Ketone analog

Similarly, the method has been applied to the synthesis of five- (244) and seven- (245,246) membered-ring ketone analogs of (0-tetralone. 

Biotin ligase acceptor protein (AP) [ketone analog 15 1.7 lys +... 

Newman S. (2007) Eribulin, a simplified ketone analog of the tubulin inhibitor halichondrin B, for the potential treatment of cancer. Curr Opin Invest Drugs 8 1057-1066. 

These data unambiguously establish that a gem diol species is formed in the active site of pepsin when the ketone analogs 6 and 10 are added to the aspartyl protease as shown in Figure 6 and exclude the formation of a covalent intermediate. Our data strongly support the general acid-general base catalysis mechanism for aspartyl proteases that is illustrated schematically in Figure 1. 

Subsequently, Lee-Ruff and Wang (1991) conducted a similar study of 6-methylbenzo[a]pyrene, a methyl isomer whose carcinogenicity is approximately equal to that of BaP. It photooxidized 20 times faster than BaP and, in addition to quinones, formed as a major product a seco ketone analogous to XXXIII from BaP. Its formation (as with BaP) is ascribed to a ( -mediated mechanism. 

Heath, T. G. Mooney, J. P. Broersma, R. 1997. Narrow-bore liquid chromatography-tandem mass spectrometry with simultaneous radioactivity monitoring for partially characterizing the biliary metabolites of an arginine fluoroalkyl ketone analog of D-MePhe-Pro-Arg, a potent thrombin inhibitor. J. Chromatgr. B Biomed. Sci. Appl., 688,281-289. 

Figure 15.6 Combinatorial approach to mappicine and mappicine ketone analogs of de Frutos and Curran [17].

Halichondrin B (205) has received much attention due to its extraordinary in vitro and in vivo antitumor activity (O Fig. 19). Recently, structurally simplified macrocyclic ketone analogs of halichondrin B (205) were found to retain the potent cell growth inhibitory activity in vitro, stability in mouse serum, and in vivo efficacy of the natural product [108,109,110]. 

An early example of the isolation of a cyclopropenyl ketone analog, obtained by photoisomerization of a 3-aryl-5-phenyl-l,2-oxazole, was reported by Ullman and his coworker (103) 103). 

Stable germaneselenones 52 and 53, congeners of ketones, were presented and structurally characterized (Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]-phe-nyl. Tip = 2,4,6-tris(isopropyl)phenyl) and Dis = bis(trimethylsilyl)methyl) (Scheme 12). These high-frequency resonances support the interpretation of a ketone-analogous sp -hybridized germanium atom with germanium-selenium... 

Yu, M. J., Kishi, Y, Littlefield, B. A. Discover of E7389, a fully synthetic macrocyclic ketone analog of halichondrin B. In Anticancer Agents from Natural Products (Cragg, G. M., Kingston, D. G. L, Newman, D. J., Eds). Taylor and Francis Boca Raton, FL, 2005, pp. 241-265. 

Quite recently, the bismuthonium salts and ylides bearing an a-ester group have been reported to exhibit similar reactivities to their ketone analogs [99JOC6924]. 

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