The isolation and properties of δ-tocotrienol from Hevea latex

Abstract

1. delta-Tocotrienol (8-methyltocotrienol) was isolated from the latex of Hevea brasiliensis. This new member of the tocopherol family is a pale-yellow oil at room temperature. 2. The properties of delta-tocotrienol are very similar to those of delta-tocopherol and the small differences can be explained by the change in side chain. 3. The ultraviolet and infrared spectra of delta-tocotrienol were determined and a conversion factor for use with the Emmerie-Engel reaction was worked out. Details are given for the chromatography of delta-tocotrienol on thin layers (adsorption and partition) and reversed-phase paper, and the nitroso derivatives were formed. 4. An ethyl carbonate ester of delta-tocotrienol was prepared and compared with a similar ester of delta-tocopherol. 5. Hydroxymethylation of delta-tocotrienol followed by reduction gave beta-tocotrienol as a major product.

The Antioxidant Functions of Tocopherol and Tocotrienol Homologues in Oils, Fats, and Food Systems

“…Several other components of vegetable oils were first thought to be other tocopherols because they were noted to have activity similar to a-tocopherol [5][6][7][8][9]. When the chemical structures of these substances were found to be more unsaturated in their side chain, these tocopherols were named tocotrienols [6,7]. The first tocotrienols were identified as a-, b-, and c-tocotrienol and d-tocotrienol was isolated later and identified from palm oil [6].…”

“…The relative antioxidant effects were found to be a-T [ c-T [ d-T at 0.001 mol/L, a-T & c-T [ d-T at 0.002 mol/L, and a-T & c-T & d-T at 0.004 mol/L indicating an antioxidant concentration dependence of antioxidant activity. Fuster et al[26] examined the effects of a-and c-tocopherol(1,2,4,7,20,40, 70, 100, 200, 400, 700, 1,000, 1,500 and 2,000 ppm) on the autoxidation of purified sunflower oil triacylglycerols by PV measurement.…”

A Brief Journey of Tocotrienols as Anticancer Agents

“…Later four isomers of tocopherols known as α, β, γ, and δ tocopherols were identified which differ from each other based upon the methyl group substitution on the chromanol ring which also have varying potency of antioxidant property. Other four isomers of vitamin E were identified later which differ from their respective tocopherols based upon the unsaturation of the isoprenoid side chain (Figures 1-2) [5]. Tocotrienols became main interest research after they were proven to be effective anticancer agents [6].…”

Tocotrienols and its impact in cardiovascular health

“…This variant of vitamin E typically only occurs at very low levels in nature. [1][2][3] The natural vitamin E family includes eight chemically distinct molecules: α, β, γ, δ tocopherols and α, β, γ, δ tocotrienols. Tocochromanols contain a polar chromanol head group with a long isoprenoid side chain.…”