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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

Anti-inflammatory Constituents from Eurycoma longifolia Roots

Author(s): Nguyen Minh Chau, Ha Manh Tuan, Tran Manh Hung, Nguyen Tien Dat* and Nguyen Hai Dang

Volume 17, Issue 6, 2020

Page: [455 - 458] Pages: 4

DOI: 10.2174/1570178617666191218104241

Price: $65

Abstract

Eight secondary metabolites (1-8) were isolated from the roots of Vietnamese Eurycoma longifolia. The structures of these compounds were elucidated using a variety of spectroscopic methods. Among the compounds was eurylongilactone A (1), a new oxygenated C20 quassinoid with a 11β,20-epoxy bridge. The anti-inflammatory activities of the compounds were evaluated against LPSinduced NO production in RAW264.7 cells. Compound 1 and ethyl ferulate (8) had the strongest inhibitory effects, with IC50 values of 3.03 ± 0.73 and 3.56 ± 0.43 µM, respectively. Compounds 2, 4, and 7 had moderate activity.

Keywords: Eurycoma longifolia, Simaroubaceae, eurylongilactone A, quassinoid, NO production, anti-inflammation.

Graphical Abstract
[1]
Bhat, R.; Karim, A.A. Fitoterapia, 2010, 81(7), 669-679.
[http://dx.doi.org/10.1016/j.fitote.2010.04.006] [PMID: 20434529]
[2]
Rehman, S.U.; Choe, K.; Yoo, H.H. Molecules, 2016, 21(3), 331.
[http://dx.doi.org/10.3390/molecules21030331] [PMID: 26978330]
[3]
Bräuer, P.; Anielski, P.; Schwaiger, S.; Stuppner, H.; Tran, T.V.A.; Vollmer, G.; Zierau, O.; Thieme, D.; Keiler, A.M. Drug Test. Anal., 2019, 11(1), 86-94.
[http://dx.doi.org/10.1002/dta.2449] [PMID: 29975460]
[4]
Kane, J.M., III; Shears, L.L., II; Hierholzer, C.; Ambs, S.; Billiar, T.R.; Posner, M.C. J. Surg. Res., 1997, 69(2), 321-324.
[http://dx.doi.org/10.1006/jsre.1997.5057] [PMID: 9224400]
[5]
Laskin, D.L.; Pendino, K.J. Annu. Rev. Pharmacol. Toxicol., 1995, 35, 655-677.
[http://dx.doi.org/10.1146/annurev.pa.35.040195.003255] [PMID: 7598511]
[6]
Nathan, C. FASEB J., 1992, 6(12), 3051-3064.
[http://dx.doi.org/10.1096/fasebj.6.12.1381691] [PMID: 1381691]
[7]
Salvemini, D.; Misko, T.P.; Masferrer, J.L.; Seibert, K.; Currie, M.G.; Needleman, P. Proc. Natl. Acad. Sci. USA, 1993, 90(15), 7240-7244.
[http://dx.doi.org/10.1073/pnas.90.15.7240] [PMID: 7688473]
[8]
Kuo, P.C.; Su, C.R.; Damu, A.G.; Wu, T.S. Heterocycles, 2004, 63, 2123-2129.
[http://dx.doi.org/10.3987/COM-04-10167]
[9]
Suong, N.N.; Bhatnagar, S.; Polonsky, J.; Vuilhorgne, M.; Prange, T.; Pascard, C. Tetrahedron Lett., 1982, 23, 5159-5162.
[http://dx.doi.org/10.1016/S0040-4039(00)85785-8]
[10]
Readel, K.E.; Seigler, D.S.; Young, D.A. Biochem. Syst. Ecol., 2003, 31, 167-170.
[http://dx.doi.org/10.1016/S0305-1978(02)00074-1]
[11]
Koike, K.; Ohmoto, T. Chem. Pharm. Bull. (Tokyo), 1985, 33, 5239-5244.
[http://dx.doi.org/10.1248/cpb.33.5239]
[12]
Itokawa, H.; Qin, X.R.; Morita, H.; Takeya, K. Chem. Pharm. Bull. (Tokyo), 1993, 41, 403-405.
[http://dx.doi.org/10.1248/cpb.41.403]
[13]
Morita, H.; Kishi, E.; Takeya, K.; Itokawa, H.; Tanaka, O. Chem. Lett., 1990, 19, 749-752.
[http://dx.doi.org/10.1246/cl.1990.749]
[14]
Meng, D.; Li, X.; Han, L.; Zhang, L.; An, W.; Li, X. Fitoterapia, 2014, 92, 105-110.
[http://dx.doi.org/10.1016/j.fitote.2013.10.009] [PMID: 24513570]
[15]
Joshi, B.C.; Pandey, A.; Sharma, R.P.; Khare, A. Phytochemistry, 2003, 62(4), 579-584.
[http://dx.doi.org/10.1016/S0031-9422(02)00493-4] [PMID: 12560029]
[16]
Breitmaier, E. Structure elucidation by NMR in organic chemistry. A practical guide, 3rd ed; Wiley & Sons: London, 2002.
[http://dx.doi.org/10.1002/0470853069]
[17]
Tran, P.H.; Le, V.D.; Do, T.H.; Nguyen, T.L.; Nguyen, P.T.; Nguyen, T.T.; Nguyen, T.D. Nat. Prod. Res., 2019, 33(5), 695-700.
[http://dx.doi.org/10.1080/14786419.2017.1408095] [PMID: 29212359]

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