ISOLATION AND IDENTIFICATION OF STEROID AND FLAVONOID GLYCOSIDES FROM THE FLOWERS OF ALLIUM GRAMINEUM
Abstract
The isolation and identification of β-sitosterol 3-O-β-glucopyranoside, quercetin 3-O-β-glucopyranoside, isorhamnetin 3,4'-di-O-β-glucopyranoside and isorhamnetin 3,7-di-O-β-glucopyranoside from the flowers of Allium gramineum that grows in Georgia. The structures of isolated compounds have been determined by 1H and 13C nuclear magnetic resonance (NMR).
Keywords:
Allium gramineum, Alliaceae, Steroid glycoside, Flavonoid glycoside, Structure determinationDOI
https://doi.org/10.25004/IJPSDR.2016.080409References
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25. Gamal-Eldeen AM, Kawashty SA, Ibrahim LF, Shabana MM, El-Negoumy SI. Evaluation of antioxidant, anti-inflammatory, and antinociceptive properties of aerial parts of Vicia sativa and its flavonoids. J. Nat. Remedies. 2004; 4: 81-96.
26. Bonaccorsi P, Caristi C, Gargiulli C, Leuzzi U. Flavonol glucosides in Allium species: A comparative study by means of HPLC-DAD-ESI-MS-MS. Food Chem. 2008; 107: 1668-1673.
27. Soininen TH, Jukarainen N, Julkunen-Tiitto R, Karjalainen R, Vepsäläinen, JJ. The combined use of constrained total-line-shape 1H NMR and LC–MS/MS for quantitative analysis of bioactive components in yellow onion. J. Food Compos. Anal. 2012; 25: 208-214.
2. Maqsood S, Benjakul S, Abushelaibi A, Alam A. Phenolic Compounds and Plant Phenolic Extracts as Natural Antioxidants in Prevention of Lipid Oxidation in Seafood: A Detailed Review. Comp. Rev. Food Scienceand Food Safety. 2014; 13: 1125-1140.
3. Oscar D, Rangel H, Belen PV, Concepcion M, Aguilera G, Angel G. A Systematic Review of the Efficacy of Bioactive Compounds in Cardiovascular Disease: Phenolic Compounds. Nutrients. 2015; 7: 5177-5216.
4. Sytar O, Brestic M, Rai M, Shao HB. Plant phenolic compounds for food, pharmaceutical and cosmetiсs production. Journal of Medicinal Plants Research. 2012; 6 (13): 2526-2539.
5. Santhalakshmi R, Devaraj H, Niranjali DS. Quercetin Suppresses Twist to Induce Apoptosis in MCF-7 Breast Cancer Cells. PLOS ONE. 2015; 10 (10): 1-21.
6. Xu YJ. Zhang J, Liu S, Li C, Li W, Wang RM, Liu Y. Luteolin attenuate the D-galactose-induced renal damage by attenuation of oxidative stress and inflammation. Natural Product Research. 2015; 29: 1078–1082
7. Lu HY, Chen X, Sun B, Tong XH. Effects of luteolin on retinal oxidative stress and inflammation in diabetes. RSC Advances. 2014; 7: 4898–4904.
8. Jung H, Shin SY, Jung Y, Thao A, Lee Hk, Jung KY, Koh D, Cho SK, Lim Y. Quantitative Relationships Between the Cytotoxicity of Flavonoids on the Human Breast Cancer Stem-Like Cells MCF7-SC and Their Structural Properties. Chem Biol Drug Des. 2015; 86: 496–508.
9. Binchun L, Yanqin L, Qiaobin H. Antioxidant activity of flavonoids from tartary buckwheat bran. Toxicological & Environmental Chemistry. From Toxicological & Environmental Chemistry. 2015; Ahead of Print.
10. Amit K, Neelesh J, Mehra K, Swarnakar K. Role of Antioxidants for the Treatment of Cardiovascular Diseases. Challenges and Opportunities. From Current Pharmaceutical Design. 2015; 21 (30): 4441-4455.
11. KokFookSeng B, Ida I, Lee CT, Firdausi R, Shahrulzaman S. Biologically active quercetin from onion and its effect on health. Elixir Food Science. 2015; 78: 30057-30063.
12. Abdel-Gawad Mahfouz M, El-Hashash Maher A, El-Sayed Mortada M, El-Wakil Eman A, Abdel-Lateef Ezzat E. Chromatographic isolation of Allium cepa (ssp. red onion) and its cytotoxic activity against human liver carcinoma cell lines (HEPG2). Int J Pharm Pharm Sci. 2014; 6 (8): 108-111.
13. Sato A, Zhang T, Yonekura L, Tamura H. Antiallergic activities of eleven onions (Allium cepa) were attributed to quercetin 4′-glucoside using QuEChERS method and Pearson's correlation coefficient. Journal of Functional Foods. 2015; 14: 581–589.
14. Simin N, Orci D, Cetojevic-Simin D, Mimica-Dukic N, Anackov G, Beara I, Mitic-Culafic D, Bozin B. Phenolic profile, antioxidant, anti-inflammatory and cytotoxic activities of small yellow onion (Allium flavum L. subsp. flavum, Alliaceae). Food Science and Technology. 2013; 54: 139-146.
15. Yang, Anping. An activity ingredient for treating prostatic hyperplasia and its medicine. From Faming Zhuanli Shenqing, 2015. CN 105030800 A 20151111.
16. Jiang Q, Yuan Z, Li J, Hou Y. Extraction of β-sitosterol from Polygonum tinctorium Aiton and study on its antioxidation. From Shipin Gongye Keji. 2015; 36 (6): 108-112.
17. Bagrationi D. Iadigar Daudi. Edition of Tbilisi University, Republic of Georgia, 1993.
18. Mskhiladze L, Chincharadze D, Tits M, Wauters JN, Bellahcène A, Castronovo V, Mouithys-Mickalad A, Franck T, Frédérich M. Identification of Cytotoxic and Antioxidant Compounds from Allium gramineum Flowers. International Journal of Pharmaceutical Sciences and Drug Research 2015; 7(1): 78-82.
19. Mskhiladze L, Chincharadze D, Mshvildadze V, Pichette A, Frédérich M, Ollivier E, Elias R. Steroidal Glycosides from the Flowers of Allium leucanthum. Chemistry of Natural Compounds. 2015; 51 (5): 900-9004.
20. Mskhiladze L, Kutchukhidze J, Chincharadze D, Delmas F, Elias R, Favel A. In vitro antifungal and antileishmanial activities of steroidal saponins from Allium leucanthum C. Koch a Caucasian endemic species. Georgian Medical News. 2008; 1 (154): 39-43.
21. Mskhiladze L, Legault J, Lavoie S, Mshvildadze V, Kuchukhidze J, Elias R, Pichette A. Cytotoxic Steroidal Saponins from the Flowers of Allium leucanthum. J. Molecules. 2008; 13: 2925-2934.
22. Faizi S, Ali M, Saleem R, Bibi S. Complete 1H and 13C NMR assignments of stigma-5-en-3-O-β-glucoside and its acetyl derivative. Magn. Reson. Chem. 2001; 39: 399-405.
23. Lavoie S, Ouellet M, Fleury PY, Gauthier C, Legault J, Pichette A. Complete 1H and 13C NMR assignments of a series of pergalloylated tannins. Magn. Reson. Chem. 2015; Ahead of Print.
24. Jaramillo K, Dawid C, Hofmann T, Fujimoto Y, Osorio C. Identification of antioxidative flavonols and anthocyanins in Sicana odorifera fruit peel. J. Agric. Food Chem. 2011; 59: 975-983.
25. Gamal-Eldeen AM, Kawashty SA, Ibrahim LF, Shabana MM, El-Negoumy SI. Evaluation of antioxidant, anti-inflammatory, and antinociceptive properties of aerial parts of Vicia sativa and its flavonoids. J. Nat. Remedies. 2004; 4: 81-96.
26. Bonaccorsi P, Caristi C, Gargiulli C, Leuzzi U. Flavonol glucosides in Allium species: A comparative study by means of HPLC-DAD-ESI-MS-MS. Food Chem. 2008; 107: 1668-1673.
27. Soininen TH, Jukarainen N, Julkunen-Tiitto R, Karjalainen R, Vepsäläinen, JJ. The combined use of constrained total-line-shape 1H NMR and LC–MS/MS for quantitative analysis of bioactive components in yellow onion. J. Food Compos. Anal. 2012; 25: 208-214.
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01-07-2016
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“ISOLATION AND IDENTIFICATION OF STEROID AND FLAVONOID GLYCOSIDES FROM THE FLOWERS OF ALLIUM GRAMINEUM”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 8, no. 4, July 2016, pp. 240-3, https://doi.org/10.25004/IJPSDR.2016.080409.
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Copyright (c) 2016 Lasha Mskhiladze, David Chincharadze, Alexis St-Gelais, Vakhtang Mshvildadze, André Pichette, Allison Ledoux, Monique Tits, Michel Frédérich
This work is licensed under a Creative Commons Attribution 4.0 International License.
How to Cite
“ISOLATION AND IDENTIFICATION OF STEROID AND FLAVONOID GLYCOSIDES FROM THE FLOWERS OF ALLIUM GRAMINEUM”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 8, no. 4, July 2016, pp. 240-3, https://doi.org/10.25004/IJPSDR.2016.080409.
