A phytochemical investigation of the fruit of Maclura pomifera (Rafinesque) schneider†

Abstract

Acetylation of the unsaponifiable matter of the petroleum ether extract of the dried fruit yielded a crystalline acetate fraction which was separated by fractional crystallization into lupenyl acetate and a new triterpenyl acetate for which the authors have suggested the name lurenyl acetate. Saponification of lurenyl acetate yielded the crystalline alcohol lurenol. When lurenol was benzoylated, both lurenyl benzoate and lupenyl benzoate were separated from the benzoylation mixture. When lurenol was acetylated, both lurenyl acetate and lupenyl acetate were separated from the acetylation mixture. These isomerizations and the results of analytical data indicate that lurenol is a monohydric triterpenyl alcohol, isomeric with lupeol, and has the molecular formula C30H49OH.

Osage Orange (Maclura pomifera L.) Seed Oil Poly(α-hydroxydibutylamine) Triglycerides: Synthesis and Characterization

“…Its history and many botanical studies and investigations of chemical constituents of the wood, bark, and fruit have been published. − It is a plant built for all-purpose use ranging from bow-making in Native American tribes to hedge row establishment by farmers to many implement components manufacture because of the beauty, rot resistance, and hardness of the wood. The fruit chemical components have been reported to exhibit pesticidal properties, and the bark is a pigment source. − Medicinal characteristics are also ascribed to the tree bark. − A recent study of methyl esters of the seed oil suggests the potential of this biobased material in biodiesel fuel . In the current study, however, our interest is investigating conversion of the highly unsaturated Osage orange seed triglyceride into a variety of new products starting from developing the oxirane from its olefinic moieties as a platform material for synthesis of new products.…”