Quaternary benzo[c]phenanthridine alkaloids—novel cell permeant and red fluorescing DNA probes

@article{Slaninov2007QuaternaryBA,
  title={Quaternary benzo[c]phenanthridine alkaloids—novel cell permeant and red fluorescing DNA probes},
  author={Iva Slaninov{\'a} and Jiř{\'i} Slanina and Eva T{\'a}borsk{\'a}},
  journal={Cytometry Part A},
  year={2007},
  volume={71A}
}
Quaternary benzo[c]phenanthridine alkaloids (QBAs) are naturally occurring compounds isolated from plants in the Fumariaceae, Papaveraceae, Ranunculaceae, and Rutaceae families. In addition to having a wide range of biological activities, they are also attractive for their fluorescent properties. We observed interesting fluorescent characteristics in the QBAs–macarpine (MA), sanguirubine (SR), chelirubine (CHR), sanguilutine (SL), chelilutine (CHL), sanguinarine (SA) and chelerythrine (CHE… 
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33 Citations
Background Citations
8
Methods Citations
2

33 Citations

Fluorescence properties of selected benzo[c]phenantridine alkaloids and studies of their interaction with CT DNA
TLDR
Dramatic differences in fluorescence emission of all studied alkaloid in presence of calf thymus DNA in comparison to fluorescence of free alkaloids are proved.
Fluorescence Properties of Selected Benzo[c]phenanthridines
TLDR
It was found out that the presence of charged iminium nitrogen significantly decreased the fluorescence of the compounds and the utilization in epigenetic modification mechanisms studies as demethylase probe and as possible pH indicator was suggested.
Effect of quaternary benzo[c]phenanthridine alkaloids sanguilutine and chelilutine on normal and cancer cells.
Alkaloid chelirubine and DNA: blue and red luminescence.
Influence of Solvent Polarity and DNA-Binding on Spectral Properties of Quaternary Benzo[c]phenanthridine Alkaloids
TLDR
Macarpine is found to have the highest increase of fluorescence upon DNA binding, even under unfavourable pH conditions, probably a result of its unique methoxy substitution at C12 a characteristic not shared with other studied alkaloids.
Introduction of macarpine as a novel cell‐permeant DNA dye for live cell imaging and flow cytometry sorting
TLDR
This study evaluated the suitability of MA as a DNA dye for time‐lapse microscopy and flow‐cytometric cell sorting and found it to be suitable.
Benzo[c]phenanthridine alkaloids exhibit strong anti-proliferative activity in malignant melanoma cells regardless of their p53 status.
Synthesis, photophysical and acidochromic properties of a series of tetrahydrodibenzo[a,i]phenanthridine chromophores
Antitumor effects of the benzophenanthridine alkaloid sanguinarine: Evidence and perspectives.
TLDR
The complex of data currently available suggest the potential application of sanguinarine as an adjuvant in the therapy of cancer, but further pre-clinical studies are needed before such an antitumor strategy can be effectively translated in the clinical practice.
Seasonal Variation of Bioactive Alkaloid Contents in Macleaya microcarpa (Maxim.) Fedde
TLDR
The most important finding was that contents of CR, CL, SR and MA in the 12- and 13-year old plant roots were significantly higher than in 1- or 2- year old plants, and the proportion of individual alkaloids in aerial and underground parts thus changed significantly during the vegetative period.
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References

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TLDR
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TLDR
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TLDR
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TLDR
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