CC BY
23
Section 4. Chemistry
https://doi.org/10.29013/AJT-23-1.2-53-55
Shermatova G. D.,
"TIIAME" National Research University, Tashkent, Uzbekistan Institute of the Chemistry of Plant Substances named after Acad. S. Yu. Yunusov Academy of Sciences of the Republic of Uzbekistan
Tashkent, Uzbekistan Eshbakova K. A., Institute of the Chemistry of Plant Substances named after Acad. S. Yu. Yunusov Academy of Sciences of the Republic of Uzbekistan
Tashkent, Uzbekistan. Sagdullaev Sh. Sh., Institute of the Chemistry of Plant Substances named after Acad. S. Yu. Yunusov Academy of Sciences of the Republic of Uzbekistan
Tashkent, Uzbekistan. Mirzaev B. S.,
"TIIAME" National Research University, Tashkent, Uzbekistan Institute of the Chemistry of Plant Substances named after Acad. S. Yu. Yunusov Academy of Sciences of the Republic of Uzbekistan
Tashkent, Uzbekistan
1-O-METHYLEMODIN AND STIGMASTEROL COMPOUNDS FROM THE UNDERGROUND PART OF RUMEX PAMIRICUS RECH. F. (POLYGONACEAE)
Abstract. Two known compounds has been isolated from the chloroform fraction extract of Rumex pamiricus roots. Their structures were elucidated by extensive spectroscopic evidence and chemical methods. Qualitative analyses of compounds by TLC analysis were also evaluated.
Keywords: Polygonaceae, Rumex pamiricus, 1-O-methylemodin, stigmasterol. MS, ^ and ^ NMR, DEPT, HSQC, HMBC, TLC.
Section 4. Chemistry
1. Introduction
The basis of the technology for the isolation of 1-O-methylemodin and stigmasterol compounds is the extraction of raw materials with various organic solvents followed by chromatographic purification. Classical extraction methods (percolation and maceration) are time-consuming and laborious. The herb Rumex pamiricus Rech. f. belongs to the family of Po-lygonaceae and there are over 250 types on the earth and 16 types in Uzbekistan [1; 2].
2. Extraction and Methods
The roots of the herb Rumex pamiricus dried at room temperature, in shade. The pounded herb roots were first subjected to extraction in chloroform, then three times in 70% acetone hydrous solution. The acetone extract was distilled under vacuum, the remaining water solution was subjected to extraction with ethyl acetate. Ethyl acetate extracts were collected and were dehydrated by adding anhydrous salt Na2SO4. The dehydrated extract was filtered, its concentration increased under vacuum, the total phenols were precipitated by adding pure hexane to the condensed extract. The created precipitate was washed, and filtered and the extracted total phenols of chloroform and ethyl acetate fractions constituted 3.4% of the herb dry weight.
3. Isolation and Results
The chloroform fraction subjected with column chromatography on KSK silica gel, eluted with a mixture of extraction benzene-ethyl acetate: (50:1, 40:1, 30:1, 20:1 and 10:1). The structure of 1-O-methylemodin (1) and stigmasterol (2) was established on the basis of the analysis of the data of MS (Mass spectrometry), :H and 13C NMR spectra (Nuclear Magnetic Resonance), and of the DEPT (Distortionless Enhancement of Polarization Transfer), HSQC (Heteronuclear Single Quantum Coherence) and HMBC (Heteronuclear Multiple Bond Correlation) experiments. Qualitative analyses of major phenolics by TLC (Thin Layer Chromatography) analysis were also evaluated.
4. Conclusion
In our previous articles, the information provided about the chemical composition of Rumex pamiricus and Rumex confertus plants and their biological activities [3; 4; 5; 6; 7; 8]. Continuous studies on the chemical composition of Rumex pamiricus two known compounds has been isolated from the chloroform fraction extract of Rumex pamiricus roots. Their structures were elucidated by extensive spectroscopic evidence and chemical methods. Qualitative analyses of compounds by TLC analysis were also evaluated.
1 2 Figure 1. Chemical structures of isolated compounds: 1-O-methylemodin (1), stigmasterol (2)
References:
1. Shermatova G. D., Bobakulov Kh.M., Nishanbaev S. Z., Rakhmatov Kh. A. Chemical Composition of Essential Oils Rumex Confertus Willd. and Rumex Pamiricus Rech. f. growing in Uzbekistan. Khimiya Rastitel'nogo Syr'ya,- No. 2. 2022.- P. 121-128. (in Russ.). DOI: 10.14258/jcprm.2022029942.
2. Shermatova G. D., Bobakulov Kh.M., Shamuratov B. A., Mavlyanov S. M., Zhang Y. J., Eshbakova K.A., Azimova Sh.S., Sasmakov S. A. Phenolic Compounds of Rumex L: Aerial Part Fractions and Essential Oil Results of in vitro Screening for Antimicrobial Activity. Chemical Science International Journal,-Vol. 31(1). 2022.- P. 15-25. DOI: 10.9734/CSJI/2022/v31i130273.
3. Shermatova G. D., Shamuratov B. A., Mavlyanov S. M. Tannins from Rumex confertus Willd. Uzbek Chemistry Journal.- 3. 2012.- P. 11-13. (in Uzbek.).
4. Shermatova G. D., Shamuratov B. A. Flavonoids of Rumex pamiricus. Bulletin of National University of Uzbekistan.- 4/2. 2013.- P. 232-233. (in Uzbek.).
5. Shermatova G. D., Zhang Y. J., Davranov K. Antibacterial and Antifungal Activities of Rumex Confertus Willd. International Journal for Research in Applied Science & Engineering Technology.- 9/12. 2021.-P. 1855-1856. DOI: 10.22214/ijraset.2021.39666.
6. Shermatova G. Emodin, an anthraquinone derivative from Rumex pamiricus Rech. f. Universum: chemistry and biology.- 3/93. 2022.- P. 28-31. URL: htps://www.7universum.com/ru/nature/archive/item/13065.
7. Shermatova G. D., Rakhimova Sh. Kh., Komilov B.J., Abdul-Azizovich B. M. Protein content of Some Rumex Species (Polygonaceae). Austrian Journal of Technical and Natural Sciences.- 1/2. 2022.- P. 3-7. DOI.org/10.29013/AJT-22-1.2-3-7.
8. Shermatova G. D., Eshbakova K. A., Narbutaeva D. A., Karakulova A. M. Antioxidant and antihypoxic activity of emodin and chrysophanol. Austrian Journal of Technical and Natural Sciences.- 3/4. 2022.-P. 11-13. DOI.org/10.29013/AJT-22-3.4-11-13.
