632328-34-8Relevant articles and documents
Syntheses and biological evaluation of vinblastine congeners.
Kuehne, Martin E,Bornmann, William G,Marko, Istvan,Qin, Yong,LeBoulluec, Karen L,Frasier, Deborah A,Xu, Feng,Mulamba, Tshilundu,Ensinger, Carol L,Borman, Linda S,Huot, Anne E,Exon, Christopher,Bizzarro, Fred T,Cheung, Julia B,Bane, Susan L
, p. 2120 - 2136 (2007/10/03)
Sixty-two congeners of vinblastine (VLB), primarily with modifications of the piperidine ring in the carbomethoxycleavamine moiety of the binary alkaloid, were synthesized and evaluated for cytotoxicity against murine L1210 leukemia and RCC-2 rat colon cancer cells, and for their ability to inhibit polymerization of microtubular protein at 10(7) M concentrations was found for L1210 inhibition by these compounds, with the most active 1000x as potent as vinblastine.
Application of oxidative desymmetrization of meso-tetrahydrofurans: Syntheses of functionalized chiral building blocks and of (-)-alloyohimbane
Miyafuji, Akio,Ito, Katsuji,Katsuki, Tsutomu
, p. 261 - 272 (2007/10/03)
Oxidative desymmetrization of oxygen functionalized mesotetrahydrofurans was successfully achieved (up to 87% ee) through (salen)manganese(III) catalyzed enantiotopic selective C-H oxidation. The enantioselective synthesis of (-)-alloyohimbane (12) has also been achieved in a short step by using oxidative desymmetrization of meso-tetrahydrofuran as the key step.
Models for Glycoside Hydrolysis. Synthesis and Hydrolytic Studies of the Anomers of a Conformationally Rigid Acetal
Eikeren, Paul van
, p. 4641 - 4645 (2007/10/02)
The methyl acetals of 2-hydroxy-3-oxa-trans-decalin were synthesized as models for conformationally rigid methyl glycosides.The compounds were prepared by Baeyer-Villiger oxidation of trans-hexahydrohydrindan-2-one followed by reduction of the resulting lactone with diisobutylaluminum hydride.Treatment of the hemiacetal with methanol and an acid catalyst afforded a mixture of acetals which were separated by chromatography and identified by NMR.Hydrolytic studies were carried out under a range of acid concentrations and temperatures.The mechanistic implications of the relative hydrolysis rates (axial/equatorial ratio of 1.51+/-0.22) and activation parameters are discussed.