Browse > Article
http://dx.doi.org/10.12925/jkocs.2012.29.4.610

A Study on the Efficacy of the Coumarine Derivatives with Anti-Inflammatory Activity in the Trifoliate Orange Extract  

Kim, Duck-Sool (Dept. of Biomedical Engineering, Tongmyong University)
Publication Information
Journal of the Korean Applied Science and Technology / v.29, no.4, 2012 , pp. 610-617 More about this Journal
Abstract
Trifoliate orange components consist of several kinds, such as monoterpenes, limonoids, flavonoids, and coumarins. Coumarin derivatives were shown to possess valuable pharmacological properties such as anti-inflammatory and dietary effect. Among them, 7-geranyloxycoumarin 6 is a promising chemopreventive agent againist skin, tongue, oesophaqus and colon carcinogenesis in rodents. Seven new coumarin derivatives structurally related to 7-geranyloxycoumarin were synthesised in good yields by $Cs_2CO_3$/acetonitrile condition. We investigated the effect of anti-inflammatory activity on interleukin-6 for synthesised geranyloxycoumarin derivatives. 6-Geranyoxycoumarin 9 (68.9% / $1{\mu}M$ ; 72.6% / $10{\mu}M$) of the anti-inflammatory activity is far higher than 7-Geranyloxycoumarin 5 (40.1% / $1{\mu}M$ ; 61.1% / $10{\mu}M$) and their other derivatives.
Keywords
trifoliate orange; geranyloxycoumarin; anti-inflammatory; coumarin derivatives; cytokine;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
연도 인용수 순위
1 Byung Zun Ahn, Shin Il Kim, Sung Ho Ryu, Kyu Sang Kang, You Hui Lee, the korea society of pharmacognosy, 17(2), 168 (1986).
2 T. Nabekura, T. Yamaki, S. Kitagawa, Effects of chemopreventive citrus phytochemicals on human P-glycoprotein and multidrug resistance protein 1. Eur. J . Pharmacol., 600, 45(2008).
3 Toshifumi Hirata, Misato Fujii, Kazuhiro Akita, Noriyuki Yanaka, Kaori Ogawa, Masanori Kuroyanagi, Daiki Hongo, Identification and physiological evaluation of the components from Citrus fruits as potential drugs for anti-corpulence and anticancer, Bioorganic & Medicinal Chemistry, 17, 25(2009).
4 Massimo Curini, Francesco Epifano, Federica Maltese, Maria C. Marcotullio, Aurelia Tubaro, Gianmario Altinier, Sylvia Prieto Gonzalesc and Juan C. Rodriguezc, Synthesis and anti-inflammatory activity of natural and semisynthetic geranyloxycoumarins, Bioorganic & Medicinal Chemistry Letters, 14, 2241 (2004).
5 K. Takeda, H. Utsunomiya, S. Kakiuchi, Y. Okuno, K. Oda, K. Inada, Y. Tsutsumi, T. Tanaka, K. Kakudo, Citrus auraptene reduces Helicobacter pylori colonization of glandular stomach lesions in Mongolian gerbils. J. Oleo Sci., 56, 253 ( 2007).
6 F. Soltani, F. Mosaffa, M. Iranshahi, G. Karimi, M. Malekaneh, F. Haghighi, J. Behravan, Auraptene from Ferula szowitsiana protects human peripheral lymphocytes against oxidative stress. Phytother. Res., 24, 85 (2010).
7 F. Epifano, G. Molinaro, S. Genovese, R. T. Ngomba, F. Nicoletti, M. Curini, Neuroprotective effect of phenyloxycoumarins from edible vegetables. Neurosci. Lett., 443, 57(2008).
8 Koji Nagao, Naoml Yamano, Bungo Shirouchi, Nao Inoue, Shigeru Murakami, Takao Sasaki, Teruyoshi Yangita, J. Agric. Food Chem., 58, 9028(2010).
9 Johan Wouters, Marjorie Huygens, Lionel Pochet, Bernard Pirotte, Francois Durant, Bernard Masereel, Bioorganic & Medicinal Chemistry Letters, 12, 1109 (2002).
10 Lionel Pochet, Caroline Doucet, Georges Dive, Johan Wouters, Bernard Masereel, Michèle Reboud-Ravaux, Bernard Pirotte Bioorganic & Medicinal Chemistry, , 1, 8, 489(2000).
11 S.S. Lim, and J.H. Lee, Effect of Artemisia Prinecepts var. Oriental and Circium Japonicum var. Vssuriense on Cardiovascular System of Hyper lipidemic Rat, J. Korean Nutr. Soc., 30, 797 (1997b).
12 B.K. Kim, and C.J. Jung, Effects of Feeding Dietary Mugwort Powder on the Fattening Performance and Carcass Characteristics in The Fattening Hanwoo, Korean J. Food Sci. Anim. Resour., 27, 277 (2007a).
13 B.K. Kim, and C.J. Jung, Effects of Feeding Dietary Mugwort on the Beef Quality in Fattening Hanwoo, Korean J . Food Sci. Anim. Resour., 27, 244 (2007b).
14 B.K. Kim, and Y.J. Kim, Effects of Dietary Mugwort and Crab Shell Powder on Physico-Chemical Properties of Korean Native Pork, Korean J. Food Sci. Anim. Resour., 43, 535(2001).
15 D. S. Kim, E. J. Roh, Synthesis of Trifoliate orange extracts having anti inflammation activities, J. Kor. Oil Chem Soc., 28(2), 196 (2011).