title: Extraction, hemisynthesis, and synthesis of canthin-6-one analogues. Evaluation of their antifungal activities.
abstract: Zanthoxylum chiloperone var. angustifolium was investigated. Alkaloids 1-3 from the canthin-6-one series were characterized. Derivatives 7-28 were prepared by hemisynthesis or total synthesis. All compounds were tested for in vitro antifungal activities against five pathogenic fungal strains. Analogues of canthin-6-one did not show better antifungal activities.
authors.affiliation: Laboratoire de Pharmacognosie Associé au CNRS (UMR 8076, BioCIS), Centre d'Etudes Pharmaceutiques, Université Paris-Sud 11, 5 Rue Jean-Baptiste Clément, 92296 Châtenay-Malabry, France.
authors.forename: Flor
authors.initials: F
authors.lastname: Soriano-Agatón
authors.forename: Delphine
authors.initials: D
authors.lastname: Lagoutte
authors.forename: Erwan
authors.initials: E
authors.lastname: Poupon
authors.forename: François
authors.initials: F
authors.lastname: Roblot
authors.forename: Alain
authors.initials: A
authors.lastname: Fournet
authors.forename: Jean-Charles
authors.initials: JC
authors.lastname: Gantier
authors.forename: Reynald
authors.initials: R
authors.lastname: Hocquemiller
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001232:Aspergillus fumigatus / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002243:Carbolines; D003455:Cryptococcus neoformans / Q000187:drug effects; D004353:Drug Evaluation, Preclinical; D026121:Indole Alkaloids; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009287:Naphthyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D013329:Structure-Activity Relationship; D014249:Trichophyton / Q000187:drug effects; D032106:Zanthoxylum / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000935:Antifungal Agents; D002243:Carbolines; D026121:Indole Alkaloids; D007211:Indoles; D009287:Naphthyridines; C453379:canthin-6-one