New lipoxygenase inhibitory sphingolipids from Chrozophora plicata.

Naheed Riaz, Asia Tabussum, Muhammad Saleem, Muhammad Ashraf, Romana Nasar, Bushra Jabeen, Abdul Malik, Abdul Jabbar

Index: J. Asian Nat. Prod. Res. 15(10) , 1080-7, (2013)

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Abstract

Two new sphingolipids plicatin A [(2S,3S,4R)-2-{[(2R)-2-hydroxyoctdecanoyl]amino}hexaeicosane-1,3,4-triol (1)] and plicatin B [(2S,3S,4R,10E)-2-{[(2R)-2-hydroxyoctdecanoyl]amino}tricont-10-ene-1,3,4-triol (2)], together with 4-hydroxybenzaldehyde, scopoletin, uracil, and dl-threonolactone were isolated from the methanolic extract of the whole plant of Chrozophora plicata. The structures of these compounds were established using 1D ((1)H, (13)C) and 2D NMR (HMQC, HMBC, and COSY) spectroscopy and mass spectrometry (EI-MS and HR-EI-MS) and in comparison with the reported data in the literature. Compounds 1 and 2 showed inhibitory potential against enzyme lipoxygenase with IC50 values 195.1 and 102.3 μM, respectively.