title: Aurantoside J: a new tetramic acid glycoside from Theonella swinhoei. Insights into the antifungal potential of aurantosides.
abstract: The chemical investigation of an Indonesian specimen of Theonella swinhoei afforded four aurantosides, one of which, aurantoside J (5), is a new compound. The structure of this metabolite, exhibiting the unprecedented N-α-glycosidic linkage between the pentose and the tetramate units, has been determined through detailed spectroscopic analysis. The four obtained aurantosides have been tested against five fungal strains (four Candida and one Fusarium) responsible of invasive infections in immuno-compromised patients. The non-cytotoxic aurantoside I (4) was the single compound to show an excellent potency against all the tested strains, thus providing valuable insights about the antifungal potential of this class of compounds and the structure-activity relationships.
authors.affiliation: The NeaNat Group, Department of Natural Compounds Chemistry, University of Naples "Federico II", Via D. Montesano 49, 80131 Napoli, Italy.
authors.forename: Rihab F
authors.initials: RF
authors.lastname: Angawi
authors.affiliation: Department of Marine Sciences, Polytechnic University of Marche, Via Brecce Bianche, 60131 Ancona, Italy.
authors.forename: Giorgio
authors.initials: G
authors.lastname: Bavestrello
authors.affiliation: Department of Marine Sciences, Polytechnic University of Marche, Via Brecce Bianche, 60131 Ancona, Italy.
authors.forename: Barbara
authors.initials: B
authors.lastname: Calcinai
authors.affiliation: Faculty of Fishery and Marine Science, Sam Ratulangi University, Manado, Indonesia.
authors.forename: Henny Adeleida
authors.initials: HA
authors.lastname: Dien
authors.affiliation: Department of Experimental Medicine, Section of Microbiology and Clinical Microbiology, Second University of Naples, Via Costantinopoli, 16-80138 Naples, Italy.
authors.forename: Giovanna
authors.initials: G
authors.lastname: Donnarumma
authors.affiliation: Department of Experimental Medicine, Section of Microbiology and Clinical Microbiology, Second University of Naples, Via Costantinopoli, 16-80138 Naples, Italy.
authors.forename: Maria Antonietta
authors.initials: MA
authors.lastname: Tufano
authors.affiliation: Department of Experimental Medicine, Section of Microbiology and Clinical Microbiology, Second University of Naples, Via Costantinopoli, 16-80138 Naples, Italy.
authors.forename: Iole
authors.initials: I
authors.lastname: Paoletti
authors.affiliation: Department of Experimental Medicine, Section of Microbiology and Clinical Microbiology, Second University of Naples, Via Costantinopoli, 16-80138 Naples, Italy.
authors.forename: Elena
authors.initials: E
authors.lastname: Grimaldi
authors.affiliation: The NeaNat Group, Department of Natural Compounds Chemistry, University of Naples "Federico II", Via D. Montesano 49, 80131 Napoli, Italy.
authors.forename: Giuseppina
authors.initials: G
authors.lastname: Chianese
authors.affiliation: The NeaNat Group, Department of Natural Compounds Chemistry, University of Naples "Federico II", Via D. Montesano 49, 80131 Napoli, Italy.
authors.forename: Ernesto
authors.initials: E
authors.lastname: Fattorusso
authors.affiliation: The NeaNat Group, Department of Natural Compounds Chemistry, University of Naples "Federico II", Via D. Montesano 49, 80131 Napoli, Italy.
authors.forename: Orazio
authors.identifier: 0000-0001-8010-0180
authors.initials: O
authors.lastname: Taglialatela-Scafati
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D050296:Microbial Viability / Q000187:drug effects; D013329:Structure-Activity Relationship; D047232:Theonella / Q000737:chemistry* / Q000378:metabolism
chemical_list: D000935:Antifungal Agents; D006027:Glycosides; C573068:aurantoside J