title: Antifungal activity of novel 5-carbonyl derivatives of 3-phenyl-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidines.
abstract: The synthesis and antifungal activity of a series of novel 5-carbonyl derivatives of 3-phenyl-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidines (4) are discussed. The preparation of the title compounds involved a 1,3-dipolar cycloaddition reaction of alpha-substituted ketonitrones with either acrylic esters, acrylamide or methyl vinyl ketone to furnish cis/trans-diastereomeric mixtures of the desired 5-carbonyl isoxazolidines 4. The anifungal activity was evaluated in vitro in solid agar cultures. Some of the compounds tested exerted moderate to potent activity against a wide variety of dermatophytes and yeast and systemic fungi.
authors.forename: G A
authors.initials: GA
authors.lastname: Bennett
authors.forename: G B
authors.initials: GB
authors.lastname: Mullen
authors.forename: T R
authors.initials: TR
authors.lastname: DeCory
authors.forename: D M
authors.initials: DM
authors.lastname: Maryniak
authors.forename: W E
authors.initials: WE
authors.lastname: Jones
authors.forename: J T
authors.initials: JT
authors.lastname: Mitchell
authors.forename: S D
authors.initials: SD
authors.lastname: Allen
authors.forename: V
authors.initials: V
authors.lastname: St Georgiev
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D005658:Fungi / Q000187:drug effects; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D010080:Oxazoles / Q000138:chemical synthesis*
chemical_list: D000935:Antifungal Agents; D007093:Imidazoles; D007555:Isoxazoles; D010080:Oxazoles