Neocarzinostatin intercalation

Kumar A, Brown DT, Leno GH (2004) DNA intercalators differentially affect chromatin structure and DNA repUcation in Xenopus egg extract. Anticancer Drugs 15(6) 633—639 Kuo MT (1981) Preferential damage of active chromatin by bleomycin. Cancer Res 41(6) 2439—2443 Kuo MT, Sarny TS (1978) Effects of neocarzinostatin on mammalian nuclei release of nucleosomes. Biochim Biophys Acta 518(1) 186—190... 

Heavier metal ions and metal complexes can find sites on nitrogen atoms of the nucleic acid bases. Examples are the platinum complex cisplatin and the DNA-cleaving antibiotic neocarzinostatin (Box 5-B). Can metals interact with the n electrons of stacked DNA bases A surprising result has been reported for intercalating complexes of ruthenium (Ru) and rhodium (Rh). Apparent transfer of electrons between Ru (II) and Rh (III) over distances in excess of 4.0 nm, presumably through the stacked bases, has been observed,181 as has electron transfer from other ions.181a Stacked bases are apparently semiconductors.182... 

Among these are intercalating agents such as dauno-mycin (Figs. 5-22, 5-23), neocarzinostatin, and bleomycin (Box 5-B). These are alkylating reagents800 or attack DNA in other ways. The fact that such compounds are in use for chemotherapy emphasizes the need for new approaches to cancer treatment. 

Povirk LF, Dattagupta N, Warf BC, Goldberg IH (1981) Neocarzinostatin chromophore binds to deoxyribonucleic acid by intercalation. Biochemistry 20 4007-4014 Powers EL, Gampel-Jobbagy Z (1972) Water-derived radicals and radiation sensitivity of bacteriophage T7. Int J Radiat Biol 21 353-359... 

The anomers 65, containing the intercalator and carbohydrate moieties of the endiyne antibiotic neocarzinostatin, were synthesized from 2-amino-2-deoxy-D-galactose. They were shown to cleave DNA under photoirradiation (365 nm), but with a different site selectivity from that of neocarzinostatin. A multi-gram synthesis of UDP-iV-acetylmuramic acid was made possible by an improved synthesis of the 1-phosphate precursor. ... 

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