title: A new nonadride derivative, dihydroepiheveadride, as characteristic antifungal agent against filamentous fungi, isolated from unidentified fungus IFM 52672.
abstract: In the screening of searching for new antifungal agents, a new nonaride compound, dihydroepiheveadride (1), was isolated from unidentified fungus IFM 52672 as the most potent antifungal principle from this organism. The structure of 1 was established on the basis of spectroscopic and chemical investigation, as well as detailed comparison of the spectroscopic and physico-chemical data of the oxidized derivative (3) from 1 with those of heveadride (2). Compound 1 showed strong antifungal activity against various filamentous fungi including human pathogens Aspergillus fumigatus, Penicillium marneffei and Trichophyton spp. It also showed the growth inhibition activity against certain human pathogenic yeasts such as Trichosporon species, while it had weak or no antifungal activity against Candida spp. and Cryptococcus neoformans, and no antibacterial activity against Bacillus subtilis nor against Escherichia coli. The antifungal potencies of compounds 2 and 3 were found to be weaker than that of 1.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan.
authors.forename: Tomoo
authors.initials: T
authors.lastname: Hosoe
authors.forename: Kazutaka
authors.initials: K
authors.lastname: Fukushima
authors.forename: Takeshi
authors.initials: T
authors.lastname: Itabashi
authors.forename: Koohei
authors.initials: K
authors.lastname: Nozawa
authors.forename: Kayoko
authors.initials: K
authors.lastname: Takizawa
authors.forename: Kaoru
authors.initials: K
authors.lastname: Okada
authors.forename: Galba Maria de Campos
authors.initials: GM
authors.lastname: Takaki
authors.forename: Ken-ichi
authors.initials: K
authors.lastname: Kawai
mesh_terms: D000812:Anhydrides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D005658:Fungi / Q000187:drug effects / Q000378:metabolism*; D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D008299:Maleic Anhydrides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: D000812:Anhydrides; D000935:Antifungal Agents; D006575:Heterocyclic Compounds, 3-Ring; D008299:Maleic Anhydrides; C494517:dihydroepiheveadride