Carbazole appended trans-dicationic pyridinium porphyrin finds supremacy in DNA binding/photocleavage over a non-carbazolyl analogue
Dalton Transactions, ISSN: 1477-9234, Vol: 51, Issue: 33, Page: 12453-12466
2022
- 15Citations
- 13Captures
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Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
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Metrics Details
- Citations15
- Citation Indexes15
- 15
- CrossRef11
- Captures13
- Readers13
- 13
Article Description
A carbazolyl appended trans-pyridyl porphyrin (1) was synthesized and its dicationic form 2 was obtained by methylation of the pyridyl group. Copper and zinc complexes of porphyrin 2 (Cu(ii), 3; Zn(ii), 4) were isolated and characterized by various modern spectroscopic techniques. The DNA binding properties of 2, 3, and 4 have been explored against calf thymus-DNA (CT-DNA). DNA binding was quantized using the intrinsic binding constant (K) that was calculated by UV-visible absorption spectroscopy, and the value K = 1.6 × 10 M for compound 2 reveals a better interaction of 2 towards CT-DNA than those of 3 (3.1 × 10 M) and 4 (3.4 × 10 M), which follows the order 2 > 4 > 3. The fluorescence quenching efficiency and ethidium bromide quenching assay also indicated a good binding affinity of all the compounds towards CT-DNA. Furthermore, the spectroscopic data suggest that the possible mode of interaction is intercalation. The docking studies were in accordance with the experimental results. Notably, DNA cleavage studies reveal that 2 shows better damage than 3 and 4 which is in accordance with the binding affinity order 2 > 4 > 3. The observed quantum yield (2: 0.65, 3: 0.33, and 4: 0.97) and no change in DNA cleavage in the presence of NaN reveal the involvement of singlet oxygen. The singlet excited state lifetimes were in the range of 6.3-1.2 ns. Furthermore, these porphyrins can be investigated as interesting photosensitizers in photodynamic therapy and photochemotherapy.
Bibliographic Details
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85132723950&origin=inward; http://dx.doi.org/10.1039/d2dt00555g; http://www.ncbi.nlm.nih.gov/pubmed/35730410; https://xlink.rsc.org/?DOI=D2DT00555G; https://dx.doi.org/10.1039/d2dt00555g; https://pubs.rsc.org/en/content/articlelanding/2022/dt/d2dt00555g
Royal Society of Chemistry (RSC)
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