Browse > Article

Antioxidant Caffeic acid Derivatives from Leaves of Parthenocissus tricuspidata  

Saleem, Muhammad (Medicinal Chemistry Research Center, Division of Life Sciences, Korea Institute of Science and Technology)
Kim, Hyoung-Ja (Medicinal Chemistry Research Center, Division of Life Sciences, Korea Institute of Science and Technolog)
Jin, Changbae (Medicinal Chemistry Research Center, Division of Life Sciences, Korea Institute of Science and Technolog)
Lee, Yong-Sup (Medicinal Chemistry Research Center, Division of Life Sciences, Korea Institute of Science and Technology)
Publication Information
Archives of Pharmacal Research / v.27, no.3, 2004 , pp. 300-304 More about this Journal
Abstract
Five caffeic acid derivatives; methyl ester of caffeoylglycolic acid (1), dimethyl ester of caffeoyltartaric acid (2), dimethyl ester of caffeoyltartronic acid (3), monomethyl ester of caffeoyltartronic acid (4), methyl ester of caffeic acid (5), and some other secondary metabolites including; quercetin, quercetin 3-O-$\beta$-D-glucuronide methyl ester, kaempferol, 3,5,7,4'-O-tetramethylkaempferol, $\beta$-sitosterol glucoside, 2$\alpha$-hydroxyursolic acid and 2,24-dihydroxyursolic acid, have been isolated and characterized. All the isolated compounds were characterized with the help of NMR spectroscopy and mass spectrometry. Structure of compound 3 was also confirmed by a single X-ray crystallographic technique. Isolates were evaluated for anti-oxidant activities and most of the tested compounds were found to be potent in DPPH free radical scavenging ($IC_{50}{\;}={\;}4.56-14.17{\;}{\mu\textrm{g}}/mL$) and superoxide anion scavenging ($IC_{50}{\;}={\;}0.58-7.39{\;}{\mu\textrm{g}}/mL$) assays.
Keywords
Parthenocissus tricuspidata; Caffeic acid derivatives; Antioxidant activities;
Citations & Related Records

Times Cited By Web Of Science : 14  (Related Records In Web of Science)
Times Cited By SCOPUS : 14
연도 인용수 순위
1 Baldi, A., Romani, A., Mulinacci, N., and Vincier, F. F., Polyphenols in Tuscan varieties of Vitis vinifera L. Jounrnal International des Sceinces de la Vigne ef du Vin, 27, 201-215 (1993)
2 Paulino, L. A., Dare, J. M., Maia, B., and Carlos, R. L., A re-sveratrol dimer from Parthenocissus tricuspidata. Phyto-chemistry, 30, 3144-3146 (1991)
3 Sheldrick, G. M. SHELXL-97: A Program for Structure Refinement, University of $G{\"{o}}ttingen$, $G{\"{o}}ttingen$, Germany (1997)
4 Shisuo,T., Michio, K., and Moto, O., Effects of phenolcarboxylic acids on superoxide anion and lipid peroxidation induced by superoxide anion. Planta Medica, 57, 8-10 (1991)   DOI   ScienceOn
5 Toshiyki, T., Masayoshi, O., Kuniyasu, M., Fujio, A., and Munekazu, I., A resveratrol dimer from Parthenocissus tricuspidata. Phytochemistry, 48, 1241-1243 (1998)   DOI   ScienceOn
6 Sumaryono, W., Wahono, P., Proksch, P., Wray, V., Witte, I., and Hartmann, T., Qualitative and quantitative analysis of the phenolic constituents from Ortosiphon aristatus. Planta Medica, 57, 176-180 (1991)   DOI   PUBMED   ScienceOn
7 Snook, E. M., Blum, S. M., Whitman, W. D., Arrendale, F. R., Costello, E. C., and Harwood, J. S., Caffeoyltartronic acid from catnip (Nepeta cataria): A precursor for catechol in lubber grasshopper (Romalea guttata) defensive secretions. J. Chem. Ecol., 19, 1957-1966 (1993)   DOI   ScienceOn
8 Gamez, E. J. C., Luyengi, L., Lee,S. K., Zhu, L.-F., Zhou, B.-N., Fong, H. H. S., Pezzuto, J. M., and Kinghorn, A D., Antioxidant flavonoid glycosides from Daphniphyl/um calycinum. J. Nat. Prod., 61, 706-708 (1998)   DOI   ScienceOn
9 Sheldrick, G. M. SHELXS-90: A Program for Structure Determination, University of$G{\"{o}}ttingen$, $G{\"{o}}ttingen$, Germany(1997)
10 Kolodynska, Z. and Wieniawski, W, Preparation of caffeoylglycolic acids. Acta Poloniae Pharmaceutica, 24, 261-265 (1967)   PUBMED
11 Motoyuki, T. and Yasuyuki, O., A new antioxidative 1,3-benzodioxol from Melissa officinalis. Planta Medica, 64, 555-558 (1998)   DOI   ScienceOn
12 Luo, W., Ang, Y. W. C., Gehring, A. T., Theresa, A., Heinze, M. T., Lin, J. L., and Matia, A., Determination of phenolic com-pounds in dietary supplements and tea blends containing Echinacea by liquid chromatography with coulometric electrochemical detection. J. AOAC Interl., 86, 202-208 (2003)
13 Veit, M., Bauer, K., Beckert, C., Kast, B., Geiger, H., and Czygan, F. C., Phenolic characters of British hybrid taxa in Equisetum subgenus Equisetum. Biochemi. Sys. Ecol., 23, 79-87 (1995)   DOI   ScienceOn
14 Wang, Y. H., Zang, C. G. Yao, R. R., and Zohn, W. S., Studies on chemical constituents of Parthenocissus tricuspidata (Sieb et Zncc) Planch. Yao Yue Xue Bao, 17, 446 (1982)
15 Hwang, H. K., Sung, H. K.,Wang, W. K. and Kim, I. H., Flavonol glycosides from Parthenocissus tricuspidata. Yakhak Hoechi, 39 (3), 289-296 (1995)
16 Budzianowski, J., Coumarins, caffeoyltartaric acids and the artifactual methyl esters from Taraxacum officinale leaves. Planta Medica, 63, 288-289 (1997)   DOI   PUBMED   ScienceOn