The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
The Irpexans, a New Group of Biologically Active Metabolites Produced by the Basidiomycete Irpex sp. 93028
SVEN SILBERBORTHGERHARD ERKELTIMM ANKEOLOV SIERNER
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2000 Volume 53 Issue 10 Pages 1137-1144

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Abstract

Five novel antibiotics described as irpexans (1, 2, 3a, 3b, 4) were isolated from fermentations of an Irpex species in the course of a screening for new inhibitors of AP-1 and NF-κB mediated signal transduction pathways in COS-7 cells using secreted alkaline phosphatase (SEAP) as a reporter gene. The expression of an AP-1 and NF-κB driven SEAP reporter gene was inhibited in a dose dependent manner with 14-acetoxy-15-hydroxyirpexan (3b) being the most potent compound, followed by 14, 15-irpexanoxide (2), 14, 15-dihydroxyirpexan (3a) and 14-acetoxy-22, 23-dihydro-15, 23-dihydroxyirpexan (4). Irpexan (1) exhibited no activity. The irpexans (1, 2, 3a, 3b, 4) are characterized by weak cytotoxic but neither antibacterial nor antifungal activities. All five compounds are terpenoids with a mannose moiety. The structures were elucidated by spectroscopic methods.

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