UPSI Digital Repository (UDRep)
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Abstract : Universiti Pendidikan Sultan Idris |
Background: Genus Alpinia are commonly used as spices and ingredients in traditional medicines. In the present study, we attempted to isolate the phytochemicals from Alpinia aquatica and evaluate their tyrosinase inhibitory activity.
Methods: Phytochemical constituents of the extract were investigated using various chromatographic and spectroscopic methods. The chemical structures of the isolated phytochemicals were established by analysis of their spectroscopic data, as compared to that of reported data. Tyrosinase inhibitory activity was also tested on the extracts and selected compounds using mushroom tyrosinase as the enzyme.
Results: Fractionation and purification of the extracts of Alpinia aquatica afforded seven known compounds which are 5-hydroxy-3,7,4’-trimethoxyflavone (1), 4’,5-dihydroxy-3,7-dimethoxyflavone (2), 2-methoxy-8-(2’,4’,5’-trimethoxyphenyl)-1,4-naphthaquinone (3), cis-3S-(2’,4’,5’-trimethoxyphenyl)-4S-[(E)-2’’’,4’’’,5’’’-trimethoxystyryl]cyclohexene (4), 2,4,5-trimethoxybenzaldehyde (5), stigmasterol (6) and β-sitosterol (7). The ethyl acetate extract of pseudostems possessed the highest tyrosinase inhibition of 31.0% among the extracts, while compound (1) gave tyrosinase inhibition of 48.0%.
Conclusion: Compounds (3) and (4) were isolated for the first time from A. aquatica and Alpinia genus. These phytochemical results suggest that the extracts could assist as a potential source of bioactive compounds. Further research is needed in which the extract could possibly be exploited for pharmaceutical use. |
References |
1. Sukari MA, Neoh BK, Rashid NY, Jalil WNFWA, Rahmani M, Lajis NH, et al. Studies on the constituents and medicinal properties of some Zingiberaceae species. Malaysian J Sci. 2005;24:143-47. 2. Ling LR, Wahab NA, Abidin NZ. Cytotoxic activity of selected Zingiberaceae. Malaysian J Sci. 2005;24(1):207-12. 3. Kress WJ, Liu AZ, Newman M, Li QJ. The molecular phylogeny of Alpinia (Zingiberaceae): A complex and polyphyletic genus of gingers. Am J Bot. 2005;92(1):167-78. doi:10.3732/ajb.92.1.167 4. Kamada T, Ng SY, Phan CS, Vairappan CS. Chemical composition and antibacterial activity of Bornean medicinal ginger Alpinia aquatica. Nat Prod Commun. 2018;13(6):741-2. doi:10.1177/1934578x1801300623 5. Romes NB, Basar N, Sirat HM, Hashim SE, Asim Z. Chemical compositions and tyrosinase activity of the essential oils of Alpinia aquatica. Nat Prod Commun. 2018;13(6):787-9. doi:10.1177/1934578x1801300635 6. Sirat HM, Basar N, Jani NA. Chemical compositions of the rhizome oils of two Alpinia species of Malaysia. Nat Prod Res. 2011;25(10):982-6. doi:10.1080/14786419.2010.529079 7. Salleh WMNHW, Hashim NA, Ahmad F, Khong HY. Anticholinesterase and antityrosinase activities of ten Piper species from Malaysia. Adv Pharm Bull. 2014;4(2):527-31. doi:10.5681/apb.2014.078 8. Salleh WMNHW, Ahmad F, Khong HY. Antioxidant and anti-tyrosinase activities from Piper officinarum C.DC (Piperaceae). J Appl Pharm Sci. 2014; 4(5):87-91. 9. Kikuzaki H, Tesaki S. New flavonol-phenylbutadiene adducts from the leaves of Alpinia flabellata. J Nat Prod. 2002;65(3):389-91. doi:10.1021/np0105228 10. Villaflores OB, Macabeo AP, Gehle D, Krohn K, Franzblau S, Aguinaldo AM. Phytoconstituents from Alpinia purpurata and their in vitro inhibitory activity against Mycobacterium tuberculosis. Pharmacogn Mag. 2010;6(24):339-44. doi:10.4103/0973-1296.71785 11. Dinter H, Hansel R. The structures of cassum unaquinones 1 and 2 from Zingiber cassumunar. Z Naturforsch C. 1980;35(1-2):154-5. doi:10.1515/znc1980-1-229 12. Kikuzaki H, Tesaki S, Yonemori S, Nakatani N. Phenylbutanoid dimers from the leaves of Alpinia flabellata. Phytochemistry. 2001;56(1):109-14. doi:10.1016/s0031-9422(00)00360-5 13. Giang PM, Son PT. Phytochemical investigation of Alpinia globosa (Lour.) Horaninov, Zingiberaceae. J Chem (Vietnam). 2004;42(3):376-8. 14. Li B, Huang Y, Paskewitz SM. Hen egg white lysozyme as an inhibitor of mushroom tyrosinase. FEBS Lett. 2006;580(7):1877-82. doi:10.1016/j.febslet.2006.02.051 15. Yan Q, Cao R, Yi W, Chen Z, Wen H, Ma L, et al. Inhibitory effects of 5-benzylidene barbiturate derivatives on mushroom tyrosinase and their antibacterial activities. Eur J Med Chem. 2009;44(10):4235-43. doi:10.1016/j. 16. Janyapanich P, Kotipan C, Teerachawalwong K, Watana S, Nuntharatanapong N. Antioxidant, antityrosinase activity and toxicity of Alpinia nigra extracts. Key Eng Mater. 2019;819:111-7. doi:10.4028/www.scientific.net/kem.819.111 17. Chan EWC, Lim YY, Wong LF, Lianto FS, Wong SK, Lim KK, et al. Antioxidant and tyrosinase inhibition properties of leaves and rhizomes of ginger species. Food Chem. 2008;109:477-83. doi:10.1016/j.foodch em.2008.02.016 18. Kuliev ZA, Vdovin AD, Abdullaev ND, Makhmatkulov AB, Malikov VM. Study of the catechins and proanthocyanidins of Quercus robur. Chem Nat Compd. 1997;33(6):642-52. doi:10.1007/bf02249631
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