35761-91-2Relevant articles and documents
Diastereoselective access to polyoxygenated polycyclic spirolactones through a rhodium-catalyzed [3+2] cycloaddition reaction: Experimental and theoretical studies
Rodier, Fabien,Rajzmann, Michel,Parrain, Jean-Luc,Chouraqui, Ga?lle,Commeiras, Laurent
, p. 2467 - 2477 (2013)
The synthetic utility of γ-alkylidenebutenolides is demonstrated as highly competent dipolarophile partners in both intra- and intermolecular rhodium(II)-catalyzed 1,3-dipolar cycloaddition reactions. The strength of this approach lies in the formation of spiro[6,4]lactone moieties with the concomitant construction of quaternary spiro stereocenters. Typically, the construction of spirolactones involves an esterification step, which has often been reported as a "biosynthetic pathway", and often occurs either as or near to the final step of a total synthesis. Furthermore, a convergent and versatile route is reported for the formation of the (5,7) skeleton of molecules that were isolated from the Schisandra genus. Computational studies were performed to provide an overall picture of the mechanism of the intermolecular [3+2] cycloaddition between 2-diazo-1,3-ketoester and protoanemonin and to rationalize the empirical observations. In particular, we have demonstrated for the first time that the rhodium center plays an important role during the cyclization step itself and reacts with the dipolarophile as a complex with the ylide. A rapid regio- and diastereoselective access to functionalized rigid polycyclic systems that contain a spiro[6.4] moiety through a Rh-catalyzed [3+2] cycloaddition is described (see scheme). A theoretical treatment rationalized the empirical observations. Copyright
INTRACELLULAR DELIVERY VEHICLE
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Paragraph 0166; 0174; 0176-0177, (2020/08/13)
PROBLEM TO BE SOLVED: To provide a vehicle which can easily deliver a desired component or compound into a cell without preventing cell proliferation. SOLUTION: A intracellular delivery vehicle has its surface covered with positive electric charge. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
A Cell-Targeted Non-Cytotoxic Fluorescent Nanogel Thermometer Created with an Imidazolium-Containing Cationic Radical Initiator
Uchiyama, Seiichi,Tsuji, Toshikazu,Kawamoto, Kyoko,Okano, Kentaro,Fukatsu, Eiko,Noro, Takahiro,Ikado, Kumiko,Yamada, Sayuri,Shibata, Yuka,Hayashi, Teruyuki,Inada, Noriko,Kato, Masaru,Koizumi, Hideki,Tokuyama, Hidetoshi
supporting information, p. 5413 - 5417 (2018/04/09)
A cationic fluorescent nanogel thermometer based on thermo-responsive N-isopropylacrylamide and environment-sensitive benzothiadiazole was developed with a new azo compound bearing imidazolium rings as the first cationic radical initiator. This cationic fluorescent nanogel thermometer showed an excellent ability to enter live mammalian cells in a short incubation period (10 min), a high sensitivity to temperature variations in live cells (temperature resolution of 0.02–0.84 °C in the range 20–40 °C), and remarkable non-cytotoxicity, which permitted ordinary cell proliferation and even differentiation of primary cultured cells.