Xanthones as inhibitors of microsomal lipid peroxidation and TNF-alpha induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs).

Abstract

Xanthones bearing different functionalities, namely 1-hydroxyxanthone (1), 3-hydroxyxanthone (2), 1,4-dihydroxyxanthone (3), 2,6-dihydroxyxanthone (4), 1,2-diacetoxyxanthone (5), 2,6-diacetoxyxanthone (6), 3-methoxyxanthone (7), 1,3,7-trimethoxyxanthone (8) and 1,5-dihydroxy-6-methoxyxanthone (9) were synthesised and examined for their effect on nicotinamide adenine dinucleotide phosphate (NADPH)-catalysed liver microsomal lipid peroxidation and on tumour necrosis factor-alpha (TNF-alpha) induced expression of intercellular adhesion moledule-1 (ICAM-1) on endothelial cells, with a view to establish structure-activity relationship. Hydroxy- and acetoxyxanthones showed potent inhibitory effects on NADPH-catalysed lipid peroxidation and TNF-alpha induced expression of ICAM-1 on endothelial cells.

• Authors: Babita Madan, Ishwar Singh, Ajit Kumar, Ashok K Prasad, Hanumantharao G Raj, Virinder S Parmar, Balaram Ghosh
• Journal: Bioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 10 Issue 11 Pg. 3431-6 (Nov 2002) ISSN: 0968-0896 [Print] England
• PMID: 12213456 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Tumor Necrosis Factor-alpha
• Xanthenes
• Intercellular Adhesion Molecule-1
• NADP

Topics

• Animals
• Enzyme-Linked Immunosorbent Assay
• Humans
• In Vitro Techniques
• Intercellular Adhesion Molecule-1 (biosynthesis)
• Lipid Peroxidation (drug effects)
• Microsomes (drug effects, metabolism)
• Microsomes, Liver (metabolism)
• Muscle, Smooth, Vascular (cytology, drug effects, metabolism)
• NADP (metabolism)
• Rats
• Structure-Activity Relationship
• Tumor Necrosis Factor-alpha (antagonists & inhibitors, pharmacology)
• Umbilical Veins (cytology, drug effects, metabolism)
• Xanthenes (chemical synthesis, pharmacology)