Anticancer agents, aromatic

A variety of plant substances with planar, polycyclic, aromatic structures can intercalate with DNA, examples being the quinoline alkaloid camptothecin and the furanocoumarin phenolic psoralen (Table 12.1). A variety of plant-derived anthraquinones and naphthoquinones bind to DNA and it is notable that the structurally related anthraquinones mitox-antrone and adriamycin are clinically employed as anticancer drugs (Table 12.1). DNA-binding compounds that interfere with DNA repair, DNA replication and gene expression are cytotoxic and have potential as anticancer agents (see Chapter 9). 

The antiapoptopic protein Bcl-xL is responsible for the reduced susceptibility of cancer cells to undergo apoptosis and is therefore a target for the development of new anticancer agents. The structure of a previously identified ligand for Bcl-xL (39) was modified to incorporate a TEMPO spin label (40). By use of spin-labeled (40), an eight-compound library was screened for simultaneous binding to Bcl-xL. From this library an aromatic ketoxime... 

The 6-endo-tng Mizoroki-Heck cyclization was also used in a few syntheses of more complex systems, especially for the formation of phenylcarbazols of type 176, which are potential anticancer agents (Scheme 5.32). In the cyclization of aryl bromide 175, a new aromatic ring is formed which might allow for high yields (175 176) [73]. In addition, 2-naphthyl triflates [74], as well as naphthyl bromides, 5-methoxyphenyl bromide and... 

Haiomon, a poiyhaiogenated terpene produced by red aigae, kiiis a variety of tumor ceiis and is being investigated as a iead compound for the deveiopment of new anticancer agents. Moioka iamine, a haiogenated aromatic compound that inhibits the growth of... 

Zhao G, Lin H. Metal complexes with aromatic N-containing ligands as potential agents in cancer treatment. Curr Med Chem Anticancer Agents. 2005 5 137-147. 

Sugimoto, K. Ohki, S. (1964). Potential anticancer agents. Synthesis of aromatic nitrogen mustards containing azo group. Biochem J. 12(11), 1375-1378. 

Aromatic A -Oxides. - Tirapazamine is a bioreductive anticancer agent that is particularly toxic to hypoxic cells. The protection afforded from such drugs by oxygen is believed to indicate that oxygen radicals are not primarily responsible for their cytotoxicity, which probably results from DNA damage induced directly by reactive metabolites. Patterson and Taiwo have observed DMPO adducts of-OH, 02 and a carbon-centred radical upon the incubation... 

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