title: Synthesis and antimicrobial studies on novel sulfonamides containing 4-azidomethyl coumarin.
abstract: A series of new and novel coumarin-6-sulfonamides with a free C4-azidomethyl group have been synthesized as antimicrobials in three steps starting from 7-methyl-4-bromomethylcoumarin 1. The reaction of 1 with chlorosulfonic acid was found to yield the corresponding 6-sulfonylchloride 2, which when treated with sodium azide led to intermediate 3. The title sulfonamides 5a-y were obtained from the reaction of 3 with various aromatic amines 4 in refluxing benzene. The chemical structures of the compounds were elucidated by IR, NMR and LC-MS spectral data. All the synthesized compounds have been screened for their in vitro anti-bacterial and anti-fungal activities. Some of the compounds have been found to be active against both bacterial species at a concentration of 1 microg/mL.
authors.affiliation: PG Department of Chemistry, Karnatak University, Dharwad 580 003, Karnataka, India.
authors.forename: Mahantesha
authors.initials: M
authors.lastname: Basanagouda
authors.forename: K
authors.initials: K
authors.lastname: Shivashankar
authors.forename: Manohar V
authors.initials: MV
authors.lastname: Kulkarni
authors.forename: Vijaykumar P
authors.initials: VP
authors.lastname: Rasal
authors.forename: Harishchandra
authors.initials: H
authors.lastname: Patel
authors.forename: Sumit S
authors.initials: SS
authors.lastname: Mutha
authors.forename: Ashwini A
authors.initials: AA
authors.lastname: Mohite
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D001386:Azides / Q000138:chemical synthesis / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects*; D003374:Coumarins / Q000138:chemical synthesis / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001386:Azides; D003374:Coumarins; D013449:Sulfonamides