Browse > Article
http://dx.doi.org/10.5012/bkcs.2014.35.8.2361

NF-κB Activation and PPAR Transactivational Effects of a New Aliphatic Acid Amide from Pericarps of Zanthoxylum piperitum  

Yang, Seo Young (College of Pharmacy, Chungnam National University)
Tai, Bui Huu (College of Pharmacy, Chungnam National University)
Song, Seok Bean (College of Pharmacy, Chungnam National University)
Li, Wei (College of Pharmacy, Chungnam National University)
Yan, Xi Tao (College of Pharmacy, Chungnam National University)
Sun, Ya Nan (College of Pharmacy, Chungnam National University)
Nguyen, Phuong Thao (College of Pharmacy, Chungnam National University)
Kim, Young Ho (College of Pharmacy, Chungnam National University)
Publication Information
Abstract
A new aliphatic acid amide, ZP-amide F (1), and eight known compounds, including bungeanumamide A (2), tumuramide C (3), ZP-amide A (4), ZP-amide B (5), ZP-amide D (6), hyperin (7), quercitrin (8), and (-)-sesamin (9), were isolated from pericarps of Zanthoxylum piperitum. The effects of these compounds on $TNF{\alpha}$-induced NF-${\kappa}B$ activation and transactivational activity of PPARs, including $PPAR{\alpha}$, $PPAR{\beta}({\delta})$ and $PPAR{\gamma}$ subtypes, were evaluated. Compounds 7 and 9 exhibited potent inhibitory effects on $TNF{\alpha}$-induced NF-${\kappa}B$ activation with $IC_{50}$ values of 5.50 and $8.10{\mu}M$, respectively. Aliphatic acid amide compounds 3, 4 and 6 displayed enhanced effects on PPAR transactivational activity with $EC_{50}$ values of 47.12, 19.13 and $12.02{\mu}M$, respectively. Among them, compound 4 demonstrated an increase in $PPAR{\alpha}$ transactivational activity, compound 3 showed a moderate increase on all PPAR subtypes, whereas compound 6 displayed weak PPAR transactivational activity.
Keywords
ZP-amide F; Zanthoxylum piperitum; Anti-inflammation; NF-${\kappa}B$; PPAR;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
연도 인용수 순위
1 Choi, J. S.; Young, H. S.; Park, J. C.; Choi, J. H.; Woo, W. S. Arch. Pharm. Res. 1986, 9, 233.   DOI
2 Pyo, M. K.; Koo, Y. K.; Yun-Choi, H. S. Nat. Prod. Sci. 2002, 8, 147.
3 Zhang, F.; Chu, C. H.; Xu, Q.; Fu, S. P.; Hu, J. H.; Xiao, H. B.; Liang, X. M. J. Asian Nat. Prod. Res. 2005, 7, 1.   DOI   ScienceOn
4 Otsuka, H.; Kijima, H.; Hirata, E.; Shinzato, T.; Takushi, A.; Bando, M.; Takeda, Y. Chem. Pharm. Bull. 2003, 51, 286.   DOI   ScienceOn
5 Kim, K. K.; Park, K. S.; Song, S. B.; Kim, K. E. Mol. Carcinog. 2010, 49, 259.
6 Berger, J.; Moller, D. E. Annu. Rev. Med. 2002, 53, 409.   DOI   ScienceOn
7 Balint, B. L.; Nagy, L. Endocr., Metab. Immune Disord.: Drug Targets 2006, 6, 33.   DOI
8 Shearer, B. G.; Billin, A. N. Biochim. Biophys. Acta, Mol. Cell Biol. Lipids 2007, 1771, 1082.   DOI
9 Haluzik, M. M.; Haluzik, M. Physiol. Res. 2006, 55, 115.
10 Jiang, L.; Kubota, K. J. Agric. Food Chem. 2001, 49, 1353.   DOI
11 Machmudah, S.; Izumi, T.; Sasaki, M.; Goto, M. Sep. Purif. Technol. 2009, 68, 159.   DOI
12 Sakai, T.; Yoshihara, K.; Hirose, Y. Bull. Chem. Soc. Jap. 1968, 41, 1945.   DOI   ScienceOn
13 Yasuda, I.; Takeya, K.; Itokawa, H. Phytochemistry 1982, 21, 1295.   DOI   ScienceOn
14 Cho, E. J.; Yokozawa, T.; Rhyu, D. Y.; Kim, S. C.; Shibahara, N.; Park, J. C. Phytomedicine 2003, 10, 544.   DOI   ScienceOn
15 Hisatomi, E.; Matsui, M.; Kobayashi, A.; Kubota, K. J. Agric. Food Chem. 2000, 48, 4924.   DOI   ScienceOn
16 Hur, J. M.; Park, J. G.; Yang, K. H.; Park, J. C.; Park, J. R.; Chun, S. S.; Choi, J. S.; Choi, J. W. Biosci., Biotechnol., Biochem. 2003, 67, 945.   DOI
17 Jeong, C. H.; Shim, K. H. Biosci., Biotechnol., Biochem. 2004, 68, 1984.   DOI   ScienceOn
18 Park, Y. D.; Lee, W. S.; An, S.; Jeong, T. S. Biol. Pharm. Bull. 2007, 30, 205.   DOI
19 Jung, K. H.; Oh, S. J.; Bang, S. M.; Shin, D. S.; Kim, J. D.; Ahn, C. J. Korean Chem. Soc. 2009, 53, 613.   DOI
20 Mae, T.; Yokota, S.; Kuroda, M.; Mimaki, Y.; Sashida, Y. WO2005048737A1, 2005.
21 Devkota, K. P.; Wilson, J.; Henrich, C. J.; McMahon, J. B.; Reilly, K. M.; Beutler, J. A. J. Nat. Prod. 2013, 76, 59.   DOI
22 Bours, V.; Bonizzi, G.; Bentires-Alj, M.; Bureau, F.; Piette, J.; Lekeux, P.; Merville, M. P. Toxicology 2000, 153, 27.   DOI
23 Li, Q.; Verma, I. M. Nat. Rev. Immunol. 2002, 2, 725.   DOI   ScienceOn
24 Barnes, P. J.; Karin, M. N. Engl. J. Med. 1997, 336, 1066.   DOI   ScienceOn
25 Campbell, K. J.; Perkins, N. D. Biochem. Soc. Symp. 2006, 73, 165.
26 Baldwin, A. S., Jr. J. Clin. Invest. 2001, 107, 3.   DOI   ScienceOn
27 Pande, V.; Ramos, M. J. Curr. Med. Chem. 2005, 12, 357.   DOI   ScienceOn
28 Clark, R. B. J. Leukocyte Biol. 2002, 71, 388.
29 Cabrero, A.; Laguna, J. C.; Vazquez, M. Curr. Drug Targets: Inflammation Allergy 2002, 1, 243.   DOI
30 Desvergne, B.; Wahli, W. Endocr. Rev. 1999, 20, 649.
31 Braissant, O.; Foufelle, F.; Scotto, C.; Dauca, M.; Wahli, W. Endocrinology 1996, 137, 354.
32 Schoonjans, K.; Staels, B.; Auwerx, J. J. Lipid Res. 1996, 37, 907.
33 Gross, B.; Staels, B. Best Pract. Res., Clin. Endocrinol. Metab. 2007, 21, 687.   DOI
34 Kaplan, F.; Al-Majali, K.; Betteridge, D. J. J. Cardiovasc. Risk 2001, 8, 211.   DOI
35 Moller, D. E. Nature 2001, 414, 821.   DOI   ScienceOn
36 Kamsuk, K.; Choochote, W.; Chaithong, U.; Jitpakdi, A.; Tippawangkosol, P.; Riyong, D.; Pitasawat, B. Parasitol Res. 2007, 100, 339.   DOI
37 Hatano, T.; Inada, K.; Ogawa, T. O.; Ito, H.; Yoshida, T. Phytochemistry 2004, 65, 2599.   DOI   ScienceOn