title: Efficient Double Suzuki Cross-Coupling Reactions of 2,5-Dibromo-3-hexylthiophene: Anti-Tumor, Haemolytic, Anti-Thrombolytic and Biofilm Inhibition Studies.
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.
authors.affiliation: Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan. chemistue@gmail.com.
authors.forename: Hafiz Mansoor
authors.initials: HM
authors.lastname: Ikram
authors.affiliation: Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan. nasirrasool@gcuf.edu.pk.
authors.forename: Nasir
authors.initials: N
authors.lastname: Rasool
authors.affiliation: Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan. nr_308@hotmail.com.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Zubair
authors.affiliation: International Center for Chemical and Biological Sciences, HEJ Research Institute of Chemistry, University of Karachi, Karachi 75270, Pakistan. Khalid.khan@iccs.edu.
authors.forename: Khalid Mohammed
authors.initials: KM
authors.lastname: Khan
authors.affiliation: Department of Chemistry, SBA School of Science &amp; Engineering, Lahore University of Management Sciences, Sector U, DHA, Lahore Cantt. 54792, Pakistan. ghayoor.abbas@lums.edu.pk.
authors.forename: Ghayoor
authors.initials: G
authors.lastname: Abbas Chotana
authors.affiliation: Faculty of Industrial Sciences &amp; Technology, University Malaysia Pahang, Lebuhraya Tun Razak 26300, Kuantan Pahang, Malaysia. nadeemupm@gmail.com.
authors.forename: Muhammad Nadeem
authors.initials: MN
authors.lastname: Akhtar
authors.affiliation: Faculty of Biotechnology and Biomolecular Sciences, University Putra Malaysia, Serdang, Selangor Darul Ehsan 43400, Malaysia. nadyaboo@gmail.com.
authors.forename: Nadiah
authors.initials: N
authors.lastname: Abu
authors.affiliation: Faculty of Biotechnology and Biomolecular Sciences, University Putra Malaysia, Serdang, Selangor Darul Ehsan 43400, Malaysia. noorjahan@upm.edu.my.
authors.forename: Noorjahan Banu
authors.initials: NB
authors.lastname: Alitheen
authors.affiliation: Botany and Microbiology Department, College of Science, King Saud University, Riyadh 11451, Saudi Arabia. elgorban@yahoo.com.
authors.forename: Abdallah Mohamed
authors.initials: AM
authors.lastname: Elgorban
authors.affiliation: Sustainable Energy Technologies (SET) Center, College of Engineering, King Saud University, Riyadh 11421, Saudi Arabia. urana@ksu.edu.sa.
authors.forename: Usman Ali
authors.initials: UA
authors.lastname: Rana
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018441:Biofilms / Q000187:drug effects*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D005343:Fibrinolytic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D053878:Hemolytic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D061986:MCF-7 Cells; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D005343:Fibrinolytic Agents; D053878:Hemolytic Agents; D013876:Thiophenes
keywords: 2,5-biaryl-3-hexylthiophene derivatives; Suzuki cross-coupling reaction; anti-thrombolytic; anti-tumor; biofilm inhibition; haemolysis