Lilacinone, a Red Aminobenzoquinone Pigment from Lactarius lilacinus

• Published in: Journal of natural products (Washington, D.C.) Vol. 66; no. 10; pp. 1402 - 1403
• Main Authors: SPITELLER, Peter, ARNOLD, Norbert, SPITELLER, Michael, STEGLICH, Wolfgang
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.10.2003; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Agaricales - chemistry; Analytical, structural and metabolic biochemistry; Aromatic and heterocyclic compounds; Benzoquinones - chemistry; Benzoquinones - isolation & purification; Biological and medical sciences; Chemistry, Medicinal; Fundamental and applied biological sciences. Psychology; Germany; Heterocyclic compounds, pigments; Life Sciences & Biomedicine; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; ortho-Aminobenzoates - chemistry; ortho-Aminobenzoates - metabolism; Other biological molecules; Pharmacology & Pharmacy; Pigments, Biological - chemistry; Pigments, Biological - isolation & purification; Plant Sciences; Science & Technology; Europe; Germany; Bavaria; NECATORONE; Quinone; Basidiomycetes; Lactone; Tricyclic compound; Oxygen heterocycle; Spiran; Fungi; Organic pigment; Sporophore; Plant origin; Benzenic compound; Isolation; Aromatic compound; Lactarius; Thallophyta; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np0303052

A red pigment, lilacinone (1), was isolated from fruit bodies of the toadstool Lactarius lilacinus. Its structure was established by 2D NMR and APCIMS methods. Compound 1 is a novel type of fungal aminobenzoquinone pigment and may be biosynthetically derived from three molecules of anthranilic acid.