Τίτλος:
Rapid isolation and characterization of crocins, picrocrocin, and crocetin from saffron using centrifugal partition chromatography and LC–MS
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
This study demonstrates a simple method for one-step isolation of the main secondary metabolites of a hydroalcoholic extract of Crocus sativus stigmas (saffron) using step-gradient centrifugal partition chromatography. The analysis was performed in dual and elution−extrusion mode, using five biphasic systems of the solvents heptane/ethyl acetate/butanol/ethanol/water in ratios of 4:10:0:4:10, 1:13:0:4:10, 1:12:1:4:10, 1:10:3:4:10, and 1:7:6:4:10. Five major crocins, picrocrocin, and crocetin were directly isolated in one step. Scaling up to preparative level, allowed the recovery of significantly high quantities of pure compounds, especially trans-crocin-4, saffron's principal crocin. Comparing dual-mode and elution-extrusion, in dual-mode, the trans-crocin-4 containing fractions were co-eluted with a high amount of free β-d-glucose. In contrast, absence of free β-d-glucose was observed in the corresponding trans-crocin-4 fractions obtained by the second method denoting its superiority against dual-mode. Initiating analysis with the 4 th solvent-system afforded selective isolation of trans-crocin-4, with reduction in experimental time and solvent consumption. Structure elucidation was performed by nuclear magnetic resonance spectroscopy, liquid chromatography with mass spectrometry, and high-resolution tandem mass spectrometry. The proposed methodology comprises an integrated approach for the purification and characterization of biologically active saffron components in a fast, selective, and environmentally friendly manner. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Συγγραφείς:
Karkoula, E.
Angelis, A.
Koulakiotis, N.-S.
Gikas, E.
Halabalaki, M.
Tsarbopoulos, A.
Skaltsounis, A.-L.
Περιοδικό:
Journal of High Resolution Chromatography (now called Journal of Separation Science)
Εκδότης:
Wiley-VCH Verlag
Λέξεις-κλειδιά:
Centrifugation; Extrusion; Food additives; Glucose; Mass spectrometry; Metabolites; Nuclear magnetic resonance spectroscopy; Solvents, Centrifugal partition chromatography; crocetin; crocin; Orbitrap; saffron, Liquid chromatography, crocetin; crocin; Crocus sativus extract; picrocrocin; unclassified drug; acetic acid; acetic acid ethyl ester; alcohol; butanol; carotenoid; crocetin; crocin; cyclohexene derivative; glucoside; heptane; picrocrocin; solvent; terpene; water, Article; centrifugal partition chromatography; chemical analysis; chemical composition; concentration (parameters); fractionation; isolation procedure; liquid chromatography; liquid chromatography-mass spectrometry; nonhuman; nuclear magnetic resonance spectroscopy; physical chemistry; physical parameters; physical phase; priority journal; separation technique; centrifugation; chemical structure; chemistry; Crocus; isolation and purification; liquid chromatography; mass spectrometry, Acetates; Butanols; Carotenoids; Centrifugation; Chromatography, Liquid; Crocus; Cyclohexenes; Ethanol; Glucosides; Heptanes; Mass Spectrometry; Molecular Structure; Solvents; Terpenes; Water
DOI:
10.1002/jssc.201800516
