Abstract
The EtOAc soluble fraction from the stem ofSorghum bicolor showed a strong free radical scavenging activity. Five major compounds were isolated from this fraction. They were identified by spectral data as methyl ferulate (1), methylp-hydroxycinnamate (2),p-hydroxybenzal-dehyde (3), tricin (4), and quercetin 3,4’-dimethyl ether (5). Among these compounds,1 exhibited a strong, free radical scavenging activity on 1, 1-diphenyl-2-picrylhydrazyl (DPPH) with an IC50 value of 0.7 μM. We further studied the effects of these isolated compounds on the lipid peroxidation in rat liver microsomes induced by non-enzymatic method. All five compounds showed anti-lipid peroxidation activity (IC50 values of 0.5, 0.4, 0.3 and 0.3 μM, respectively).
Similar content being viewed by others
References
Agrawal, P. K., Carbon-13 NMR of Flavonoids. Elsevier (1989).
Alberto Marco, J. O. B., Sanz, F. J., and Sanchez-Parareda, J., 3-Methoxyflavones and coumarins fromArtemisia incnescens.Phytochemistry, 25, 2357–2360 (1986).
Avato, P., Bianchi, G., and Murelli, C., Aliphatic and cyclic lipid components of sorghum plant organs.Phytochemistry, 29, 1073–1078 (1990).
Dey, P. M. and Harborne, B. J., Methods in plant biochemistry, Vol. 1. Plant phenolics, Academic press, San Diego, pp. 75–112 (1989).
Gujer, R., Magnolato, D., and Self, R., Glucosylated flavonoids and other phenolic compounds from sorghum.Phytochemistry, 25, 1431–1436 (1986).
Ha, J. H., Lee, D. U., Lee, J. T., Kim, J. S., Yong, C. S., Kim, J. A., Ha, J. S., and Huh, K., 4-Hydroxybenzaldehyde fromGastrodia elata B1. is active in the antioxidation and GABAergic neuromodulation of the rat brain.J. Ethnopharmacology, 73, 329–333 (2000).
Haskins, F. A. and Gorz, H. J., Isp-hydroxybenzaldehyde a major constituent of epicuticular wax fromSorghum bicolor seedlings?.Phytochemistry, 22, 611–612 (1983).
Joshi, C. K., Sharma, K. A., and Singh, P., A new ferulic ester fromTecomella undulata.Planta Medica, 52, 71–72 (1986).
Kim, C. M., Sin, M. K., Lee, K. S., and Ahn, D. K., The dictionary of Chinese medicines, Jungdam press, Seoul, p. 317 (1997).
Kwon, Y. S., Kim, E. Y., Kim, W. J., Kim, W. K., and Kim, C. M., Antioxidant constituents fromSetaria viridis.Arch. Pharm. Res., 25, 300–305 (2002).
Mabry, T. J., Markham, K. R., and Thomas, M. B., The systematic identification of flavonoids, Springer-Verlag, Berlin (1970).
Maxwell, A. G., Masato, Y., and Yoko, A., Free radical scavenging action of medicinal herbs from Ghana Thonningia sanguinea on experimentally-induced liver injuries.General Pharmacol., 32, 661–667 (1999).
Na, M. K., An, R. B., Lee, S. M., Hong, N. D., Yoo, J. K., Lee, C. B., Kim, J. P., and Bae, K. H., Screening of crude drugs for antioxidative activity.Kor. J. Pharmacogn., 32, 108–115 (2001).
Nanjing University of TCM (edited),Chinese Herb Encyclopedia (Zhonghua Bencao), vol. 8, Shanghai Science & Technology Press, Shanghai, pp. 424–425 (1999).
Nguyen, T. T. H., Matsumoto, K., Kasai, R., Yamasaki, K., and Watanabe, H.,In vitro antioxidant activity of Vietnamese ginseng saponin and its components.Biol. Pharm. Bull., 21, 978–981 (1998).
Pouchert, J. C. and Behnke J., The Aldrich Library of13C and1HFT NMR Spectra vol. 2, Aldrich Chemical Company, Inc. (1993).
Rafat Husain, S., Cillard, J., and Cillard, P., Hydroxyl radical scavenging activity of flavonoids.Phytochemistry, 26, 2489–2491 (1987).
Rimando, M. A., Dayan, E. F., Czarnota, A. M., Weston, A. L., and Duke, O. S., A new photosystem II electron transfer inhibitor fromSorghum bicolor.J. Nat. Prod., 61, 927–930 (1998).
Selmar, D., Irandoost, Z., and Wray, V., Dhurrin-6’-glucoside, A cyanogenic diglucoside fromSorghum bicolor.Phytochemistry, 43, 569–572 (1996).
Torel, J., Cillard, J., and Cillard, P., Antioxidant activity of flavonoids and reactivity with peroxy radical.Phytochemistry, 25, 383–385 (1987).
Ulubelen, A., Mabry, T. J., Dellamonica, G., and Chopin, J., Flavonoids fromMassiflora palmeri.J. Nat. Prod., 47, 384–385 (1984).
Wandji, J., Nkengfack, E. A., Tanee Fomum, Z., Ubillas, R., Brian Killday, K., and Tempesta, S. M., A new prenylated isoflavonoid and long chain esters from twoErythrina species.J. Nat. Prod., 53, 1425–1429 (1990).
Woodhead, S., Galeffi, C., and Marini Betolo, G. B.,p-Hydroxy-benzaldehyde as a major constituent of the epicuticular wax of seedlingSorghum bicolor.Phytochemistry, 21, 455–456 (1982).
Yoshida, T., Hatano, K., Okumura, T., Uehara, I., Komagoe, K., Fujita, Y., and Okuda, T., Studies on inhibition mechanism of autoxidation by tannins and flavonoids. V. Radical scavenging effects of tannins and related polyphenols on 1, 1-diphenyl-2-picrylhydrazyl radical.Chem. Pharm. Bull., 37, 1919–1921 (1989).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Kwon, Y.S., Kim, C.M. Antioxidant constituents from the stem ofSorghum bicolor . Arch Pharm Res 26, 535–539 (2003). https://doi.org/10.1007/BF02976877
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02976877