35959-08-1Relevant articles and documents
Oxyfunctionalization products of terpenoids with dimethyldioxirane and their biological activity
Ogawa, Shoujiro,Hosoi, Keiji,Ikeda, Noriaki,Makino, Mitsuko,Fujimoto, Yasuo,Iida, Takashi
, p. 247 - 250 (2007/10/03)
Oxyfunctionalization of the bioactive terpenoids, ursolic acid acetate (1), oleanolic acid acetate (5), lupeol acetate (12), and kaurenic acid (17), with dimethyldioxirane (DMDO) was investigated. Treatment of the terpenoids with DMDO under mild conditions afforded a variety of oxidation and oxydegradation products to yield naturally occurring and/or novel compounds in one step. After chromatographic separation, the structures of the individual isolated products were determined using spectroscopic methods including several homonuclear ( 1H-1H) and heteronuclear (1H-13C) shift-correlated 2D-NMR techniques. The inhibitory activity of the terpenoid derivatives against α-glucosidase was investigated and compounds 1, 3, 7, and 9 were found to exhibit potent activity.
Phase-transfer Catalysed Sodium Periodate Oxidation of Ursolic Acid and Oleanolic Acid Derivatives: An Efficient and General Method for the Syntheses of 11-en-13β,28-Olides
Singh, Chandan
, p. 857 - 858 (2007/10/02)
Sodium periodate oxidation of oleanolic acid and ursolic acid derivatives under phase-transfer catalysis furnishes the corresponding 11-en-13β,28-olides in excellent yields.Syntheses of Δ11-ursolic lactone acetate (1) and triacetyl dryobalanolide (2) using this reagent are described.