 02:49
Last Modified: 02 Nov 2017 07:21
URI: http://umpir.ump.edu.my/id/eprint/16833
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