2022
DOI: 10.1039/d2nj00350c
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A Sn(iv) porphyrin with mitochondria targeting properties for enhanced photodynamic activity against MCF-7 cells

Abstract: Two readily synthesized Sn(IV) porphyrins (SnP, SnPH) have been prepared with and without cationic triphenylphosphonium moiety (TPP+), which have high singlet oxygen quantum yields (ca. 0.72) and long triplet state...

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Cited by 5 publications
(5 citation statements)
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“…Our recent research on Sn(IV) tetraarylporphyrins has hence focused primarily on how meso-aryl groups and axial ligands can be modified to red shift the Q band maximum (Table 1), hinder aggregation and/or enhance aqueous solubility, cellular uptake and lipophilicity of photosensitizer dyes. [36][37][38][39][40][41][42][43][44][45][46] It is anticipated that porphyrin analogues, such as corroles, chlorins and N-confused porphyrins, will be most likely to be used Fig. 4 Normalized absorption spectra of the Sn(IV) complexes of 1a tetraphenylporphyrin (SnTPP), 18a tetrathien-2-ylporphyrin (SnTTP), 44 13b octabromotetraphenylporphyrin (SnBr 8 TPP), 41 14b tetraphenylcorrole (SnTPC), 42 14a tetrathien-2-ylcorrole (SnTTC), 42 a tetraphenylchlorin model complex (SnTPChl), 18b tetrathien-2-ylchlorin (SnTTChl) 44 and 20a N-confused tetraphenylporphyrin (SnTPNCP) in DMF and benzene.…”
Section: Perspective Dalton Transactionsmentioning
confidence: 99%
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“…Our recent research on Sn(IV) tetraarylporphyrins has hence focused primarily on how meso-aryl groups and axial ligands can be modified to red shift the Q band maximum (Table 1), hinder aggregation and/or enhance aqueous solubility, cellular uptake and lipophilicity of photosensitizer dyes. [36][37][38][39][40][41][42][43][44][45][46] It is anticipated that porphyrin analogues, such as corroles, chlorins and N-confused porphyrins, will be most likely to be used Fig. 4 Normalized absorption spectra of the Sn(IV) complexes of 1a tetraphenylporphyrin (SnTPP), 18a tetrathien-2-ylporphyrin (SnTTP), 44 13b octabromotetraphenylporphyrin (SnBr 8 TPP), 41 14b tetraphenylcorrole (SnTPC), 42 14a tetrathien-2-ylcorrole (SnTTC), 42 a tetraphenylchlorin model complex (SnTPChl), 18b tetrathien-2-ylchlorin (SnTTChl) 44 and 20a N-confused tetraphenylporphyrin (SnTPNCP) in DMF and benzene.…”
Section: Perspective Dalton Transactionsmentioning
confidence: 99%
“…Our recent research on Sn( iv ) tetraarylporphyrins has hence focused primarily on how meso -aryl groups and axial ligands can be modified to red shift the Q band maximum (Table 1), hinder aggregation and/or enhance aqueous solubility, cellular uptake and lipophilicity of photosensitizer dyes. 36–46 It is anticipated that porphyrin analogues, such as corroles, chlorins and N-confused porphyrins, will be most likely to be used in future in the context of PDT. Four specific types of structurally modified porphyrin analogues have been examined; octabrominated tetraarylporphyrin dyes in which the pyrrole moieties are modified at the β positions (Fig.…”
Section: Optical Properties Of Sn(iv)-porphyrinoidsmentioning
confidence: 99%
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“…This Sn(IV) porphyrin was substituted by a TPP moiety to obtain mitochondria‐targeted SnPH (Figure 1). [18] Rh123 assay demonstrated that SnPH induced apoptotic cell death by targeting mitochondria. SnPH produced more intracellular ROS because the mitochondria in which SnPH accumulated on a targeted basis contained high concentrations of oxygen.…”
Section: Porphyrins and Phthalocyanines Conjugated With Small Molecul...mentioning
confidence: 99%
“…This Sn(IV) porphyrin was substituted by a TPP moiety to obtain mitochondria-targeted SnPH (Figure 1). [18] Rh123 assay demonstrated that Mengyuan Li received her bachelor's degree in pharmaceutical preparation in 2019 from Qingdao University of Science and Technology. Then, she joined Dr. Ke Zheng's research group and studied for a master's degree in Qingdao University of Science and Technology.…”
Section: Porphyrins and Phthalocyanines Substituted With Triphenylpho...mentioning
confidence: 99%