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Nuzul, Salleh, Ahmad, Yen, and Zulkifli: Anticholinesterase and Anti-inflammatory Constituents from Beilschmiedia pulverulenta Kosterm
Original Article

Natural Product Sciences 2016;22(4):225-230.

Published online: 20 January 2016

DOI: https://doi.org/10.20307/nps.2016.22.4.225

Anticholinesterase and Anti-inflammatory Constituents from Beilschmiedia pulverulenta Kosterm

Wan Mohd Nuzul1, Hakimi Wan Salleh1, Farediah Ahmad1, ∗, Khong Heng Yen2, Razauden Mohamed Zulkifli3

1Department of Chemistry, Faculty of Science, University, Teknologi Malaysia (UTM), 81310 Skudai, Johor, Malaysia

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

∗Author for correspondence Farediah Ahmad, Faculty of Science, Universiti Teknologi Malaysia (UTM) 81310 Skudai, Johor, Malaysia. Tel: +607-5534137; E-mail: farediah@kimia.fs.utm.my

Received 22 January 2016       Revised 25 February 2016       Accepted 7 March 2016

Copyright © 2016 The Korean Society of Pharmacognosy

This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.

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.

Keywords: Anticholinesterase, Anti-inflammatory, Lignan, Beilschmiedia pulverulenta

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Fig. 1.
Chemical structures of isolated compounds (1 – 9) from B. pulverulenta.
nps-22-225f1.tif
Table 1.
Anticholinesterase and anti-inflammatory activities of lignans from B. pulverulenta
Samples/Assays AChE IC50 (µM) BChE IC50 (µM) COX-2 IC50 (µM) LOX IC50 (µM)
(+)-Yangambin (1) 179.8 168.8 33.1 22.4
(+)-Sesartemin (2) 247.2 240.2 48.7 28.7
(+)-Excelsin (3) 350.7 256.5 59.4 28.5
(+)-Sesamin (4) 504.2 325.7 32.7 30.3
(+)-Syringaresinol (5) 239.7 232.5 27.9 21.0
Galantamine  49.8  57.4 − −
Indomethacin − − 21.3 −
Quercetin − − − 50.5
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