Submitted to: Proceedings of Florida State Horticultural Society
Publication Type: Proceedings
Publication Acceptance Date: February 13, 2004
Publication Date: April 1, 2004
Citation: Manthey, J.A., Buslig, B.S. 2003. Hplc-ms analysis of methoxylated flavanones in orange oil residue. Proceedings Of Florida State Horticultural Society. 116:401-413. Interpretive Summary: Many compounds in orange oil have potential health benefits in humans. Some of these compounds occur at very low concentrations, and research is being done to identify them. This research has thus far detected a series of similar compounds, termed methoxylated flavanones. One of these compounds has been positively identified as citromitin, 3',4',5,6,7,8-hexamethoxyflavanone. The other compounds appear to be similar flavonoids with differing numbers of methoxyl substituents. Chemical data supporting these findings is presented. These results enhance our understanding of the bioactive constituents in orange oil-derived byproducts.
Technical Abstract: Interest in the recovery of the polymethoxylated flavones from citrus oil nonvolatile fractions has prompted renewed investigations of the phenols in these oil residues. Fractionation of the phenolic constituents in orange oil by silica gel chromatography has facilitated the detection of citromitin (3', 4', 5, 6, 7, 8-hexamethoxy flavanone) and a putative pentamethoxy flavanone by HPLC-MS. The HPLC peak of the compound, identified as citromitin, overlaps with a citromitin standard, and exhibits identical UV and MS properties with the citromitin standard. Citromitin has been reported in C. mitis and C. retculata, but has not been previously reported in sweet orange. The pentamethoxy flavanone exhibits a UV spectrum similar to citromitin and has a [M+1]+ MS signal at 375 amu, consistent with its putative structure. Further HPLC-MS analyses provide evidence of several other flavanones; the identifications of these compounds are in progress.