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• W2495684754 abstract "There is growing interest in agents, such as the pyrrolo[2,1-c][1,4]benzodiazepines (PBDs), that can recognize and bond to specific sequences of DNA. They have potential as gene regulators with possible therapeutic application in the treatment of genetic disorders, including some cancers; as selective anti-infective agents; and as probes and tools for use in molecular biology (Dervan, 1986; Hurley and Boyd, 1988; Hurley, 1989; Thurston and Thompson, 1990). It is now approaching 30 years since the first PBD antitumour antibiotic, anthramycin, was discovered by Leimgruber (Leimgruber et al. 1965a, b). Since then, a total of nine naturally occurring PBDs have been reported, and over ten synthetic routes have been developed, leading to a variety of analogues (Thurston et al. 1992a). Biosynthetic pathways for the best-known natural products have been elucidated (Hurley and Speedie, 1981), and their mechanism of action has been studied by Kohn (Kohn, 1975) and more extensively by Hurley (Hurley and Needham-VanDevanter, 1986). It has now been established that the PBDs bind covalently in the minor groove of DNA to the exocyclic N2 of a guanine base via an acid-labile aminal bond. All these aspects of the PBDs have been reviewed in detail (Remers, 1988), and a number of general reviews have appeared (Thurston and Hurley, 1983; Hurley and Thurston, 1984). The objective of this chapter is to highlight recent advances in understanding the mechanism of formation of guanine-N2 adducts resulting from the application of high-field NMR, molecular modelling and DNA footprinting techniques during the last 10 years. Recent studies concerning the dynamics of DNA—adduct formation are also included. Possible correlations between drug structure, DNA-binding and biological activity are discussed, including the results of recent DNA-repair studies. Finally, examples of the application of this knowledge to the rational design of PBD analogues with modified DNA base-sequence selectivity and enhanced cytotoxicity are described." @default.
• W2495684754 created "2016-08-23" @default.
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• W2495684754 date "1993-01-01" @default.
• W2495684754 modified "2023-09-24" @default.
• W2495684754 title "Advances in the Study of Pyrrolo[2,1-c] [1,4]benzodiazepine (PBD) Antitumour Antibiotics" @default.
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• W2495684754 doi "https://doi.org/10.1007/978-1-349-12356-8_3" @default.
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