Synthesis and antimicrobial studies on novel sulfonamides containing 4-azidomethyl coumarin.
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.
Basanagouda
Mahantesha
M
PG Department of Chemistry, Karnatak University, Dharwad 580 003, Karnataka, India.
Shivashankar
K
K
Kulkarni
Manohar V
MV
Rasal
Vijaykumar P
VP
Patel
Harishchandra
H
Mutha
Sumit S
SS
Mohite
Ashwini A
AA
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
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001386:Azides; D003374:Coumarins; D013449:Sulfonamides