title: 1,4-Benzothiazine and 1,4-benzoxazine imidazole derivatives with antifungal activity: a docking study.
abstract: We have recently described the synthesis and antifungal activity of a series of 1,4-benzothiazine and 1,4-benzoxazine imidazole derivatives that mainly showed in vivo activity against a murine experimental model of candidiasis but that very often lacked in vitro activity. Here, we report a docking study of a representative set of our molecules in a 3D model of CYP51 of Candida albicans (CA-CYP51). The model was constructed on the basis of the sequence homology relationship with the recently reported crystal structure of the CYP51 of Mycobacterium tuberculosis (MT- CYP51).
authors.affiliation: Department of Drug Chemistry and Technology, Via del Liceo 1, University of Perugia, Perugia, Italy.
authors.forename: Antonio
authors.initials: A
authors.lastname: Macchiarulo
authors.forename: Gabriele
authors.initials: G
authors.lastname: Costantino
authors.forename: Daniele
authors.initials: D
authors.lastname: Fringuelli
authors.forename: Anna
authors.initials: A
authors.lastname: Vecchiarelli
authors.forename: Fausto
authors.initials: F
authors.lastname: Schiaffella
authors.forename: Renata
authors.initials: R
authors.lastname: Fringuelli
mesh_terms: D000595:Amino Acid Sequence; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors / Q000378:metabolism; D002176:Candida albicans / Q000187:drug effects / Q000201:enzymology; D065607:Cytochrome P-450 Enzyme Inhibitors; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000494:pharmacology; D005656:Fungal Proteins; D005658:Fungi / Q000187:drug effects*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D007536:Isomerism; D008954:Models, Biological; D008958:Models, Molecular; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D009161:Mycobacterium / Q000187:drug effects / Q000201:enzymology; D017385:Sequence Homology; D013843:Thiazines / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: C446962:1,4-benzothiazine; D000935:Antifungal Agents; D001426:Bacterial Proteins; D065607:Cytochrome P-450 Enzyme Inhibitors; D004791:Enzyme Inhibitors; D005656:Fungal Proteins; D007093:Imidazoles; D013843:Thiazines; C465525:cytochrome P-450 CYP51, Candida albicans; D003577:Cytochrome P-450 Enzyme System