Anthraquinones from a Marine-Derived Streptomyces spinoverrucosus

Four new anthraquinone analogues including galvaquinones A–C (1–3) and an isolation artifact, 5,8-dihydroxy-2,2,4-trimethyl-6-(3-methylbutyl)anthra[9,1-de][1,3]oxazin-7(2H)-one (4), were isolated from a marine-derived Streptomyces spinoverrucosus based on activity in an image-based assay to identify...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2012-10, Vol.75 (10), p.1759-1764
Hauptverfasser:	Hu, Youcai, Martinez, Elisabeth D, MacMillan, John B
Format:	Artikel
Sprache:	eng
Schlagworte:	anthraquinones Anthraquinones - chemistry Anthraquinones - isolation & purification Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology cytotoxicity Drug Screening Assays, Antitumor epigenetics Humans lung neoplasms Marine Biology Molecular Structure nuclear magnetic resonance spectroscopy Nuclear Magnetic Resonance, Biomolecular spectral analysis Streptomyces Streptomyces - chemistry
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Zusammenfassung:	Four new anthraquinone analogues including galvaquinones A–C (1–3) and an isolation artifact, 5,8-dihydroxy-2,2,4-trimethyl-6-(3-methylbutyl)anthra[9,1-de][1,3]oxazin-7(2H)-one (4), were isolated from a marine-derived Streptomyces spinoverrucosus based on activity in an image-based assay to identify epigenetic modifying compounds. The structures of 1–4 were elucidated by comprehensive NMR and MS spectroscopic analysis. Galvaquinone B (2) was found to show epigenetic modulatory activity at 1.0 μM and exhibited moderate cytotoxicity against non-small-cell lung cancer (NSCLC) cell lines Calu-3 and H2887.
ISSN:	0163-3864 1520-6025 1520-6025
DOI:	10.1021/np3004326