6,7-EPOXY-LINALOOL AND RELATED OXYGENATED TERPENOIDS FROM CARICA PAPAYA FRUIT

Article abstract of DOI:10.1016/S0031-9422(00)81287-X

Oxyganated terpenoids derived from linalool, a major constituent of papaya fruit volatiles, were studied by HRGC and HRGC-MS.Using a sample preparation technique suitable for the separation and enrichment of polar compounds, the two diastereoisomers of 6,7-epoxy-linalool, 2,6-dimethyl-octa-1,7-diene-3,6-diol, 2,6-dimethyl-octa-3,7-diene-2,6-diol, (E)- and (Z)-2,6-dimethyl-octa-2,7-diene-1,6-diol and 2,6-dimethyl-oct-7-ene-2,3,6-triol were identified.Additionally, each of four diastereoisomeric epoxy-linalool oxides in their furanoid and pyranoid forms were detected for the first time as natural plant constituents.Biogenetic pathways for formation and metabolism of the oxygenated linalool derives are discussed. Key Word Index - Carica papaya; Caricaceae; papaya fruit; 6,7-epoxy-linalool; epoxy-linalool oxides; terpene polyols.