Lycopanerols I−L, Four New Tetraterpenoid Ethers from Botryococcus braunii

Four new tetraterpenoid ethers, lycopanerols I−L (5−8), were isolated from a culture of a strain of the green microalga Botryococcus braunii (L race). The structures were determined by means of spectral analyses and chemical degradation. The relative stereochemistry of these ethers was established b...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2003-06, Vol.66 (6), p.772-778
Hauptverfasser:	Metzger, Pierre, Rager, Marie-Noëlle, Sellier, Nicole, Largeau, Claude
Format:	Artikel
Sprache:	eng
Schlagworte:	acetic acids Analytical, structural and metabolic biochemistry benzene biochemical pathways Biological and medical sciences biosynthesis Botryococcus Botryococcus braunii carbon chemical structure Chlorophyta - chemistry Chlorophyta - metabolism Cote d'Ivoire epoxides ethers Ethers - chemistry Ethers - isolation & purification Fundamental and applied biological sciences. Psychology furans lycopadiene lycopane Lycopanerols methine microalgae Molecular Structure natural products Nuclear Magnetic Resonance, Biomolecular olefin Other biological molecules phytochemicals plant extracts protons spectral analysis Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization stereochemistry Terpenes - chemistry Terpenes - isolation & purification Terpenes, steroids. Hormones terpenoids tetrahydrofuran tetratepenoid ethers Tetraterpenoid ethers
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Zusammenfassung:	Four new tetraterpenoid ethers, lycopanerols I−L (5−8), were isolated from a culture of a strain of the green microalga Botryococcus braunii (L race). The structures were determined by means of spectral analyses and chemical degradation. The relative stereochemistry of these ethers was established by ROESY NMR. A biogenetic relationship is proposed between lycopanerols and lycopadiene (1), the acyclic diunsaturated tetraterpene hydrocarbon synthesized by the alga.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np020604b