2019
DOI: 10.1016/j.poly.2019.05.042
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Dicationic porphyrins bearing thienyl and pyridinium moieties: Synthesis, characterization, DNA interaction and cancer cell toxicity

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Cited by 9 publications
(9 citation statements)
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“…The reasonably good hypochromism and negligible bathochromic shift in the Soret band of all porphyrins suggest that these compounds bind to CT‐DNA through outside binding mode with self‐stacking [19] . The intrinsic binding constant of porphyrins with CT‐DNA, calculated using the standard procedure [20] which ranges from 5.32±0.12×10 5 to 1.29×10 6 M −1, which is comparable to our previously reported thienyl porphyrins with 3/4‐pyridinium moieties [9] . Further, the interaction of porphyrins with DNA was performed by fluorescence spectral techniques.…”
Section: Resultssupporting
confidence: 70%
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“…The reasonably good hypochromism and negligible bathochromic shift in the Soret band of all porphyrins suggest that these compounds bind to CT‐DNA through outside binding mode with self‐stacking [19] . The intrinsic binding constant of porphyrins with CT‐DNA, calculated using the standard procedure [20] which ranges from 5.32±0.12×10 5 to 1.29×10 6 M −1, which is comparable to our previously reported thienyl porphyrins with 3/4‐pyridinium moieties [9] . Further, the interaction of porphyrins with DNA was performed by fluorescence spectral techniques.…”
Section: Resultssupporting
confidence: 70%
“…Low intense fluorescence signals were detected for the copper(II) metalloporphyrins. Like the previously reported 4-pyridyl/3-pyridyl analogs, [9] the Zinc (II) complexes show blue shifted emission bands, and the shift is around ∼ 40 nm. The Spectral data of porphyrins P1-P4 recorded in DMF are given in Table S1.…”
Section: Chemistryselectsupporting
confidence: 79%
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“…The role of cationic porphyrin photosensitizers (PSs) has been long popularized due to their versatile applications in photobiology and photophysics. Designing of metal-free and metalated porphyrin macrocycles bearing pyridinium groups at meso -positions of porphyrins offers scope for exploring multifunctional therapeutics with ubiquitous involvement as agents in both anticancer and antimicrobial photodynamic therapy (PDT), along with their usage as reversible proteasominhibitors, immunosuppressives, anti-HIV agents, nonlinear optical imaging agents, magnetic resonance imaging agents, and other applications. Functionalization with combinations of pyridyl groups at meso -positions that are alkylated to afford water-soluble cations has been reported extensively and their photocytotoxicities studied. ,,, Nitronium porphyrin derivatives are known for their excellent membrane permeability and lysosomal accumulation in cells with high selectivity toward carcinomas , Cationic porphyrins serve as subcellular organelle-targeted photosensitizers that can localize in the cancer cell mitochondria or endoplasmic reticulum (ER) and promote PDT induced apoptosis leading to a range of inflammatory and immune responses generated by ROS that damage the microvasculature and tumor cells. , In the pursuit to develop new cationic PSs, an alternative approach to introduce substituents analogous to pyridinium ions at the meso -positions can be achieved by the incorporation of thienyl groups that can be further alkylated to generate the corresponding sulphonium or thiophenium ions.…”
mentioning
confidence: 99%