Bioassay‐guided isolation of antiatherosclerotic phytochemicals from Artocarpus altilis

The cytoprotective effects of various solvent extracts of Artocarpus altilis (Parkinson) Fosberg were evaluated. The cytoprotective effects were determined in human U937 cells incubated with oxidized LDL (OxLDL) using the 4‐[3‐(4‐iodophenyl)‐2‐(4‐nitrophenyl)‐2H‐5‐tetrazolio]‐1, 3‐benzene disulfonate (WST‐1) assay. The results demonstrated that the ethyl acetate extract showed cytoprotective activities. To identify the main cytoprotective components, a bioassay guided isolation of the ethyl acetate extract afforded b‐sitosterol (1) and six flavonoids (2–7). Their chemical structures were established on the basis of spectroscopic evidence and comparison with literature data. Of these compounds, compound 6 was obtained from A. altilis for the first time. The cytoprotective effect offers good prospects for the medicinal applications of A. altilis. Copyright © 2006 John Wiley & Sons, Ltd.

[1]  L. J. Lewis,et al.  Lipoprotein Oxidation and Lipoprotein‐lnduced Cytotoxicity , 1983, Arteriosclerosis.

[2]  P. Pietta,et al.  Flavonoids as antioxidants. , 2000, Journal of natural products.

[3]  Paul B Taylor,et al.  A new dimeric dihydrochalcone and a new prenylated flavone from the bud covers of Artocarpus altilis: potent inhibitors of cathepsin K. , 2002, Journal of natural products.

[4]  G. Duchateau,et al.  Effects of various amounts of dietary plant sterol esters on plasma and hepatic sterol concentration and aortic foam cell formation of cholesterol-fed hamsters. , 2003, Atherosclerosis.

[5]  Y. Fujimoto,et al.  A new 5-lipoxygenase selective inhibitor derived from Artocarpus communis strongly inhibits arachidonic acid-induced ear edema. , 1988, Biochemical pharmacology.

[6]  S. Mclean,et al.  Complete 13C and 1H Spectral Assignments of Prenylated Flavonoids and a Hydroxy Fatty Acid from the Leaves of Caribbean Artocarpus communis , 1996 .

[7]  Chun-nan Lin,et al.  Flavonoids from Artocarpus heterophyllus , 1995 .

[8]  G. Slomp,et al.  Nuclear Magnetic Resonance Studies on Some Hydrocarbon Side Chains of Steroids , 1962 .

[9]  R. Rosenson.  Current overview of statin-induced myopathy. , 2004, The American journal of medicine.

[10]  A. Tiwari,et al.  Free radical scavenging, enzyme inhibitory constituents from antidiabetic Ayurvedic medicinal plant Hydnocarpus wightiana Blume , 2005, Phytotherapy research : PTR.

[11]  A. Zeiher,et al.  Oxidized low-density lipoprotein induces apoptosis of human endothelial cells by activation of CPP32-like proteases. A mechanistic clue to the 'response to injury' hypothesis. , 1997, Circulation.

[12]  Le Zhang,et al.  Intracellular-free calcium dynamics and F-actin alteration in the formation of macrophage foam cells. , 2005, Biochemical and biophysical research communications.

[13]  Lin Chun-Nan,et al.  Pyranoflavonoids from Artocarpus communis , 1992 .

[14]  R. Ross.  The pathogenesis of atherosclerosis: a perspective for the 1990s , 1993, Nature.