Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki–Miyaura cross-coupling reaction and their antithrombolyitc, biofilm inhibition, hemolytic potential and molecular docking studies

A series of 2,3-diaryldibenzo[b]thiophene derivatives have been synthesized via Suzuki coupling reactions in moderate to good yields (59–79%). The synthesized compounds were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds showed significant biological...

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Published in:Medicinal chemistry research 2020-08, Vol.29 (8), p.1486-1496
Main Authors: Sial, Nosheen, Rasool, Nasir, Rizwan, Komal, Altaf, Ataf Ali, Ali, Shaukat, Malik, Ayesha, Zubair, Muhammad, Akhtar, Arusa, Kausar, Samia, Shah, Syed Adnan Ali
Format: Article
Language:English
Subjects:
Benzothiophene
Biochemistry
Biofilms
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Chemical compounds
Chemical reactions
Chemical synthesis
Coupling (molecular)
Cross coupling
Derivatives
Hydrogen bonding
Inorganic Chemistry
Medicinal Chemistry
Molecular docking
Original Research
Palladium
Pharmacology
Pharmacology/Toxicology
Streptokinase
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Summary:A series of 2,3-diaryldibenzo[b]thiophene derivatives have been synthesized via Suzuki coupling reactions in moderate to good yields (59–79%). The synthesized compounds were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds showed significant biological potential. Compound ( 4k ) revealed excellent antithrombolytic (87.24%) and biofilm inhibition (99.64%) activity. While compound ( 4i ) exhibited an outstanding hemolytic potential (84.53%). The docking studies uncovered that studied compounds interact with streptokinase and plasminogen via hydrogen bonding, π-anion, π–π stacked interactions, and π-sigma bonding type interactions. The results revealed that synthesized benzo[b]thiophene derivatives could be a potential source of therapeutic agents.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-020-02568-7