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Molecules 2013, 18(7), 8009-8017; doi:10.3390/molecules18078009
Article

Antiplasmodial Alkaloids from the Bark of Cryptocarya nigra (Lauraceae)

1
,
1
,
2
 and
1,*
1 Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia 2 Institute of Biological Sciences, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia
* Author to whom correspondence should be addressed.
Received: 29 May 2013 / Revised: 30 June 2013 / Accepted: 2 July 2013 / Published: 8 July 2013
(This article belongs to the Section Natural Products)
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Abstract

A dichloromethane extract of the stem bark of Cryptocarya nigra showed strong in vitro inhibition of Plasmodium falciparum growth, with an IC50 value of 2.82 μg/mL. The phytochemical study of this extract has led to the isolation and characterization of four known alkaloids: (+)-N-methylisococlaurine (1), atherosperminine (2), 2-hydroxyathersperminine (3), and noratherosperminine (4). Structural elucidation of all alkaloids was accomplished by means of high field 1D- and 2D-NMR, IR, UV and LCMS spectral data. The isolated extract constituents (+)-N-methylisococlaurine (1), atherosperminine (2) and 2-hydroxy-atherosperminine (3) showed strong antiplasmodial activity, with IC50 values of 5.40, 5.80 and 0.75 μM, respectively. In addition, (+)-N-methylisocolaurine (1) and atherosperminine (2) showed high antioxidant activity in a DPPH assay with IC50 values of 29.56 ug/mL and 54.53 ug/mL respectively. Compounds 1 and 2 also both showed high antioxidant activity in the FRAP assay, with percentages of 78.54 and 70.66 respectively and in the metal chelating assay, with IC50 values of 50.08 ug/mL and 42.87 ug/mL, respectively.
Keywords: Plasmodium falciparum; Cryptocarya nigra; Lauraceae; antioxidant; antiplasmodial; activity Plasmodium falciparum; Cryptocarya nigra; Lauraceae; antioxidant; antiplasmodial; activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Nasrullah, A.A.; Zahari, A.; Mohamad, J.; Awang, K. Antiplasmodial Alkaloids from the Bark of Cryptocarya nigra (Lauraceae). Molecules 2013, 18, 8009-8017.

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