A New Nonadride Derivative, Dihydroepiheveadride, as Characteristic Antifungal Agent against Filamentous Fungi, Isolated from Unidentified Fungus IFM 52672

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 invest...

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Bibliographic Details
Published in:Journal of antibiotics 2004/09/25, Vol.57(9), pp.573-578
Main Authors: HOSOE, TOMOO, FUKUSHIMA, KAZUTAKA, ITABASHI, TAKESHI, NOZAWA, KOOHEI, TAKIZAWA, KAYOKO, OKADA, KAORU, GALBA MARIA DE CAMPOS TAKAKI, KAWAI, KEN-ICHI
Format: Article
Language:English
Subjects:
Anhydrides - chemistry
Anhydrides - isolation & purification
Anhydrides - pharmacology
Antifungal Agents - chemistry
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Aspergillus fumigatus
Bacillus subtilis
Bacteria - drug effects
Candida
Cryptococcus neoformans
Escherichia coli
Fungi - drug effects
Fungi - metabolism
Heterocyclic Compounds, 3-Ring - chemistry
Heterocyclic Compounds, 3-Ring - isolation & purification
Heterocyclic Compounds, 3-Ring - pharmacology
Humans
Maleic Anhydrides - chemistry
Maleic Anhydrides - isolation & purification
Maleic Anhydrides - pharmacology
Microbial Sensitivity Tests
Penicillium marneffei
Structure-Activity Relationship
Trichophyton
Trichosporon
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Summary: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.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.57.573