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1,1-Diphenyl-2-picrylhydrazyl Radical Scavenging Compounds of Fraxini Cortex  

Kim, Hyun-Chul (College of Pharmacy, Wonkwang University)
An, Ren-Bo (College of Pharmacy, Wonkwang University,College of Pharmacy, Yanbian University)
Jeong, Gil-Saeng (College of Pharmacy, Wonkwang University)
Oh, Seung-Hwan (College of Pharmacy, Wonkwang University)
Kim, Youn-Chul (College of Pharmacy, Wonkwang University)
Publication Information
Natural Product Sciences / v.11, no.3, 2005 , pp. 150-154 More about this Journal
Abstract
The radical scavenging effect of the MeOH extract of Fraxini Cortex on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical was examined. The $CH_2Cl_2$-and n-BuOH-soluble fractions of MeOH extract showed the promising DPPH radical scavenging effects, and further purified by silica gel, Sephadex LH-20 column chromatography, and reversed-phase C-18 MPLC to yield five coumarins, esculetin (1), fraxidin (2), fraxetin (3), fraxidin $8-O-{\beta}-D-glucopyranoside$ (fraxin methyl ether) (5), esculin (6), and a secoiridoid oleuropein (4), and a coumarin-secoiridoid escuside (7). Compounds 1, 3, and 4 showed potent DPPH radical scavenging effects, exhibiting $IC_{50}$ values of 14.68, 9.64, and $22.03\;{\mu}M$, respectively. Compounds 6 and 7 also showed moderate effects with $IC_{50}$ values of 147.79 and $72.73\;{\mu}M$, respectively. L-Ascorbic acid was used as a positive control and exhibited the $IC_{50}$ value of $50.31\;{\mu}M$.
Keywords
Fraxini Cortex; Oleaceae; DPPH; Anti-radical; Coumarin; Oleuropein; Coumarin-secoiridoid;
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1 Kostova, L.N., Nikolov, N.M., and Chipilska, L.N., Antimicrobial properties of some hydroxycoumarins and Fraxinus ornus bark extracts. J. Ethnopharmacol. 39, 205-208 (1993)   DOI   ScienceOn
2 Kumar, V.P., Shashidhara, S., Kumar, M.M., and Sridhara, B.Y., Effect of Luffa echinata on lipid peroxidation and free radical scavenging activity. J. Pharm. Pharmacol. 52, 891-894 (2000)   DOI   ScienceOn
3 Rekka, E. and Kourounakis, P.N., Effect of hydroxyethyl rutenosides and related compounds on lipid peroxidation and free radical scavenging activity. Some structural aspects. J. Pharm. Pharmacol. 43, 486-491 (1991)   DOI   PUBMED
4 Takenaka, Y., Tanahashi, T., Shintaku, M., Sakai, T., Nagakura, N., and Parida, N., Secoiridoid glucosides from Fraxinus americana. Phytochemistry 55, 275-284 (2000)   DOI   ScienceOn
5 Tang, W. and Eisenbrand, G.., Chinese Drugs of Plant Origin, Springer-Verlag, Berlin, pp. 521-523 (1992)
6 Hahn, D.R. and Lee, M.W., Coumarin glycoside from the stem bark of Fraxinus sieboldiana var. angustata. Kor. J. Pharmacogn. 14, 1-3 (1983)
7 Hahn, D.R., Kim, C.J., Kim, J.H., and Hong, S.K., Coumarin glycoside of Fraxinus chiisanensis. Kor. J. Pharmacogn. 7, 195-198 (1976)
8 Halliwell, B., Free radicals, antioxidants and human disease: curiosity, cause or consequence? Lancet 344, 721-724 (1994)   DOI   ScienceOn
9 Stefanova, Z., Neychev, H., Ivanovska, N., and Kostova, I., Effect of a total extract from Fraxinus ornus stem bark and esculin on zymosan- and carrageenan-induced paw oedema in mice. J. Ethnopharmacol. 46, 101-106 (1995)   DOI   ScienceOn
10 Kwon, Y.S. and Kim, C.M., A study on the chemical constituents from leaves of Fraxinus rhynchophylla. Kor. J. Pharmacogn. 27, 347-349 (1996)
11 Kodaira, H., Ishikawa, M., Komoda, Y., and Nakajima, T., Isolation and identification of anti-platelet aggregation principles from the bark of Fraxinus japonica Blume. Chem. Pharm. Bull. 31, 2262-2268 (1983)   DOI   PUBMED   ScienceOn
12 Razdan, T.K., Qadri, B., Harkar, S., and Waight, E.S., Chromones and coumarins from Skimmia laureola. Phytochemistry 26, 2063-2069 (1987)   DOI   ScienceOn
13 Kim, N.Y., Pae, H.O., Ko, Y.S., Yoo, J.C., Choi, B.M., Jun, C.D., Chung, H.T., Inagaki, M., Higuchi, R., and Kim, Y.C., In vitro inducible nitric oxide synthesis inhibitory active constituents from Fraxinus rhynchophylla. Planta Med 65, 656-658 (1999)   DOI   ScienceOn
14 Tsukamoto, H., Hisada, S., and Nishibe, S., Lignans from bark of Fraxinus mandshurica var. japonica and F. japonica. Chem. Pharm. Bull. 32, 4482-4489 (1984)   DOI   PUBMED   ScienceOn
15 Matsubara, N., Fuchimoto, S., Iwagaki, H., Nonaka, K., Kimura, T., Kashino, H., Edamatsu, R., Hirarnatsu, M., and Orita, K., The possible involvement of free radical scavenging properties in the actions of cytokines. Res. Commun. Chem. Pathol. Pharmacol. 71, 239-242 (1991)   PUBMED
16 Chang, W.S., Lin, C.C., Chuang, S.C., and Chiang, H.C., Superoxide anion scavenging effect of coumarins. Am. J. Chin. Med. 24, 11-17 (1996)   DOI   ScienceOn
17 Yook, C.S., Kim, D.S., and Kim, S.M., Coumarin glycosides of Fraxinus japonica Blume forma intermedia Hara. Yakhak Hoeji 28, 283-286 (1984)
18 Yook, C.S. and Moon, C.K., Coumarin glycosides from the root bark of Fraxinus sieboldiana Blume (II). Kor. J. Pharmacogn. 12, 143-145 (1981)
19 Inoue, K., Nishioka, T., Tanahashi, T., and Inouye, H., Three secoiridoid glucosides from Ligustrum japonicum. Phytochemistry 21, 2305-2311 (1982)   DOI   ScienceOn
20 Kappus, H., Lipid peroxidation: mechanisms, enzymology and biological relevance, in Sies II (ed.), Oxidation Stress, Academic Press, London, 1985, pp. 273-310
21 Shen, Y.C. and Chen, C.Y., Additional secoiridoid glucosides from Fraxinus uhdei. Planta Med 61, 281-283 (1995)   DOI   ScienceOn
22 Damtoft, S., Franzyk, H., and Jensen, R., Excelsioside, a secoiridoid glucoside from Fraxinus excelsior. Phytochemistry 31, 4197-4201 (1992)   DOI   ScienceOn
23 Tsukamoto, H., Hisada, S., and Nishibe, S., Coumarins from bark of Fraxinus japonica and F mandshurica var. japonica. Chem. Pharm. Bull. 33, 4069-4073 (1985)   DOI
24 lossifova, T., Vogler, B., and Kostova, I., Escuside, a new coumarin-secoiridoid from Fraxinus ornus bark. Fitoterapia 73, 386-389 (2002)   DOI   ScienceOn