Tyrosinase Inhibitory Activity of Flavonoids from Artocarpus Lowii King
DOI:
https://doi.org/10.11113/jt.v71.2711Keywords:
Tyrosinase inhibitory activity, flavonoid, Artocarpus lowiiAbstract
Tyrosinase inhibitory activity was studied on the crude extracts and flavonoids successfully isolated from the leaves and heartwoods of Artocarpus lowii King. The flavonoids were fully characterized spectroscopically as isobavachalcone (1), 4-hydroxyonchocarpin (2), 2',4'-dihydroxy-4-methoxy-3'-prenyldihydrochalcone (3), 2',4'-dihydroxy-3,4-(2",2"-dimethylchromeno)-3'-prenyldihydrochalcone (4), artocarpin (5), cycloheterophyllin (6) and 4',5-dihydroxy-6,7-(2,2-dimethylpyrano)-2'-methoxy-8-γ,γ-dimethyl allylflavone (7). Tyrosinase inhibitory activity of the samples was determined against mushroom tyrosinase using ELISA microplate reader. Cycloheterophyllin (6) exhibited an excellent inhibitory activity against mushroom tyrosinase comparable to the standard kojic acid with the IC50 value of 52.5 µg/mL (88.3%).
References
Julian, K. C. M., Rachel, C., Penny, S., Rainer, F., Richard, M. Richard M. T. 2005. Plant Derived Pharmaceuticals–The Road Forward. TRENDS in Plant Science. 12: 1360–85.
Sasidharan, N. 2004. Biodiversity Documentation of Kerala. Part:6 Flowering Plants. Kerala forest Research Institute. Peechi. Thrissur. Kerala. 336–57.
Kochummen, K. M., Go, R. 2000. Tree Flora of Sabah and Sarawak. Ampang Press Sdn. Bhd: Kuala Lumpur. 3: 181.
Whitmore, T. C. 1978. Tree Flora of Malaya. Longman Malaysia Sdn. Bhd: Kuala Lumpur. 3: 119–67.
Ng, F. S. P. 1992. Manual of Forest Fruits, Seeds and Seedlings. Forest Research Institute Malaysia, Kepong: Kuala Lumpur. 2: 451–54.
Nomura, T., Hano, Y., Aida, M. 1998. Isoprenoid-substitutes Flavanoids from Artocarpus Plants (Moraceae). Heterocycles. 47: 1179–205.
Jamil, S., Sirat, H. M., Jantan, I., Aimi, N., Kitajima, M. A 2008. New Prenylated Dihydrochalcone from the Leaves of Artocarpus lowii. J Nat Med. 62: 321–24.
Hakim, E. H., Fahriyati, A., Kau, M. S., Achmad, S. A., Makmur, L., Ghisalberti, E. L., et al. 1999. Artoindonesianins A and B, Two New Prenylated Flavones from the Root of Artocarpus champeden. J Nat Prod. 62: 613–5.
Arung, E. T., Yoshikawa, K., Shimizu, K., Kondo, R. 2010. 3-Prenyl Luteolin, A New Prenylated Flavone with Melanin Biosynthesis Inhibitory Activity from Wood of Artocarpus heterophyllus. Fitoterapia. 81: 640–3.
Pedro, M., Ferreira, M. M., Cidade, H., Kijjoa, A., Rocha, E. B., Nascimento, M. S. J. 2005. Artelastin as a Cytotoxic Prenylated Flavone that Disturbs Microtubules and Interferes with DNA Replication in MCF-7 Human Breast Cancer Cells. Life Science. 77: 293–311.
Kamkaen, N., Mulsri, N., Treesak, C. 2007. Screening of Some Tropical Vegetables for Anti-tyrosinase Activity. Thai Pharmac. & Health Science Journal. 2: 15–9.
Likhitwitayawuid, K., Sritularak, B. 2001. A New Dimericstilbene with Tyrosinase Inhibitory Activity from Artocarpus gomeizianus. J Nat Prod. 64: 1457–9.
Mbaveng, A. T., Ngameni, B., Kuete, V., Simo, I. K., Ambassa, P. Roy, R., et al. 2008. Antimicrobial Activity of the Crude Extracts and Five Flavonoids from the Twigs of Dorstenia barteri(moraceae). J of Ethnopharmacology.116: 483–9.
Wang, Y. H., Hou, A. J., Lei, C., Chen, D. F., Sun, H. D., Zhao, Q. S., et al. 2004. New Isoprenylated Flavones, Artochamins A-E, and Cytotoxic Principle from Artocarpus chama. J Nat Prod. 67: 757–61.
Zheng, Z. P., Chen, S., Wang, S., Wang, X. C., Cheng, K. W., Wu, J. J., et al. 2009. Chemical Components and Tyrosinase Inhibitors from the Twigs of Artocarpus heterophyllus. J Agric Food Chem. 57: 6649–55.
Shimizu, K., Kondo, R., Sakai, K., Buabarn, S., Diokkunanant, U. A. 2000. Geranylated Chalcone with 5α-reductase Inhibitory Properties from Artocarpus incisus. Phytochemistry. 54: 737–9.
Khatib, S., Nerya, O., Musa, R., Shmuel, M., Tamir, S., Vaya, J. 2005. Chalcones as Potent Tyrosinase Inhibitors: The Importance of a 2, 4-Substitutetd Resorcinol Moiety. Bioorganic and Medicinal Chemistry. 13: 433–41.
Hashim, N., Rahmani, M., Cheng, L. E., Sukari, M. A., Yahayu, M., Amin, M. A., et al. 2012. Antioxidant, Antimicrobial and Tyrosinase Inhibitory Activities of Xanthones Isolated from Artocarpus obtusus F. M. Jarret. Molecules. 17: 6071–82.
Shimizu, K., Kondo, R., Sakai, K. 1999. Inhibition of Tyrosinase by Flavonoids, Stilbenes and Related 4-Substituted Resorcinols: Structure-Activity Investigations. PlantaMedica. 66: 11–5.
Downloads
Published
Issue
Section
License
Copyright of articles that appear in Jurnal Teknologi belongs exclusively to Penerbit Universiti Teknologi Malaysia (Penerbit UTM Press). This copyright covers the rights to reproduce the article, including reprints, electronic reproductions, or any other reproductions of similar nature.