Nat Prod Sci.  2016 Dec;22(4):225-230. 10.20307/nps.2016.22.4.225.

Anticholinesterase and Anti-inflammatory Constituents from Beilschmiedia pulverulenta Kosterm

Affiliations
  • 1Department of Chemistry, Faculty of Science, University, Teknologi Malaysia (UTM), 81310 Skudai, Johor, Malaysia. farediah@kimia.fs.utm.my
  • 2School of Chemistry and Environment Studies, Faculty of Applied Sciences, University Teknologi MARA (UiTM) Sarawak Jalan Meranek, 94300 Kota Samarahan, Sarawak, Malaysia.
  • 3Department of Bioscience and Health Sciences, Faculty of Biosciences and Medical Engineering, University Teknologi Malaysia (UTM), 81310 Skudai, Johor, Malaysia.

Abstract

Phytochemical investigation from the stem bark of Beilschmiedia pulverulenta resulted in the isolation of five lignans, (+)-yangambin (1), (+)-sesartemin (2), (+)-excelsin (3), (+)-sesamin (4), and (+)-syringaresinol (5), together with lupeol (6), lupenone (7), β-sitosterol (8), and β-sitostenone (9). Their structures were established by the analysis of their spectroscopic (1D and 2D NMR) and spectrometric (MS) data, as well as by comparison with those reported in the literature. The isolated lignans were tested for their anticholinesterase (AChE: acetylcholine esterase and BChE: butyryl cholineesterase) and anti-inflammatory (COX-2: cyclooxygenase-2 and LOX: lipoxygenase) activities. All the isolated lignans (1 - 5) exhibited significant inhibition activities in AChE/BChE and COX-2/LOX assays with IC50 values ranging from 168.8 - 504.2 µM and 21.0 - 59.4 µM, respectively.

Keyword

Anticholinesterase; Anti-inflammatory; Lignan; Beilschmiedia pulverulenta

MeSH Terms

Acetylcholine
Cyclooxygenase 2
Inhibitory Concentration 50
Lignans
Acetylcholine
Cyclooxygenase 2
Lignans

Figure

  • Fig. 1. Chemical structures of isolated compounds (1 – 9) from B. pulverulenta.


Reference

References

(1). Perry E. K.., Tomlinson B. E.., Blessed G.., Bergmann K.., Gibson P. H.., Perry R. H.Br. Med. J. 1978. 6150:1457–1459.
(2). Mehta M.., Adem A.., Sabbagh M.Int. J. Alzheimers Dis. 2012. , 10.1155/2012/728983.
(3). Borovikova L. V.., Ivanova S.., Nardi D.., Zhang M.., Yang H.., Ombrellino M.., Tracey K. J.Auton. Neurosci. 2000. 85:141–147.
(4). Tabet N.Age Ageing. 2006. 35:336–338.
(5). Banfield J. E.., Black D. S. C.., Collins D. J.., Hyland B. P. M.., Lee J. J.., Pranowo S. R.Aust. J. Chem. 1994. 47:587–607.
(6). Chen J. J.., Chou E. T.., Peng C. F.., Chen I. S.., Yang S. Z.., Huang H. Y.Planta Med. 2007. 73:567–571.
(7). Salleh W. M. N. H. W.., Ahmad F.., Yen K. H.Arch. Pharm. Res. 2015. 38:485–493.
(8). Lenta B. N.., Tantangmo F.., Devkota K. P.., Wansi J. D.., Chouna J. R.., Soh R. C. F.., Neumann B.., Stammler H. G.., Tsamo E.., Sewald N. J.Nat. Prod. 2009. 72:2130–2134.
(9). Chouna J. R.., Nkeng-Efouet P. A.., Lenta B. N.., Wansi J. D.., Kimbu S. F.., Sewald N.Phytochem. Lett. 2010. 3:13–16.
(10). Nishida S.Blumea. 2008. 53:345–383.
(11). Salleh W. M. N. H. W.., Ahmad F.., Yen K. H.., Zulkifli R. M.Pharm. Biol. 2016. 54:322–330.
(12). Tulake A.., Jiang Y.., Tu P. F. J.Chinese Pharm. Sci. 2012. 21:360–364.
(13). Russell G. B.., Fenemore P. G.Phytochemistry. 1973. 12:1799–1803. . 1803.
(14). Lee H. J.., Seo S. M.., Lee O. K.., Jo H. J.., Kang H. Y.., Choi D. H.., Paik K. H.., Khan M.Helv. Chim. Acta. 2008. 91:2361–2366.
(15). Yang P. S.., Cheng M. J.., Peng C. F.., Chen J. J.., Chen I. S. J.Nat. Prod. 2009. 72:53–58.
(16). Ahmed Y.., Sohrab M. H.., Al-Reza S. M.., Tareq F. S.., Hasan C. M.., Sattar M. A.Food Chem. Toxicol. 2010. 48:549–552.
(17). Chen J. J.., Chou E. T.., Duh C. Y.., Yang S. Z.., Chen I. S.Planta Med. 2006. 72:351–357.
(18). Ellman G. L.., Courtney K. D.., Andres V. Jr.., Feather-Stone R. M.Biochem. Pharmacol. 1961. 7:88–95.
(19). Orhan I.., Aslan S.., Kartal M.., Sener B.., Hüsnü Can Ba er K.Food Chem. 2008. 108:663–668.
(20). Bertanha C. S.., Braguine C. G.., Moraes A. C. G.., Gimenez V. M. M.., Groppo M.., Silva M. L. A.., Cunha W. R.., Januário A. H.., Pauletti P. M.Nat. Prod. Res. 2012. 26:2323–2329.
(21). Huang Y. T.., Chang H. S.., Wang G. J.., Cheng M. J.., Chen C. H.., Yang Y. J.., Chen I. S. J.Nat. Prod. 2011. 74:1875–1880.
(22). Mollataghi A.., Hadi A. H.., Awang K.., Mohamad J.., Litaudon M.., Mukhtar M. R.Molecules. 2011. 16:6582–6590.
(23). Thuong P. T.., Hung T. M.., Khoi N. M.., Nhung H. T.., Chinh N. T.., Quy N. T.., Jang T. S.., Na M. K.Arch. Pharm. Res. 2014. 37:399–403.
(24). Pan J. Y.., Zhang S.., Wu J.., Li Q. X.., Xiao Z. H.Helv. Chim. Acta. 2010. 93:951–957.
(25). Kim K. H.., Moon E.., Ha S. K.., Suh W. S.., Kim H. K.., Kim S. Y.., Choi S. U.., Lee K. R.Chem. Pharm. Bull. 2014. 62:1136–1140.
(26). Chen T. H.., Huang Y. H.., Lin J. J.., Liau B. C.., Wang S. Y.., Wu Y. C.., Jong T. T.Planta Med. 2010. 76:613–619.
(27). Barbosa-Filho J. M.., Vargas M. R. W.., Silva I. G.., Franca I. S.., Morais L. C. S. L.., Cunha E. V. L.., Silva M. S.., Souza M. F. V.., Chaves M. C. O.., Almeida R. N.., Agra M. F.Ann. Braz. Acad. Sci. 1999. 71:231–238.
(28). Ramassamy C.Eur. J. Pharmacol. 2006. 545:51–64.
(29). Martinez A.., Castro A.Expert Opin. Investig. Drugs. 2006. 15:1–12.
Article
(30). Kwak J. H.., Jeong C. H.., Kim J. H.., Choi G. N.., Shin Y. H.., Lee S. C.., Cho S. H.., Choi S. G.., Heo H. J.Korean J. Food Sci. Technol. 2009. 41:435–440.
(31). Roman G.Eur. J. Med. Chem. 2015. 89:743–816.
(32). de Gaetano G.., Donati M. B.., Cerletti C.Trends Pharmacol. Sci. 2003. 24:245–252.
(33). McGeer P. L.., McGeer E. G.Muscle Nerve. 2002. 26:459–470.
(34). Ling S. K.., Shaari K.., Ali R. M.., Ali N. A. M. J.Trop. Forest Prod. 2000. 4:192–198.
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