title: Novel thiazole-thiophene conjugates as adenosine receptor antagonists: synthesis, biological evaluation and docking studies.
abstract: Here we report novel thiazole-thiophene conjugates as adenosine receptor antagonists. All the molecules were evaluated for their binding affinity for adenosine receptors. Most of the molecules were found to interact with the A1, A2A and A3 adenosine receptor subtypes with good affinity values. The most potent and selective compound 8n showed an A3Ki value of 0.33μM with selectivity ratios of >90 versus the A1 and >30 versus the A2 subtypes. For compound 8n docking studies into the binding site of the A3 adenosine receptor are provided to visualize its binding mode.
authors: Department of Medicinal Chemistry, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, Sarkhej-Gandhinagar Highway, Thaltej, Ahmedabad 380 054, Gujarat, India.
authors: Dhaivat H
authors: DH
authors: Pandya
authors: Department of Medicinal Chemistry, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, Sarkhej-Gandhinagar Highway, Thaltej, Ahmedabad 380 054, Gujarat, India.
authors: Jayesh A
authors: JA
authors: Sharma
authors: Department of Medicinal Chemistry, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, Sarkhej-Gandhinagar Highway, Thaltej, Ahmedabad 380 054, Gujarat, India.
authors: Hitesh B
authors: HB
authors: Jalani
authors: Department of Medicinal Chemistry, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, Sarkhej-Gandhinagar Highway, Thaltej, Ahmedabad 380 054, Gujarat, India.
authors: Amit N
authors: AN
authors: Pandya
authors: Department of Medicinal Chemistry, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, Sarkhej-Gandhinagar Highway, Thaltej, Ahmedabad 380 054, Gujarat, India.
authors: V
authors: V
authors: Sudarsanam
authors: Institut für Pharmakologie und Toxikologie, Julius-Maximilians-Universität Würzburg, Germany.
authors: Sonja
authors: S
authors: Kachler
authors: Institut für Pharmakologie und Toxikologie, Julius-Maximilians-Universität Würzburg, Germany.
authors: Karl Norbert
authors: KN
authors: Klotz
authors: Department of Medicinal Chemistry, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, Sarkhej-Gandhinagar Highway, Thaltej, Ahmedabad 380 054, Gujarat, India. Electronic address: kamalav@perdcentre.com.
authors: Kamala K
authors: KK
authors: Vasu
mesh_terms: D001665:Binding Sites; D020134:Catalytic Domain; D007700:Kinetics; D062105:Molecular Docking Simulation; D011485:Protein Binding; D058915:Purinergic P1 Receptor Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D043682:Receptor, Adenosine A1 / Q000737:chemistry / Q000378:metabolism; D043684:Receptor, Adenosine A3 / Q000737:chemistry / Q000378:metabolism; D043683:Receptors, Adenosine A2 / Q000737:chemistry / Q000378:metabolism; D018047:Receptors, Purinergic P1 / Q000737:chemistry* / Q000378:metabolism; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D058915:Purinergic P1 Receptor Antagonists; D043682:Receptor, Adenosine A1; D043684:Receptor, Adenosine A3; D043683:Receptors, Adenosine A2; D018047:Receptors, Purinergic P1; D013844:Thiazoles; D013876:Thiophenes
keywords: Adenosine receptors; Molecular docking; Thiazoles; Thiophenes