STABILITY OF SOME BIOLOGICALLY ACTIVE SUBSTANCES IN EXTRACTS AND PREPARATIONS BASED ON ST. JOHN’S WORT (HYPERICUM PERFORATUM L.) AND SAGE (SALVIA OFFICINALIS L.)

Industrial Crops and Products - Tập 156 - Trang 112879 - 2020
Zaual Temerdashev1, Victoria Milevskaya1, Oleg Shpigun2, Surendra Prasad3, Elena Vinitskaya1, Lilia Ryaboko1
1Department of Analytical Chemistry, Faculty of Chemistry and High Technologies, Kuban State University, 149 Stavropolskaya St., Krasnodar, 350040, Russian Federation
2Department of Analytical Chemistry, Faculty of Chemistry, Lomonosov Moscow State University, Moscow, 119991, Russian Federation
3School of Biological and Chemical Sciences, Faculty of Science, Technology and Environment, The University of the South Pacific, Private Mail Bag, Suva, Fiji

Tài liệu tham khảo

Agapouda, 2019, Quality control of Hypericum perforatum L. analytical challenges and recent progress, J. Pharm. Pharmacol., 71, 15, 10.1111/jphp.12711 Agostinis, 2002, Hypericin in cancer treatment: More light on the way, Int. J. Biochem. Cell Biol., 34, 221, 10.1016/S1357-2725(01)00126-1 Ang, 2004, Instability of St. John’s Wort (Hypericum perforatum L.) and degradation of hyperforin in aqueous solutions and functional beverage, J Agric Food Chem, 52, 6156, 10.1021/jf0490596 Apaydin, 2016, A systematic review of St. John’s wort for major depressive disorder, Systematic Reviews., 5, 148, 10.1186/s13643-016-0325-2 Bach-Rojecky, 2004, The antidepressant activity of Hypericum perforatum L. measured by two experimental methods on mice, Acta Pharmaceut., 54, 157 Baranauskaite, 2016, Optimization of carvacrol, rosmarinic, oleanolic and ursolic acid extraction from oregano herbs (Origanum onites L., Origanum vulgare spp. hirtum and Origanum vulgare L.), Nat. Prod. Res., 30, 672, 10.1080/14786419.2015.1038998 Barnes, 2001, St John’s wort (Hypericum perforatum L.): a review of its chemistry, pharmacology and clinical properties, J Pharm Pharmacol., 53, 583, 10.1211/0022357011775910 Beerhues, 2006, Molecules of interest-hyperforin, Phytochemistry., 67, 2201, 10.1016/j.phytochem.2006.08.017 Bonari, 2019, Trace Element Uptake and Accumulation in the Medicinal Herb Hypericum perforatum L. Across Different Geolithological Settings, Biol. Trace Elem. Res., 189, 267, 10.1007/s12011-018-1453-4 Booker, 2018, St John’s wort (Hypericum perforatum) products – an assessment of their authenticity and quality, Phytomedicine., 40, 158, 10.1016/j.phymed.2017.12.012 Crupi, 2011, Hypericum perforatum treatment: effect on behaviour and neurogenesis in a chronic stress model in mice, BMC Complem. Altern. M., 11, 1, 10.1186/1472-6882-11-7 Cuvelier, 1994, Antioxidant constituents in sage (Salvia officinalis), J. Agric. Food Chem., 42, 665, 10.1021/jf00039a012 de los Reyes, 2001, Development of a simple, rapid and reproducible HPLC assay for the simultaneous determination of hypericins and stabilized hyperforin in commercial St. John’s Wort preparations, J. Pharm. Biomed. Anal., 26, 959, 10.1016/S0731-7085(01)00449-6 Fuzzati, 2001, High-performance liquid chromatography–electrospray ionization mass spectrometry and multiple mass spectrometry studies of hyperforin degradation products, J. Chromatogr. A, 926, 187, 10.1016/S0021-9673(01)01000-7 Islam, 2017, Diterpenes and their derivatives as potential anticancer agents, Phytother. Res., 31, 691, 10.1002/ptr.5800 Jovanović, 2017, Optimization of the extraction process of polyphenols from Thymus serpyllum L. herb using maceration, heat- and ultrasound-assisted techniques, Sep. Purif. Technol., 179, 369, 10.1016/j.seppur.2017.01.055 Lee, 2007, Antiplatelet activity of carnosic acid, a phenolic diterpene from Rosmarinus officinalis, Planta Med., 73, 121, 10.1055/s-2006-957066 Liu, 2005, Liquid chromatography–mass spectrometry studies of St. John’s wort methanol extraction: active constituents and their transformation, J. Pharm. Biomed. Anal., 37, 303, 10.1016/j.jpba.2004.10.034 Liu, 2013, Degradation pathway of carnosic acid in methanol solution through isolation and structural identification of its degradation products, Eur. Food Res. Technol, 237, 617, 10.1007/s00217-013-2035-5 Lubbe, 2011, Cultivation of medicinal and aromatic plants for specialty industrial materials, Review. Ind. Crop Prod., 34, 785, 10.1016/j.indcrop.2011.01.019 Masuda, 2001, Antioxidant Mechanism of Carnosic Acid: Structural Identification of Two Oxidation Products, J. Agric. Food. Chem., 49, 5560, 10.1021/jf010693i Masuda, 2002, Recovery Mechanism of the Antioxidant Activity from Carnosic Acid Quinone, an Oxidized Sage and Rosemary Antioxidant, J. Agric. Food. Chem., 50, 5863, 10.1021/jf025605o Mennini, 2004, The antidepressant mechanism of Hypericum perforatum, Life Sci., 75, 1021, 10.1016/j.lfs.2004.04.005 Milevskaya, 2016, Extraction and determination of biologically active components of St. John’s Wort and it’s pharmaceutical preparations, J. Anal. Chem., 71, 741, 10.1134/S1061934816070133 Milevskaya, 2017, Determination of phenolic compounds in medicinal plants from the Lamiaceae family, J. Anal. Chem, 72, 342, 10.1134/S1061934817030091 Milevskaya, 2019, Extraction and chromatographic determination of phenolic compounds from medicinal herbs in the Lamiaceae and Hypericaceae families: A review, Microchem. J., 145, 1036, 10.1016/j.microc.2018.11.041 Orth, 1999, Isolation, purity analysis and stability of hyperforin as a standard material from Hypericum perforatum L. J, Pharm. Pharmacol., 51, 193, 10.1211/0022357991772132 Papageorgiou, 2017, Comparative HPLC-DAD and UHPLC-ESI(-)-HRMS & MS/MS profiling of Hypericum species and correlation with necrotic cell-death activity in human leukemic cells, Phytochem Lett, 20, 481, 10.1016/j.phytol.2017.05.003 Pharmacopoeia Europoeia, 2014 Pharmacopoeia of Russian Federation, 2015 Poutaraud, 2001, Improved procedure for the quality control of Hypericum perforatum L. Phytochem, Analysis., 12, 355 Pradeep, 2020, Simultaneous determination of naphtodianthrones, emodin, skyrin and new bisanthrones in Hypericum perforatum L. in vitro shoot cultures, Ind. Crop Prod., 144, 10.1016/j.indcrop.2019.112003 Sakavitsi, 1992, Antioxidative constituents of Rosmarinus officinalis and Salvia officinalis, Z. Lebensm. Unters. Forsch., 195, 99, 10.1007/BF01201766 Scotti, 2019, St. John’s Wort (Hypericum perforatum) products – How variable is the primary material?, Frontiers in Plant Science., 9, 1973, 10.3389/fpls.2018.01973 Shakeri, 2016, Melissa officinalis L. A review of its traditional uses, phytochemistry and pharmacology, J. Ethnopharmacol., 188, 204, 10.1016/j.jep.2016.05.010 Shan, 2001, Three new hyperforin analogues from Hypericum perforatum, J. Nat. Prod., 64, 127, 10.1021/np000362k Sleno, 2006, Mass spectral characterization of phloroglucinol derivatives hyperforin and adhyperforin, Rapid Commun. Mass Spectrom., 20, 2641, 10.1002/rcm.2650 Stalikas, 2007, Extraction, separation, and detection methods for phenolic acids and flavonoids, J. Sep. Sci., 30, 3268, 10.1002/jssc.200700261 Šulniūtė, 2017, Phytochemical composition of fractions isolated from ten Salvia species by supercritical carbon dioxide and pressurized liquid extraction methods, Food Chem, 224, 37, 10.1016/j.foodchem.2016.12.047 Tian, 2014, Antidepressant-like activity of adhyperforin, a novel constituent of Hypericum perforatum L, Scientific Reports, 4, 5632, 10.1038/srep05632 Vajs, 2003, Further degradation product of hyperforin from Hypericum perforatum (St. John’s Wort), Fitoterapia., 74, 439, 10.1016/S0367-326X(03)00114-X Verotta, 1999, Furohyperforin, a prenylated phloroglucinol from St. John’s Wort (Hypericum perforatum), J. Nat. Prod, 62, 770, 10.1021/np980470v Verotta, 2000, Hyperforin analogues from St. John’s Wort (Hypericum perforatum), J. Nat. Prod, 63, 412, 10.1021/np9903752 Verotta, 2004, Modulation of chemoselectivity by protein additives. Remarkable effects in the oxidation of hyperforin, J. Org. Chem., 69, 7869, 10.1021/jo048857s Wolfender, 2003, Structural investigations of isomeric oxidised forms of hyperforin by HPLC-NMR and HPLC-MSn, Phytochem. Anal., 14, 290, 10.1002/pca.718 Zhang, 2012, Degradation study of carnosic acid, carnosol, rosmarinic acid, and rosemary extract (Rosmarinus officinalis L.) assessed using HPLC, J. Agric. Food. Chem., 60, 9305, 10.1021/jf302179c