Quinofuracins A–E, Produced by the Fungus Staphylotrichum boninense PF1444, Show p53-Dependent Growth Suppression

Quinofuracins A–E, novel anthraquinone derivatives containing β-d-galactofuranose that were isolated from the fungus Staphylotrichum boninense PF1444, induced p53-dependent cell death in human tumor cells. The structures of quinofuracins A–E, including absolute configurations, were elucidated by ext...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2015-02, Vol.78 (2), p.188-195
Main Authors: Tatsuda, Daisuke, Momose, Isao, Someno, Tetsuya, Sawa, Ryuichi, Kubota, Yumiko, Iijima, Masatomi, Kunisada, Takao, Watanabe, Takumi, Shibasaki, Masakatsu, Nomoto, Akio
Format: Article
Language:English
Subjects:
Anthraquinones - chemistry
Anthraquinones - isolation & purification
Anthraquinones - pharmacology
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Ascomycota - chemistry
Cell Death - drug effects
Drug Screening Assays, Antitumor
Glioblastoma - drug therapy
Humans
Japan
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Tumor Suppressor Protein p53 - drug effects
Tumor Suppressor Protein p53 - metabolism
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Summary:Quinofuracins A–E, novel anthraquinone derivatives containing β-d-galactofuranose that were isolated from the fungus Staphylotrichum boninense PF1444, induced p53-dependent cell death in human tumor cells. The structures of quinofuracins A–E, including absolute configurations, were elucidated by extensive spectroscopic analysis and chemical transformation studies. Quinofuracins were classified into three groups according to the aglycone moieties. 5′-Oxoaverantin was present in quinofuracins A–C, whereas averantin and versicolorin B were identified in quinofuracins D and E, respectively. These quinofuracins induced p53-dependent growth suppression in human glioblastoma LNZTA3 cells.
ISSN:0163-3864
1520-6025
DOI:10.1021/np500581m