title: Synthesis, characterization and molecular docking studies of substituted 4-coumarinylpyrano[2,3-c]pyrazole derivatives as potent antibacterial and anti-inflammatory agents.
abstract: A green, eco-friendly and efficient protocol has been developed and synthesized a series of coumarin based pyrano[2,3-c]pyrazole derivatives (3) by multi-component reaction (MCR). Unexpected 3-coumarinyl-3-pyrazolylpropanoic acids (4) have been isolated by the reaction of compound (3) in acidic conditions. Further, intramolecular cyclization of compounds (4) leads to C4C4chromons (9) and these compounds were screened for their biological activities using array of techniques. Most of the compounds exhibited promising antibacterial activity, in particular Gram-positive bacteria. The anti-inflammatory assay was evaluated against protein denaturation as well as HRBC membrane stabilization methods and compounds exhibit excellent anti-inflammatory activity in both methods. Molecular docking study has been performed for all the synthesized compounds with S. aureus dihydropteroate synthetase (DHPS) and results obtained are quite promising.
authors.affiliation: Department of Chemistry, Karnatak University, Dharwad, 580003, Karnataka, India.
authors.forename: Bahubali M
authors.initials: BM
authors.lastname: Chougala
authors.affiliation: Department of Chemistry, Karnatak University, Dharwad, 580003, Karnataka, India.
authors.forename: S
authors.initials: S
authors.lastname: Samundeeswari
authors.affiliation: Department of Chemistry, Karnatak University, Dharwad, 580003, Karnataka, India.
authors.forename: Megharaja
authors.initials: M
authors.lastname: Holiyachi
authors.affiliation: Department of Chemistry, Karnatak University, Dharwad, 580003, Karnataka, India. Electronic address: drlashastri@kud.ac.in.
authors.forename: Lokesh A
authors.initials: LA
authors.lastname: Shastri
authors.affiliation: Dr. Prabhakar Kore Basic Science Research Center, KLE University, Belgaum 590010, Karnataka, India.
authors.forename: Suneel
authors.initials: S
authors.lastname: Dodamani
authors.affiliation: Dr. Prabhakar Kore Basic Science Research Center, KLE University, Belgaum 590010, Karnataka, India; KLE University's College of Pharmacy, Nehru Nagar, Belgaum 590010, Karnataka, India.
authors.forename: Sunil
authors.initials: S
authors.lastname: Jalalpure
authors.affiliation: Novel Drug Design and Discovery Laboratory, Department of Pharmaceutical Chemistry, S.E.T.'s College of Pharmacy, Sangolli Rayanna Nagar, Dharwad-580002, Karnataka, India.
authors.forename: Sheshagiri R
authors.initials: SR
authors.lastname: Dixit
authors.affiliation: Novel Drug Design and Discovery Laboratory, Department of Pharmaceutical Chemistry, S.E.T.'s College of Pharmacy, Sangolli Rayanna Nagar, Dharwad-580002, Karnataka, India.
authors.forename: Shrinivas D
authors.initials: SD
authors.lastname: Joshi
authors.affiliation: Department of Chemistry, G.S.S. College, Belagavi, Karnataka, India.
authors.forename: Vinay A
authors.initials: VA
authors.lastname: Sunagar
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004094:Dihydropteroate Synthase / Q000378:metabolism; D006094:Gram-Positive Bacteria / Q000187:drug effects; D062105:Molecular Docking Simulation; D011485:Protein Binding; D011720:Pyrazoles / Q000138:chemical synthesis / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000201:enzymology
chemical_list: D000900:Anti-Bacterial Agents; D000893:Anti-Inflammatory Agents; D011720:Pyrazoles; D004094:Dihydropteroate Synthase
keywords: 3-Coumarinyl-3-pyrazolylpropanoic acids; Anti-inflammatory; Antibacterial; C(4)C(4) pyranone; DMAP; Molecular docking; Pyrano[2,3-c]pyrazole; Pyranopyrazolo-pyrimidine