Browse > Article
http://dx.doi.org/10.5012/bkcs.2014.35.12.3447

A New Flavonol Glycoside from the Leaves of Boscia senegalensis  

Morgan, Abubaker M.A. (College of Pharmacy, Chungnam National University)
Kim, Jang Hoon (College of Pharmacy, Chungnam National University)
Kim, Sang Kyum (College of Pharmacy, Chungnam National University)
Lim, Chi-Hwan (College of Agriculture and Life Sciences, Chungnam National University)
Kim, Young Ho (College of Pharmacy, Chungnam National University)
Publication Information
Abstract
Detailed chemical investigation of Boscia senegalensis (Per) Lam. ex Poir. led to the isolation of one new flavonol glycoside, rhamnocitrin-3-O-${\beta}$-$\small{D}$-(6"-O-E-feruloyl)-glucopyranoside named bosenegaloside A (1), with seven known compounds, rhamnocitrin-3-O-${\beta}$-$\small{D}$-(6"-O-E-p-coumaroyl)-glucopyranoside (2), rhamnocitrin-3-O-${\beta}$-$\small{D}$-glucopyranoside (3), 3,4,5-trimethoxyphenol-${\beta}$-$\small{D}$-glucopyrinoside (4), lasianthionoside A (5), 3,7-dimethyl-1-octene-3,6,7-triol-6-O-${\beta}$-$\small{D}$-glucopyranoside (6), syringin (7), and austroside B (8). The chemical structures of these compounds were elucidated from spectroscopic data and by comparison of these data with previously published results. The inhibitory activity of the isolated compounds on soluble epoxide hydrolase (sEH) was assessed. Compounds 1-3 potently inhibited sEH activity with $IC_{50}$ values of $12.8{\pm}0.5$, $18.4{\pm}0.2$, and $11.3{\pm}0.9{\mu}M$, respectively.
Keywords
Boscia senegalensis; Capparaceae; Flavonol glycoside; Soluble epoxide hydrolase;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Wang, J.; Shen, Y.; He, H.; Kang, W.; Hao, X. Planta Med. 2005, 71, 96.   DOI   ScienceOn
2 Luyen, B. T. T.; Tai, B. H.; Thao, N. P.; Kim, J. E.; Cha, J. Y.; Xin, M. J.; Lee, Y. M.; Kim, Y. H. Bioorg. Med. Chem. Lett. 2014, 24, 1895.   DOI
3 Khalafalla, M. M.; Daffalla, H. M.; Abedellatef, E.; Agabna, E.; El-shemy, H. A. J. Zhejiang Univ. Sci. B 2011, 12, 303.   DOI
4 Dicko, M. H.; Leeuwen, M. J. F. S.; Traore, A. S.; Hilhorst, R.; Beldman, G. Appl. Biochem. Biotechnol. 2001, 94, 225.   DOI   ScienceOn
5 Gueye, M. T.; Seck, D.; Diallo, A.; Trisman, D.; Fischer, C.; Barthelemy, J.; Wathelet, J.; Lognay, G. Am. J. Anal. Chem. 2013, 4, 104.   DOI
6 Lee, G. H.; Oh, S. J.; Lee, S. Y.; Lee, J. Y.; Ma, J. Y.; Kim, Y. H.; Kim, S. K. Food Chem. Toxicol. 2014, 64, 225.   DOI
7 Ryu, Y. B.; Jeong, H. J.; Kim, J. H.; Kim, Y. M.; Park, J. Y.; Kim, D.; Naguyen, T. T. H.; Park, S. J.; Chang, J. S.; Park, K. H.; Rho, M. C.; Lee, W. S. Bioorg. Med. Chem. 2010, 18, 7940.   DOI   ScienceOn
8 Park, J. Y.; Kim, J. H.; Kwon, J. M.; Kwon, H. J.; Jeong, H. J.; Kim, Y. M.; Kim, D.; Lee, W. S.; Ryu, Y. B. Bioorg. Med. Chem. 2013, 21, 3730.   DOI
9 Wang, X. M.; Wan, C. P.; Zhou, S. R.; Qiu, Y. Molecules 2008, 13, 1399.   DOI
10 Zhigang, T.; Fengmei, Z.; Le, C.; Jie, S.; Qiue, C.; Zhongtao, D. Chem. Nat. Compd. 2012, 48, 221.   DOI
11 Manns, D. Phytochemsitry 1995, 39,1115.   DOI
12 Demetzos, C.; Magiatis, P.; Typas, M. A.; Dimas, K.; Sotiriadou, R.; Perez, S.; Kokkinopoulos, D. Cell. Mol. Life Sci. 1997, 53, 587   DOI
13 Kuang, H.; Zhang, N.; Tian, Z.; Zhang, P.; Okada, Y.; Okuyama, T. Nat. Med. 1997, 51, 358.
14 Takeda, Y.; Shimizu, H.; Masuda, T.; Hirata, E.; Shinzato, T.;Bando, M.; Otsuka, H. Phytochemistry 2004, 65, 485.   DOI
15 Lee, J. H.; Lee, B. W.; Moon, Y. H.; Yang, M. S.; Jang, K. C.; Park, K. H. Agric. Chem. Biotechnol. 2005, 48, 93.
16 Verotta, L.; Dell'Agli, M.; Giolito, A.; Guerrini, M.; Cabalion, P.; Bosisio, E. J. Nat. Prod. 2001, 64, 603.   DOI
17 Kjaer, A.; Schuster, A.; Delaveau, P.; Koudogbo, B. Phytochemistry 1973, 12, 725.   DOI
18 Kim, I. H.; Nishi, K.; Kasagami, T.; Morisseau, C.; Liu, J. Y.; Tsai, H. J.; Hammock, B. D. Bioorg. Med. Chem. Lett. 2012, 22, 5889.   DOI
19 Palmer, E.; Pitman, N. Trees of Southern Africa; Balkema, A. A., Eds.; Press: Cape Town, South Africa, 1972; p 118.
20 Quang, T. H.; Ngan, N. T. T.; Minh, C. V.; Kiem, P. V.; Nhiem, N. X.; Tai, B. H.; Thao, N. P.; Luyen, B. T. T.; Song, S. B.; Kim,Y. H. Bull. Korean Chem. Soc. 2011, 32, 11.
21 Podolin, P. L.; Bolognese, B. J.; Foleya, J. F.; Long, E.; Peck, B.; Umbrecht, S.; Zhang, X.; Zhu, P.; Schwartz, B.; Xie, W.; Quinn, C.; Qi, H.; Sweitzer, S.; Chen, S.; Galop, M.; Ding, Y.; Belyanskaya, S. L.; Israel, D. I.; Morgan, B. A.; Behm, D. J.; Marino, J. P.; Kurali, E.; Barnette, M. S.; Mayer, R. J.; Booth-Genthe, C. L.; Callahan, J. F. Prostaglandins Other Lipid Mediat. 2013, 104-105,