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Ushbu tadqiqot xromatografik va spektroskopik usullardan foydalangan holda biologik faol ikkilamchi metabolitlarni ajratib olish va tavsiflash uchun olib borildi. Ephedra equisetina Bunge oʻsimligi Oʻzbekiston Respublikasining Fargʻona viloyatida yigʻib olingan. Turlarning mansubligi gerbariy namunasi bilan solishtirish orqali aniqlandi. O‘simlik tarkibiy qismlarini ajratish uchun Ephedra equisetina etil spirti bilan ekstraksiya qilindi. Efedrin alkaloidi birinchi marta oʻzbek florasi populyatsiyasiga tegishli Ephedra equisetina Bunge yer ustki qismining spirtli ekstraktidan xromatografiya usullari yordamida ajratib olingan. Alkaloidning tuzilishi IQ, 1H va 13C NMR, shuningdek, HSQC, HMBC spektroskopiyasi yordamida o‘rnatildi. O‘zbekiston Respublikasi Farg‘ona viloyatida o‘sadigan Ephedra equisetina Bunge o‘simligining alkaloid tarkibi birinchi marta o‘rganildi.

  • Web Address
  • DOIhttps://doi.org/10.56292/SJFSU/vol28_iss3/a49
  • Date of creation in the UzSCI system 04-10-2022
  • Read count 346
  • Date of publication 23-09-2022
  • Main LanguageO'zbek
  • Pages257-261
Ўзбек

Ushbu tadqiqot xromatografik va spektroskopik usullardan foydalangan holda biologik faol ikkilamchi metabolitlarni ajratib olish va tavsiflash uchun olib borildi. Ephedra equisetina Bunge oʻsimligi Oʻzbekiston Respublikasining Fargʻona viloyatida yigʻib olingan. Turlarning mansubligi gerbariy namunasi bilan solishtirish orqali aniqlandi. O‘simlik tarkibiy qismlarini ajratish uchun Ephedra equisetina etil spirti bilan ekstraksiya qilindi. Efedrin alkaloidi birinchi marta oʻzbek florasi populyatsiyasiga tegishli Ephedra equisetina Bunge yer ustki qismining spirtli ekstraktidan xromatografiya usullari yordamida ajratib olingan. Alkaloidning tuzilishi IQ, 1H va 13C NMR, shuningdek, HSQC, HMBC spektroskopiyasi yordamida o‘rnatildi. O‘zbekiston Respublikasi Farg‘ona viloyatida o‘sadigan Ephedra equisetina Bunge o‘simligining alkaloid tarkibi birinchi marta o‘rganildi.

Русский

Настоящее исследование было проведено для выделения и характеристики биологически активных вторичных метаболитов с использованием хроматографических и спектроскопических методов. Растение Ephedra equisetina Bunge было собрано в Ферганской области Республики Узбекистан. Видовая принадлежность определялась сопоставлением с гербарным образцом.   Для выделения компонентов растения Ephedra equisetina было экстрагировано этиловым спиртом. Методами хроматографии  из спиртового экстракта  надземной части Ephedra equisetina Bunge, из популяции Узбекской  флоры впервые выделен алкалоид эфедрин. Структура алкалоида была установлена с помощью ИК, ЯМР 1Н и 13С, а также HSQC, HMBC спектроскопии. Впервые изучен алкалоидный состав Ephedra equisetina Bunge произрастающей в Ферганской области Республики Узбекистан.

English

The present study was carried out to extract and characterize biologically active secondary metabolites using chromatographic and spectroscopic methods. The plant Ephedra equisetina Bunge was collected in Fergana region of the Republic of Uzbekistan. The species affiliation was determined by comparison with the herbarium specimen. To isolate the plant components, Ephedra equisetina was extracted with ethyl alcohol. Ephedrine alkaloid was isolated for the first time from an alcoholic extract of the aerial part of Ephedra equisetina Bunge, from the population of the Uzbek flora, using chromatography methods. The structure of the alkaloid was established using IR, 1H and 13C NMR, as well as HSQC, HMBC spectroscopy. For the first time, the alkaloid composition of Ephedra equisetina Bunge, which grows in the Fergana region of the Republic of Uzbekistan, has been studied.
 

№ Name of reference
1 1.González-Juárez DE, Escobedo-Moratilla A, Flores J, Hidalgo-Figueroa S, Martínez-Tagüeña N, Morales- Jiménez J, Muñiz-Ramírez A, Pastor-Palacios G, Pérez-Miranda S, Ramírez-Hernández A, Trujillo J, Bautista E. A Review of the Ephedra genus: Distribution, Ecology, Ethnobotany, Phytochemistry and Pharmacological Properties. Molecules. 2020; 25(14):3283.
2 2.Hollander, J.L.; Vander Wall, S.B.; Baguley, J.G. Evolution of seed dispersal in North American Ephedra. Evol. Ecol. 2010, 24(2):333–345.
3 3.Abourashed, E.A.; El-Alfy, A.T.; Khan, I.A.; Walker, L. Ephedra in perspective-a current review. Phyther. Res. 2003, 17(7):703–712.
4 4.Zhang Ben-Mei, Wang Zhi-Bin, Xin Ping, Wang Qiu-Hong, Bu He, Kuang Hai-Xue. Phytochemistry and pharmacology of genus Ephedra. Chin J Nat Med, 2018, 16(11): 811-828.
5 5. Lee, M.R.The history of Ephedra (ma-huang). J R Coll Physicians Edinb. 2011; 41(1):78–84.
6 6.Krizevski RB, Einat, Shalit O, Sitrit Y, et al. Composition and stereochemistry of ephedrine alkaloids accumulation in Ephedra sinica Stapf. Phytochemistry, 2010, 71(9): 895-903.
7 7.Groves RA, Hagel JM, Zhang Y, et al. Transcriptome profilingof Khat (Catha edulis) and Ephedra sinica reveals gene candidates potentially involved in amphetamine-type alkaloid biosynthesis [J]. PLoS One, 2015, 10(3): e0119701.
8 8.Kurosawa W, Kan T, Fukuyama T. Stereocontrolled total synthesis of (–)-ephedradine A (orantine) [J]. J Am Chem Soc,2003, 125(27): 8112-8113.
9 9.Tamada, M.; Endo, K.; Hikino, H.; Kabuto, C. Structure of ephedradine A, a hypotensive principle of Ephedraroots. Tetrahedron Lett. 1979, 84, 873–876.
10 10.Tamada, M.; Endo, K.; Hikino, H. Structure of ephedradine B, a hypotensive principle of Ephedra roots. Heterocylces 1979, 12, 783–786.
11 11.Konno, C.; Tamada, M.; Endo, K.; Hikino, H. Structure of ephedradine C, a hypotensive principle of Ephedraroots. Heterocylces 1980, 14, 295–298.
12 12.Hikino, H.; Ogato, M; Konno, C. Structure of ephedradine D, a hypotensive principle of Ephedraroots. Heterocylces 1982, 17, 155–158.
13 13.Konno, C, Taguchi, T, Tamada M., Hikino H. Ephedroxane, anti-inflammatory principle of Ephedra herbs. Phytochemistry, 1979, 18(4): 697-698.
14 14.Kasahara Y, Shinomiya N, Konno C. Structure of mahuannin C, a hypotensive principle of Ephedra roots. Heterocycles,1983, 20(9): 1741-1744.
15 15.Cheng DL, Wang DM, li S. A minor alkaloid from the extractof Ephedra Herbs.Chem Res Chin Univ, 1985,6(7):609-612.
16 16.Zhang D, Deng AJ, Ma L, et al. Phenylpropanoids from the stems of Ephedra sinica.J Asian Nat Prod Res, 2016, 18(3):260-267.
17 17.Zhao W, Deng AJ, Du GH, et al. Chemical constituents of the stems of Ephedra sinica [J]. J Asian Nat Prod Res, 2009, 11(2):168-171.
18 18.Khan IA, Abourashed EA. Leung‘s Encyclopedia of Common Natural Ingredients. Wiley-Interscience, 2010.
19 19.Chen AL, Stuart EH, Chen KK. The occurrence of methylbenzylamine in the extract of Ma Huang. J Pharm Sci, 1931,20(4): 339-345.
20 20.Ballero M, Foddis C, Sanna C, et al. Pharmacological activities on Ephedra nebrodensis Tineo. Nat Prod Res, 2010, 24(12):1115-1124.
21 21.Aghdasi M, Bojnoordi MM, Mianabadi M, et al. Chemical components of the Ephedra major from Iran. Nat Prod Res, 2016, 30(3): 1-3.
22 22.Starratt AN, Caveney S. Quinoline-2-carboxylic acids from Ephedra species. Phytochemistry, 1996, 42(5): 1477-1478.
23 23.Alkhalil S, Alkofahi A, Eleisawi D, et al. Transtorine, a new quinoline alkaloid from Ephedra transitoria. J Nat Prod,1998, 61(2): 262-265
24 24.Starratt AN, Caveney S. Four cyclopropane amino acids from Ephedra. Phytochemistry, 1995, 40(2): 479-481.
25 25.Abdel-Kader MS, Kassem FF, Abdallah RM. Two alkaloids from Ephedra aphylla growing in Egypt. Nat Prod Sci, 2003,9(2): 52-57.
26 26.Hussein SAM, Barakat HH, Nawar MAM, et al. Flavonoids from Ephedra aphylla. Phytochemistry, 1997, 45(45): 1529-1532
27 27.Nawwar MAM, Barakat HH, Buddrust J, et al. Alkaloidal,lignan and phenolic constituents of Ephedra alata. Phytochemistry, 1985, 24(4): 878-879.
28 28.Hyuga S. The Pharmacological Actions of Ephedrine Alkaloids – free Ephreda Herb Extract and Preparation for Clinical Application. Yakugaku Zasshi. 2017;137(2):179-186.
29 29. Chumbalov, T.K.; Chekmeneva, L.N.; Polyakov, V.V. Phenolic acids of Ephedra equisetina. Chem. Nat. Compd. 1977,13, 238–239.
30 30. Ибрагимов, А.А., Аббасова, Д.З., Назаров, О.М. Определение содержания химических элементов в EphedraequisetinaBunge с использованием нейтронно-активационного анализа. Universum: химия и биология: электрон. научн. журн. 2020. № 8 (74).
31 31.Аббасова, Д., Ибрагимов,А., Назаров О. Ephedraeguisetinabunge ўсимлиги баргларидан олинган эфир мойи таркибий қисмларининг ГХ-МС таҳлили.FarDU. Ilmiyxabarlar(Научный вестник ФерГУ). 2020, 5, 154-157.
32 32.Журинов М.Ж.Газалиев А. М., Фазылов С. Д . Химия эфедриновых алкалоидов. — Алма-Ата: Наука, 1990. — 144 с
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