Submitted to: Florida State Horticultural Society Meeting
Publication Type: Abstract only
Publication Acceptance Date: 3/1/2006
Publication Date: 6/4/2006
Citation: Manthey, J.A. 2006. Hplc-esi-ms analysis of furanocoumarins in grapefruit juice. Florida State Horticultural Society Meeting. Paper No. 49. Interpretive Summary:
Technical Abstract: The furanocoumarins in grapefruit juice inhibit intestinal and liver cytochrome P450 3A4 (CYP3A4) and are responsible for the effects in humans caused by grapefruit juice consumption on the metabolism of certain prescription drugs. A number of the (furano)coumarins that occur in the highest concentrations in grapefruit juice have already been identified, and these compounds include bergamottin, 6',7'-epoxybergamottin, 6',7'-dihydroxybertamottin, bergaptol, and auraptene (7-geranyloxycoumarin). In addition to these major compounds, there is a variety of other coumarin and furanocoumarin monomers, as well as dimers, mainly of bergamottin derivatives. Many of these minor-occurring compounds, particularly the dimers, are highly active as CYP3A4 inhibitors. Initial purification of these compounds has been achieved by column chromatography, preparative thin layer chromatography, and reversed phase HPLC. Analysis by HPLC-ESI-MS, has provided the partial structural characterizations of a number of these compounds. A common feature of many of these compounds is variously substituted geranyl substituents. The isolation, and the UV and MS spectral properties of these compounds are reported.