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Synthesis of analogues of a flexible thiopyrylium photosensitizer for purging blood-borne pathogens and binding mode and affinity studies of their complexes with DNA
- Source :
- Bioorganic & Medicinal Chemistry. 15:4406-4418
- Publication Year :
- 2007
- Publisher :
- Elsevier BV, 2007.
-
Abstract
- A series of thio- and selenopyrylium analogues of 2,4-di(4-dimethylaminophen-yl)-6-methylthiopyrylium iodide were prepared in five steps from 4-dimethylaminophenyl-propargyl aldehyde and the corresponding lithium acetylide. When bound to DNA, all of the dyes absorb at wavelengths >600 nm, which avoids the hemoglobin band I maximum at 575 nm. The binding of the series of dyes to double-stranded DNA was examined spectrophotometrically and by isothermal titration calorimetry to determine binding constants, by a topoisomerase I DNA unwinding assay, by competition dialysis with [poly(dGdC)] 2 and [poly(dAdT)] 2 , and by ethidium bromide displacement studies to examine propensities for intercalation, and by circular dichroism studies. The dyes were found to show mixed binding modes.
- Subjects :
- DNA, Bacterial
Circular dichroism
Magnetic Resonance Spectroscopy
Chemical Phenomena
Stereochemistry
Clinical Biochemistry
Intercalation (chemistry)
Pharmaceutical Science
Thio
Thiophenes
Calorimetry
Binding, Competitive
Biochemistry
chemistry.chemical_compound
Ethidium
Drug Discovery
Blood-Borne Pathogens
Enzyme Inhibitors
Molecular Biology
Photosensitizing Agents
Chemistry, Physical
DNA, Superhelical
Circular Dichroism
Acetylide
Organic Chemistry
Isothermal titration calorimetry
Combinatorial chemistry
chemistry
Stability constants of complexes
Nucleic Acid Conformation
Molecular Medicine
Indicators and Reagents
Spectrophotometry, Ultraviolet
Topoisomerase I Inhibitors
Ethidium bromide
Dialysis
DNA
Subjects
Details
- ISSN :
- 09680896
- Volume :
- 15
- Database :
- OpenAIRE
- Journal :
- Bioorganic & Medicinal Chemistry
- Accession number :
- edsair.doi.dedup.....4be07efcd9fb675c670b8d98bbb975f2