New lipoxygenase inhibitory sphingolipids from Chrozophora plicata

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 (¹H, ¹³C) 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.

Keywords::

• Chrozophora plicata
• secondary metabolites
• sphingolipids
• characterization
• lipoxygenase inhibition

Acknowledgements

The authors thank Alexander von Humboldt (AvH) Foundation, Germany and Higher Education Commission (HEC) of Pakistan for providing research grants to establish basic laboratory facilities in the Department of Chemistry at IUB.