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Eur J Med Chem ; 45(3): 1151-7, 2010 Mar.
Article in English | MEDLINE | ID: mdl-20047777

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.


Subject(s)
Anti-Bacterial Agents , Antifungal Agents , Azides , Bacteria/drug effects , Coumarins , Fungi/drug effects , Sulfonamides , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/pharmacology , Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Azides/chemical synthesis , Azides/pharmacology , Coumarins/chemical synthesis , Coumarins/pharmacology , Microbial Sensitivity Tests , Molecular Structure , Sulfonamides/chemical synthesis , Sulfonamides/pharmacology
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