- Dipole-mediated rectification of intramolecular photoinduced charge separation and charge recombination
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Controlling charge transfer at a molecular scale is critical for efficient light harvesting, energy conversion, and nanoelectronics. Dipole-polarization electrets, the electrostatic analogue of magnets, provide a means for "steering" electron transduction via the local electric fields generated by their permanent electric dipoles. Here, we describe the first demonstration of the utility of anthranilamides, moieties with ordered dipoles, for controlling intramolecular charge transfer. Donor- Acceptor dyads, each containing a single anthranilamide moiety, distinctly rectify both the forward photoinduced electron transfer and the subsequent charge recombination. Changes in the observed charge- Transfer kinetics as a function of media polarity were consistent with the anticipated effects of the anthranilamide molecular dipoles on the rectification. The regioselectivity of electron transfer and the molecular dynamics of the dyads further modulated the observed kinetics, particularly for charge recombination. These findings reveal the underlying complexity of dipole-induced effects on electron transfer and demonstrate unexplored paradigms for molecular rectifiers.
- Bao, Duoduo,Upadhyayula, Srigokul,Larsen, Jillian M.,Xia, Bing,Georgieva, Boriana,Nu?ez, Vicente,Espinoza, Eli M.,Hartman, Joshua D.,Wurch, Michelle,Chang, Andy,Lin, Chung-Kuang,Larkin, Jason,Vasquez, Krystal,Beran, Gregory J. O.,Vullev, Valentine I.
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- De novo design, synthesis and biological evaluation of 1,4-dihydroquinolin- 4-ones and 1,2,3,4-tetrahydroquinazolin-4-ones as potent kinesin spindle protein (KSP) inhibitors
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Kinesin spindle protein (KSP) inhibitors are a promising class of anticancer agents that cause mitotic arrest in cells from a failure to form functional bipolar mitotic spindles. Here, we report the design, synthesis and biological evaluation of a novel series of 1,4-dihydroquinolin-4-ones and 1,2,3,4-tetrahydroquinazolin-4-ones using de novo design method. The synthesized compound was evaluated and proved to have potent inhibitory activities in the KSP ATPase. Compounds 15j and 15p show potent inhibitory activities in cell proliferation assays. Preferred compound 15j markedly induced G2/M phase cell cycle arrest with characteristic monoastral spindles and subsequent cell death in A549 cells. In vivo evaluation of 15j on the growth of transplantable S180 sarcoma in mice suggested its therapeutic potential for further development.
- Jiang, Cheng,Yang, Lei,Wu, Wu-Tong,Guo, Qing-Long,You, Qi-Dong
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experimental part
p. 5612 - 5627
(2011/10/13)
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