Quantitative analysis of amygdalin and prunasin in Prunus serotina Ehrh. using 1H-NMR spectroscopy

Phytochemical Analysis

Volumn 25, Issue 2, 2014, Pages 122-126

  Santos Pimenta, Lúcia P ^a,b   Schilthuizen, Menno ^b,c,d   Verpoorte, Robert ^b   Choi, Young Hae ^b  

^a FEDERAL UNIVERSITY OF MINAS GERAIS   (Brazil)

^b LEIDEN UNIVERSITY   (Netherlands)

^c NATURALIS BIODIVERSITY CENTER   (Netherlands)

^d UNIVERSITY OF GRONINGEN   (Netherlands)

Author keywords

amygdalin; cyanogenic glycosides; prunasin; Prunus serotina.; quantitative NMR

Indexed keywords

PLANTS (BOTANY); SPECTRUM ANALYSIS; SUGARS;

AMYGDALIN; CYANOGENIC GLYCOSIDES; H NMR SPECTROSCOPY; HYDROLYSIS METHODS; INTERNAL STANDARDS; INVASIVE PLANTS; METHODS OF ANALYSIS; PRUNASIN; PRUNI SEROTINA.; QUANTITATIVE NMR;

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

1,4 DINITROBENZENE; 3,4,5 TRICHLOROPYRIDINE; AMYGDALIN; GLYCOSIDE; MALEIC ACID; PRUNASINE; SODIUM; UNCLASSIFIED DRUG;

ACCURACY; ARTICLE; CONCENTRATION (PARAMETERS); GENOTYPE; LIMIT OF QUANTITATION; NONHUMAN; PH; PLANT LEAF; PROTON NUCLEAR MAGNETIC RESONANCE; PRUNUS; PRUNUS SEROTINA; QUANTITATIVE ANALYSIS; SIGNAL TRANSDUCTION; STANDARD;

PRUNUS SEROTINA;

AMYGDALIN; CYANOGENIC GLYCOSIDES; PRUNASIN; PRUNUS SEROTINA.; QUANTITATIVE NMR;

AMYGDALIN; GLYCOSIDES; HYDROGEN; MAGNETIC RESONANCE SPECTROSCOPY; NITRILES; PLANT EXTRACTS; PLANT LEAVES; PROPIONATES; PRUNUS; REFERENCE STANDARDS; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY; TIME FACTORS; TRIMETHYLSILYL COMPOUNDS;

EID: 84892924783     PISSN: 09580344     EISSN: 10991565     Source Type: Journal    
DOI: 10.1002/pca.2476     Document Type: Article

References (26)

1. Balkon J,. 1982. Methodology for the detection and measurement of amygdalin in tissues and fluids. J Anal Toxicol 6: 244-246.
2. Biessels HWA, Van Der Kerk-Vanhoof AC, Kettenes-Van De N, Boscha JJ, Salemink CA,. 1974. Triterpenes of Prunus serotina and P. lusitanica. Phytochemistry 13: 203-207.
3. Chabrerie O, Verheyen K, Saguez R, Decocq G,. 2008. Disentangling relationships between habitat conditions, disturbance history, plant diversity and American Bblack cherry (Prunus serotina Ehrh.) invasion in a European temperate forest. Divers Distrib 14: 204-212.
4. Chabrerie O, Loinard J, Perrin S, Saguez R, Decocq G,. 2010. Impact of Prunus serotina invasion on understory functional diversity in a European temperate forest. Biol Invasions 12: 1891-1907.
5. 1H-NMR. Chem Pharm Bull 51: 158-161.
6. 1H-NMR. Phytochem Anal 15: 325-330.
7. Drochioiu G, Arsene C, Murariu M, Oniscu C,. 2008. Analysis of cyanogens with resorcinol and picrate. Food Chem Toxicol 46: 3540-3545.
8. 1H-NMR. Planta Med 69: 1169-1171.
9. Horsley SB,., Meinwald J,. 1981. Glucose-L-benzoate and prunasin from Prunus serotina. Phytochemistry 20: 1127-1128.
10. Hughes C, Lehner F, Dirikolu L, Harkins D, Boyles J, McDowell K, Tobin T, Sebastian M, Harrison L, Baskin SI,. 2003. A simple and highly sensitive spectrophotometric method for the determination of cyanide in equine blood. Toxicol Mech Methods 13: 129-138.
11. 1H-NMR. Chem Pharm Bull 51: 1382-1385.
12. Kim HK, Choi YH, Verpoorte R,. 2010. NMR-based metabolomic analysis of plants. Nat Protoc 5: 536-548.
13. Mazza G, Cottrell T,. 2008. Carotenoids and cyanogenic glucosides in saskatoon berries (Amelanchier alnifolia Nutt.). J Food Comp Anal 21: 249-254.
14. Molyneux RJ, Johnson AE, Roitman JN, Benson ME,. 1979. Chemistry of toxic range plants. Determination of pyrrolizidine alkaloid content and composition in Senecio species by nuclear magnetic resonance. J Agric Food Chem 27: 494-499.
15. Nahrstedt A, Rockenbach J,. 1993. Occurrence of the cyanogenic glucoside prunasin and its corresponding mandelic acid amide glucoside in Olinia species (Oliniaceae). Phytochemistry 34: 433-436.
16. Olszewska M,. 2005a. Flavonoids from Prunus serotina Ehrh. Acta Polon Pharma-Drug Res 62: 127-133.
17. Olszewska M,. 2005b. High-performance liquid chromatographic identification of flavonoid monoglycosides from Prunus serotina Ehrh. Acta Polon Pharm-Drug Res 62: 435-441.
18. Olszewska M,. 2007. Quantitative HPLC analysis of flavonoids and chlorogenic acid in the leaves and inflorescences of Prunus serotina Ehrh. Acta Chromatogr 19: 253-269.
19. 1H NMR: Development and potential of a method for natural products analysis. J Nat Prod 68: 133-149.
20. 13C NMR analysis of D-amygdalin: oligosaccharide assignment and sequencing. Magn Res Chem 28: 765-773.
21. 1H NMR spectroscopy. J Pharm Biomed Anal 52: 645-651.
22. Santamour Jr FS,. 1998. Amygdalin in Prunus leaves. Phytochemistry 47: 1537-1538.
23. Starfinger U, Kowarik I, Rode M, Schepker H,. 2003. From desirable ornamental plant to pest to accepted addition to the flora? The perception of an alien tree species through the centuries. Biol Invasions 5: 323-335.
24. Swain E, Li CP, Poulton JE,. 1992. Development of the potential for cyanogenesis in maturing black cherry (Prunus serotina Ehrh.). Fruits Plant Physiol 98: 1423-1428.
25. Swain E, Poulton JE,. 1994. Utilization of amygdalin during seedling development of Prunus serotina. Plant Physiol 106: 437-445.
26. Tan HP, Ling SK, Chuah CH,. 2011. Characterisation of galloylated cyanogenic glucosides and hydrolysable tannins from leaves of Phyllagathis rotundifolia by LC-ESI-MS/MS. Phytochem Anal 22: 516-525.