Keywords
Ailanthus glandulosa Desf.
TLC chromatography
Abstract
The aim of this work was the isolation and identification of phenolic acids from fruit and leaves of Ailanthus glandulosa Desf. The methods used in the isolation and identification of the compounds were: isolation of phenolic acids modified by Ibrahim and Towers, acidic and alkaline hydrolysis by Schmidtlein and Herrmann and identification of phenolic acids in the isolated fraction of two-dimensional thin layer chromatography (TLC) on cellulose plates. In the course of the study, the presence of phenolic acids in leaves and fruit of Ailanthus glandulosa Desf was confirmed. Overall, proportions of 15 phenolic acids were found and identified in the analyzed material. These are: gallic acid, ellagic acid, caffeic acid, gentisic acid, protocatechuic acid, p-hydroxybenzoic acid, m-hydroxybenzoic acid, ferulic acid, p-coumaric acid, syryngic acid, vanillic acid, salicylic acid, 2-hydroxy-4-methoxybenzoic acid, 2,5-dimethoxycinnamic, p-hydroxyphenylacetic acid, and 3 other compounds named A, B, C, whose identification was not possible due to the lack of suitable reference patterns. Studies have shown that leaves and fruit of the plant Ailanthus glandulosa Desf. contain a large number of phenolic acids which possess many important pharmacological activities.
References
1. Borkowski B.: Fenolokwasy i ich estry. Cz. I, Herba Polonica, 39, 71-83, 1993 [In Polish].
2. Borkowski B.: Fenolokwasy i ich estry. Cz. II, Herba Polonica, 39, 139, 1993 [In Polish]
3. Casinovi C.G. et al.: Occurrence of bitter substances related to quassin in Ailanthus glandulosa. Tetrahedon Letters., 27, 2273, 1965.
4. Casinovi C.G., Grandolini G. Bitter substances contained in Ailanthus altissmia. Atti. Acad. Nazl. Lincei, rend., Classe Sci. Fis., Mat. Nat., 35, 384, 1963.
5. Chiarlo B., Pinca MC. Research on the constituents of the bark of the subspontaneous Ailanthus glandules Desf. of Liguria. I. Identification of two amaroids quassine and nequassine. Boll. Chim. Farm., 104, 8, 485, 1965.
6. Clair-Maczulajtys D., Bory G.: Lipids from thee glandular trichome of Ailanthus altissima. Phytochem., 24, 1599, 1985.
7. Dzido T., Soczewiński E.: Modifaction of horizontal sandwich chamber for thin layer chromatography. J. Chromatogr., 516, 461, 1990.
8. Goufo P., Trindade H.: Rice antioxidants: phenolic acids, flavonoids, anthocyanins, proanthocyanidins, tocopherols, tocotrienols, γ-oryzanol, and phytic acid. Food Sci. Nutr., 2, 75, 2014.
9. Herrick N.J. et al.: Host-range testing of Eucryptorrhynchus brandti (Coleoptera: Curculionidae), a candidate for biological control of tree-of-heaven, Ailanthus altissima. Environ Entomol., 41, 118, 2012.
10. Hong Z.L. et al.: Tetracyclic triterpenoids and terpenylated coumarins from the bark of Ailanthus altissima (“Tree of Heaven”). Phytochem., 86, 159, 2013.
11. Ishibashi M. et al.: Shinjudilactone, a new bitter principle from Ailanthus altissima. Chem. Lett., 11, 1597, 1981.
12. Itoh A. et al.: Hepatoprotective effect of syringic acid and vanillic acid on CCl4-induced liver injury. Biol. Pharm. Bull., 33, 983, 2010.
13. Jerzmanowska Z.: Substancje roślinne. Metody wyodrębniania. PWN, Warszawa 1967 [In Polish].
14. Kohlmünzer S.: Farmakognozja. Wydawnictwo Lekarskie PZWL, 2007 [In Polish].
15. Linskens H.F.: Papierchromatographie in der Botanic. Springer verl. Berlin-Göttinger-Heidelberg 1959.
16. Mróz P. et al.: Chromatograficzne metody izolacji i identyfikacji fenolokwasów. Biul. Wydz. Farm. WUM, 6, 40, 2012 [In Polish].
17. Naora H. et al: On the structure of ailanthone, a bitter principle from Ailanthus altissima. Chem. Lett., 5, 661, 1982.
18. Noteboom H. P.: Flavonols, leuco-anthocyanins, cinnamics acid and alkaloids in dried leaves of some Asiatic and Malesian Simaroubaceae, Blumea, 14, 309, 2966.
19. Ohmoto T., Koike K., Sakamoto Y.: Studies on the constituens of Ailanthus altissima Swingle. II. Alkaloid constituents. Chem. Pharm. Bull., 29, 390, 1981.
20. Ohmoto T., Tanaka R., Nikaido T. Studies on constituents of Ailanthus altissima Swingle. On the alkaloidal constituents. Chem. Pharm. Bull., 24, 1532, 1976.
21. Perkin A.G., Wood P.J.: Proceedings of the Chemical Society. Proc. Chem. Soc., 14, 105, 1898.
22. Randerth K.: Dünnschicht - Chromatographie verl. Chemia, Weinbeim 1962.
23. Sarwa A.: Wielki leksykon roślin leczniczych. Książka i Wiedza, Warszawa 2001 [In Polish].
24. Sarwa A.J.: Tajemnice czterystu ziół. Oficyna Wydawnicza KARAT, Tarnów 1995 [In Polish].
25. Schmidtlein H., Herrmann K.: Quantitative analysis for phenolic acids by thin layer chromatography. Chromatogr., 115, 123, 1975.
26. Smolarz H.D., Waksmundzka-Hajnos M.: Two-dimensional TLC of phenolic acids on cellulose. J. Planar Chromatogr., 6, 278, 1993.
27. Souleles C. and Philianos S.: Constituents of Ailanthus glandulosa leaves. Plant. Med. Phytother., 17, 157, 1983.
28. Szendrei K. et al.: β-Carboline alkaloids and coumarins from the Root bark of the tree-of-heaven [Ailanthus altissima (Mill.) Swingle, Simaroubaceae]. Herba Hung., 16, 15, 1977.
29. Zhang LP. et al.: Two new alkaloidal glycosides from the root bark of Ailanthus altissima. J Asian Nat Prod Res., 9, 253, 2007.
30. Zhao C., Shao J., Li X.: Chemical constituents from fruits of Ailanthus altissima. Zhongguo Zhong Yao Za Zhi., 34, 2197, 2009.
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