Two novel compounds, stachyflin and acetylstachyflin, have been isolated by solid-state fermentation of Stachybotrys sp. RF-7260. The structures of both metabolites, determined by detailed NMR analyses and X-ray crystallographic analysis, are novel with a pentacyclic moiety including cis-fused decalin. The absolute stereochemistry of stachyflins was determined by circular dichroism analysis. Stachyflin showed antiviral activity against influenza A virus (H1N1) in vitro with an IC50 value of 0.003 microM. Acetylstachyflin was about 77-fold less active than stachyflin.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.7164/antibiotics.55.155 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Novel stachyflin derivatives from Stachybotrys sp. RF-7260. Fermentation, isolation, structure elucidation and biological activities.
J Antibiot (Tokyo)
March 2002
Shionogi Research Laboratories, Shionogi & Co, Ltd, Osaka, Japan.
Article Synopsis
- - Stachybotrys sp. RF-7260 produces new anti-influenza compounds called stachyflins when grown under solid-state fermentation, especially when specific amino acids are added.
- - Adding DL-lysine leads to the creation of compounds SQ-02-S-L2 and -L1, while DL-valine produces SQ-02-S-VI and -V2.
- - The newly identified SQ-02-S-V2, which has an amidine structure, shows strong antiviral activity similar to the original stachyflin, while others have lower effectiveness.
Stachyflin and acetylstachyflin, novel anti-influenza A virus substances, produced by Stachybotrys sp. RF-7260. II. Synthesis and preliminary structure-activity relationships of stachyflin derivatives.
J Antibiot (Tokyo)
February 2002
Shionogi Research Laboratories, Shionogi & Co, Ltd, Osaka, Japan.
Stachyflin and acetylstachyflin, produced by Stachybotrys sp. RF-7260, were found to have potent anti-influenza A virus activity. Stachyflin is a new class of hemagglutinin fusion inhibitors of influenza A virus.
View Article and Find Full Text PDFStachyflin and acetylstachyflin, novel anti-influenza A virus substances, produced by Stachybotrys sp. RF-7260. I. Isolation, structure elucidation and biological activities.
J Antibiot (Tokyo)
February 2002
Shionogi Research Laboratories, Shionogi & Co, Ltd, Osaka, Japan.
Two novel compounds, stachyflin and acetylstachyflin, have been isolated by solid-state fermentation of Stachybotrys sp. RF-7260. The structures of both metabolites, determined by detailed NMR analyses and X-ray crystallographic analysis, are novel with a pentacyclic moiety including cis-fused decalin.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!