Synthesis and DNA binding of spirocyclic model compounds related to the neocarzinostatin chromophore.
[formula: see text] Spirocyclic model compounds which mimic the molecular architecture of one of the decomposition products of the antitumor agent NCS-chrom have been synthesized. These readily accessible molecules bind with remarkable efficiency to bulged DNA oligonucleotides, offering potential for the design of therapeutic agents.
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Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115, USA.
Jones
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GB
Qabaja
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Wright
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Johnson
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Goldberg
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IH
D004247:DNA / Q000378:metabolism*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D008956:Models, Chemical; D013237:Stereoisomerism; D009353:Zinostatin / Q000737:chemistry*
D006571:Heterocyclic Compounds; D004247:DNA; D009353:Zinostatin