Cyclopeptides from the Bark of Discaria americana

• Published in: Journal of natural products (Washington, D.C.) Vol. 64; no. 7; pp. 997 - 999
• Main Authors: GIACOMELLI, Sandro R., MISSAU, Fabiana C., MOSTARDEIRO, Marco A., DA SILVA, Ubiratan F., DALCOL, Ionara I., ZANATTA, Nilo, MOREL, Ademir F.
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.07.2001; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Alkaloids - chemistry; Alkaloids - isolation & purification; Biological and medical sciences; Brazil; Chemistry, Medicinal; Chromatography, Gas; Chromatography, Thin Layer; General pharmacology; Leucine - chemistry; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Medical sciences; Molecular Structure; Peptides, Cyclic - chemistry; Peptides, Cyclic - isolation & purification; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Phenylalanine - chemistry; Plant Roots - chemistry; Plant Sciences; Plants, Medicinal - chemistry; Science & Technology; Spectrophotometry, Infrared; Stereoisomerism; South America; America; Brazil; ALKALOIDS; Cyclic peptides; Pharmacognosy; Relative configuration; Bark; Medicinal plant; Folk medicine; Dicotyledones; Angiospermae; Plant origin; Bicyclic compound; Dipeptides; Isolation; Spermatophyta; Cyclophane; Rhamnaceae; Structural analysis; Oxygen nitrogen heterocycle
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np000552v

Two new cyclopeptides, named discarene C (1) and discarene D (2), have been isolated from the bark of Discaria americana, along with seven known cyclopeptide alkaloids. The structures of the new compounds were determined by spectroscopic methods, mainly NMR. The stereochemistry of the ring amino acid residues have been assigned by gas chromatography employing modified cyclodextrins as chiral stationary phases.