title: Stachyflin and acetylstachyflin, novel anti-influenza A virus substances, produced by Stachybotrys sp. RF-7260. I. Isolation, structure elucidation and biological activities.
abstract: 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.
authors: Shionogi Research Laboratories, Shionogi & Co, Ltd, Osaka, Japan. kazuyuki.minagawa@shionogi.co.jp
authors: Kazuyuki
authors: K
authors: Minagawa
authors: Shuichi
authors: S
authors: Kouzuki
authors: Jun
authors: J
authors: Yoshimoto
authors: Yoshimi
authors: Y
authors: Kawamura
authors: Hiroyoshi
authors: H
authors: Tani
authors: Tatsuo
authors: T
authors: Iwata
authors: Yoshihiro
authors: Y
authors: Terui
authors: Hiroshi
authors: H
authors: Nakai
authors: Shigenori
authors: S
authors: Yagi
authors: Naohiko
authors: N
authors: Hattori
authors: Tamio
authors: T
authors: Fujiwara
authors: Toshiyuki
authors: T
authors: Kamigauchi
mesh_terms: D000998:Antiviral Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D005285:Fermentation; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D007211:Indoles / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009980:Influenza A virus / Q000187:drug effects; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; D006576:Heterocyclic Compounds, 4 or More Rings; D007211:Indoles; D012717:Sesquiterpenes; C455263:acetylstachyflin; C120519:stachyflin