ASSESSING THE BIOACTIVITY AND ANTIOXIDATIVE PROPERTIES OF SOME COMPOUNDS ISOLATED FROM ABUTILON HIRTUM (LAM.)
Objectives: The present study on the methanol extract of Abutilon hirtum (Lam.) [Malvaceae] afforded ten compounds. Findings from this assessment
indicated that A. hirtum leaves possessed vast potential as medicinal product especially in liver cancer treatment.
Methods: Dried-powdered leaves were boiled under reflux in 10 L of petroleum ether for 8 hrs. After filtration, the solvent was evaporated; afforded
15 g of petroleum ether extract followed by boiling with reflux for 8 hrs with chloroform, then filtration and the residue was evaporated to give 34 g
chloroform extract. Ethyl acetate was added and refluxed for 8 hrs, then filtration and evaporation to give 31 g ethyl acetate extract. Finally the leaves
were refluxed with 10 L of 85 % aqueous MeOH, after cooling, the solution was filtered and evaporated and the residue was 210 g methanol extract
then the residue was dissolved in de-ionized water (250 ml), then the salt was removed by adding excess methanol solution (2.5 L), and finally filtered.
The cytotoxicity of the isolated compounds was evaluated towards HepG2 liver-carcinoma cell line using MTT assay, the antimicrobial activity was
tested using the Disc agar plate method and the total antioxidant capacity was determined according to phosphomolybdenum method.
Results: The isolated compounds identified as methyl gallate, cuneataside E, bergapten, gallic acid, ellagic acid, epigallocatechin-3-O-gallate,
kaempferol-3-O-Î±-L-rhamnoside, benzyl-1-O-Î²-D-glucopyranoside, 2(4-hydroxyphenyl)ethyl-O-Î²-D-glucopyranoside and Î²-sitosterol. All the isolated
compounds are known; but they were isolated from Abutilon hirtum for the first time.
Conclusion: This report may serve as a footprint concerning the biological and pharmacological activities of A. hirtum leaves.
Keywords: Abutilon hirtum, Malvaceae, HepG2, Phenolics, Antioxidant.
1. Kutluk T, Kars A. General Knowledge about cancer. Ankara; Turkey Cancer Investigation and Fight Society Publications; 1998. p. 7-15.
2. FrankiÄ T, VoljÄ M, Salobir J, Rezar V. Use of herbs and spices and their extracts in animal nutrition. Acta Agric Slov 2009;94(2):95-102.
3. Brenzel KN, editor. Sunset Western Garden Book. 6th ed. Menlo Park, Calif: Sunset Publishing Corporation; 1995.
4. Esteves GL, Krapovickas A. New species of Abutilon (Malvaceae) from Sao Paulo State. Braz Kew Bull 2002;57(2):479-82.
5. Abdul Rahuman A, Gopalakrishnan G, Venkatesan P, Geetha K. Isolation and identification of mosquito larvicidal compound from Abutilon indicum (Linn.) Sweet. Parasitol Res 2008;102(5):981-8.
6. Singh MP, Panda H. Medical Herbs with Their Formulations. New Delhi, India: Daya Publishing House; 2005. p. 32-3.
7. Ahmed Z, Kazmi SN, Malik A. New pentacyclic triterpene from Abutilon pakistanicum. J Nat Prod 1990;53:1342-4.
8. Sharma PV, Ahmed ZA. Two sesquiterpene lactones from Abutilon indicum. Phytochemistry 1989;28(12):3525.
9. Evans WC. Trease and Evans, Pharmacognosy. 15th ed. Edinburgh, London, New York, Toronto: Elsevier; 2002. p. 476.
10. Sharma PV, Ahmed ZA, Sharma VV. Analgesic constituent of Abutilon indicum. Indian Drugs 1989;26(7):333.
11. Jam PK, Sharma TC, Bokadia MM. Chemical Investigation of Abutilon indicum. Acta Cienc Indica 1982;8(3):136-9.
12. Porchezhian E, Ansari SH. Hepatoprotective activity of Abutilon indicum on experimental liver damage in rats. Phytomedicine 2005;12(1-2):62-4.
13. Lipinski B. Pathophysiology of oxidative stress in diabetes mellitus. J Diabetes Complications 2001;15(4):203-10.
14. Fu CD, Hong YF. Research on chemical composition of Abutilon theophrasti Medic. Foreign Med Sci 1993;15:4-7.
15. Huxley A, Griffiths M, Levy M. Dictionary of Gardening. London: The MacMillan Press Limited; 1992. p. 8-9.
16. Kassem HA. Investigation of lipids, mucilage and cytotoxic activity of Abutilon hirtum (Lam.) Grown in Egypt. Bull Fac Pharm Cairo Univ 2001;39(1):156-9.
17. Kirtikar KR, Basu BD. Indian Medicinal Plants. 2nd ed., Vol. I. Dehradun: Bishan Singh and Mahendrapal Singh; 1994. p. 314-7.
18. Nadakarni AK. Indian Materia Medica. Bombay: Popular Prakashan (Pvt) Ltd.; 1995. p. 8-9.
19. Chatterjee A, Prakash C. The Treatise on Indian Medicinal Plants. New Delhi: Publication & Information Directorate; 1991. p. 174-5.
20. Raddy S, Kumar AS, Gnananath K, Ganapaty S. Hepatoprotectivepotential of Abutilon hirtum sweet leaves in carbon tetrachloride induced hepatotoxicity. Asian J Biomed Pharm Sci 2011;1(3):26-31.
21. Chandan BK, Saxena AK, Shukla S, Sharma N, Gupta DK, Singh K, et al. Hepatoprotective activity of Woodfordia fruticosa Kurz flowers against carbon tetrachloride induced hepatotoxicity. J Ethnopharmacol 2008;119(2):218-24.
22. Jain A, Soni M, Deb L, Jain A, Rout SP, Gupta VB, et al. Antioxidant and hepatoprotective activity of ethanolic and aqueous extracts of Momordica dioica Roxb. Leaves. J Ethnopharmacol 2008;115(1):61-6.
23. Jain R, Jain SC, Arora R. A new cholestane derivative of Abutilon bidentatum Hochst. and its bioactivity. Pharmazie 1996;51(4):253.
24. Hamed MM, Refahy LA, Abdel-Aziz MS. Evaluation of antimicrobial activity of some compounds isolated from Rhamnus cathartica (L). Orient J Chem 2015;31(2):1133-40.
25. Hamed M, Mohamed M, Refai L, Hammam O, El-Ahwany E, Salah F, et al. The active constituents of Pelargonium zonale induced cytotoxicity in human hepatoma cell line HepG2. Int J Pharm Appl 2015;6(1):10-9.
26. Hassanein H, El-Ahwany E, Salah F, Hammam O, Refai L, Hamed M. Extracts of five medicinal herbs induced cytotoxicity in both hepatoma and myloma cell lines. Cancer Sci Ther 2010;3(10):239-43.
27. Prieto P, Pineda M, Aguilar M. Spectrophotometric quantation of antioxidant capacity through the formation of a phosphomolybdenum complex: Specific application to the determination of vitamin E. Anal Biochem 1999;269(2):337-41.
28. Mosmann T. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J Immunol Methods 1983;65(1-2):55-63.
29. Bauer AW, Kirby WM, Sherris JC, Turck M. Antibiotic susceptibility testing by a standardized single disk method. Am J Clin Pathol 1966;45(4):493-6.
30. Tan YP, Chan EW, Lim CS. Potent quorum sensing inhibition by methyl gallate isolated from leaves of Anacardium occidentale (L) (cashew). Chiang Mai J Sci 2015;42(3):650-6.
31. Chang J, Case R. Phenolic glycosides and ionone glycoside from the stem of Sargentodoxa cuneata. Phytochemistry 2005;66(23):2752-8.
32. Choi BR, Hong SS, Han XH, Hwang JS, Lee MH, Hur JD, et al. Antioxidant constituents from Portulaca oleracea. Nat Prod Sci 2005;11(4):229-32.
33. Eldahshan OA. Isolation and structure elucidation of phenolic compounds of carob leaves grown in Egypt. Curr Res J Biol Sci 2011;3(1):52-5.
34. Mahajan A, Pai N. Simultaneous isolation and identification of phutoconstituents from Terminalia chebula by preparative chromatography. J Chem Pharm Res 2010;2(5):97-103.
35. Granja-Perez PE, Gamboa-Angulo MM, Escalanye-Erosa F, Pena-Rodrigues LM. Identification of kaempherol 3-O-Î±-L-rhamnopyranoside as biotransformation product of Alternaria tagetica. Rev Soc Quim Mexico 1999;43(6):188-91.
36. Wen Q, Lin X, Liu Y, Xu X, Liang T, Zheng N, et al. Phenolic and lignan glycosides from the butanol extract of Averrhoa carambola L. Root. Molecules 2012;17(10):12330-40.
37. Wiedenfeld H, Dumaa M, Malinowski M, Furmanowa M, Narantuya S. Phytochemical and analytical studies of extracts from Rhodiola rosea and Rhodiola quadrifida. Pharmazie 2007;62(4):308-11.
38. Patra A, Jha S, Murthy PN, Sharone A. Isolation and characterization of stigmast-5-en-3Î²-ol (Î²-sitosterol) from the leaves of Hygrophila spinosa T. Anders. Int J Pharm Sci Res 2010;1(2):95-100.
39. Hamed MM. Volatile oils from Pelargonium zonale and its cytotoxic effect on tumor cells. Bull Fac Pharm Cairo Univ 2007;45(3):297-300.
40. Burek MJ, Oppenheim RW. Programmed cell death in the developing nervous system. Brain Pathol 1996;6(4):427-46.
41. Muller M, Byres M, Jaspars M, Kumarasamy Y, Middleton M, Nahar L, et al. 2D NMR spectroscopic analyses of archangelicin from the seeds of Angelica archangelica. Acta Pharm 2004;54(4):277-85.
42. Ahn YJ, Lee CO, Kweon JH, Ahn JW, Park JH. Growth-inhibitory effects of Galla Rhois-derived tannins on intestinal bacteria. J Appl Microbiol 1998;84(3):439-43.
43. Aliyo AB, Musa AM, Abdullahi MS, Oyewale AO. Phytochemicals and antimicrobial properties of Ludwigia suffraticosa. Int J Pure Appl Sci 2008;2(4):1-5.
44. Misanori A, Kosuyasu F, Osumu Y, Takashi O, Kiji I. Antibacterial action of several tannins against Staphylococcus aureus. J Antimicrob Chemother 2001;48(4):487-91.
45. Machado TB, Pinto AV, Pinto MC, Leal IC, Silva MG, Amaral AC, et al. In vitro activity of Brazilian medicinal plants, naturally occurring napthoquinones and their analogues, against methicillin-resistant Staphylococcus aureus. Int J Antimicrob Agents 2003;21(3):279-84.
46. Aqil F, Khan MS, Owais M, Ahmad I. Effect of certain bioactive plant extracts on clinical isolates of beta-lactamase producing methicillin resistant Staphylococcus aureus. J Basic Microbiol 2005;45:106-14.
47. Sharangi A. Medical and therapeutic potentialities of tea (Camellia sinensis L.) - A review. Food Res Int 2009;42:529-35.
48. Hu X, Zhang X, Qiu S, Yu D, Lin S. Salidroside induces cell-cycle arrest and apoptosis in human breast cancer cells. Biochem Biophys Res Commun 2010;398(1):62-7.
49. Vivancos M, Moreno JJ. Beta-Sitosterol modulates antioxidant enzyme response in RAW 264.7 macrophages. Free Radic Biol Med 2005;39(1):91-7.
50. Fatima Z, Hameed S, Islam N. Green tea polyphenol (EGCG) is a better inhibitor of TNF-Î± and MTB 85B antigen in human monocytes than known antioxidants and antibiotics. J Infect Dis 2013;112:131-7.
51. Halliwell B. Free radicals, antioxidants, and human disease: Curiosity, cause, or consequence? Lancet 1994;344(8924):721-4.
52. Li T, Zhang X, Zhao X. Powerful protective effects of gallic acid and tea polyphenols on human hepatocytes injury induced by hydrogen peroxide or carbon tetrachloride in vitro. J Med Plants Res 2010;4(3):247-54.
53. Rice-Evans C, Miller NJ, Paganga G. Structure antioxidant activity relationships of flavonoids and phenolic acids. Free Radic Biol Med 1996;20(7):933-56.
54. Loarca-PiÃ±a G, Kuzmicky PA, de MejÃa EG, Kado NY. Inhibitory effects of ellagic acid on the direct-acting mutagenicity of aflatoxin B1 in the Salmonella microsuspension assay. Mutat Res 1998 26;398(1-2):183-7.
55. Inoue M, Suzuki R, Sakaguchi N, Li Z, Takeda T, Ogihara Y, et al. Selective induction of cell death in cancer cells by gallic acid. Biol Pharm Bull 1995;18(11):1526-30.
56. Suzuki M, Kumazawa N, Ohta S, Kamogawa A, Shinoda M. Protective effects of antioxidants on experimental liver injuries. Yakugaku Zasshi 1990;110(9):697-701.
The publication is licensed under CC By and is open access. Copyright is with author and allowed to retain publishing rights without restrictions.