Novel Dimeric Metabolites from Alternaria tagetica

• Published in: Journal of natural products (Washington, D.C.) Vol. 63; no. 8; pp. 1117 - 1120
• Main Authors: GAMBOA-ANGULO, M. Marcela, ALEJOS-GONZáLEZ, Fátima, ESCALANTE-EROSA, Fabiola, GARCíA-SOSA, Karlina, DELGADO-LAMAS, Guillermo, PEñA-RODRíGUEZ, Luis M.
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.08.2000; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Alternaria - chemistry; Alternaria tagetica; Biological and medical sciences; bis-7-O-7".8-O-8"-zinniol; bis-7-O-8".8-O-7"-zinniol; Chemistry, Medicinal; Chromatography, Gas; Chromatography, Gel; Chromatography, High Pressure Liquid; Chromatography, Thin Layer; Fundamental and applied biological sciences. Psychology; Fungal plant pathogens; Gas Chromatography-Mass Spectrometry; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Mycotoxins - chemistry; Mycotoxins - isolation & purification; Pharmacology & Pharmacy; Phytopathology. Animal pests. Plant and forest protection; Plant Leaves - microbiology; Plant Sciences; polyketides; Science & Technology; Spectrophotometry, Infrared; Systematics. Morphology. Development cycle. Physiology; Xylenes - chemistry; Xylenes - isolation & purification; SOLANI; PHYTOTOXIN; ZINNIOL; PORRI; Plant pathogen; Phytotoxin; Alternaria; Tricyclic compound; Oxygen heterocycle; Fungi; Polyketides; Microbial origin; Isolation; Aromatic compound; Dimer; Fungi Imperfecti; Thallophyta; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np990422q

Two novel polyketides, bis-7-O-8 ".8-O-7 "- and bis-7-O-7 ".8-O-8 "-zinniol (2 and 3, respectively) were isolated from the organic crude extract of culture filtrates from Alternaria tagetica. Both structures were determined on the basis of their spectroscopic data (IR, MS, H-1 NMR, C-13 NMR, and 2D NMR experiments) and confirmed by chemical synthesis. Zinniol (1) was isolated as a major component, and its C-13 NMB data was correctly assigned after careful analysis of data from its 2D NMR experiments (HMQC and HMBC).