Mitochondria-targeting properties and photodynamic activities of porphyrin derivatives bearing cationic pendant

Lei, Wanhua; Xie, Jingfan; Hou, Yuanjun; Jiang, Guoyu; Zhang, Hongyan; Wang, Pengfei; Wang, Xuesong; Zhang, Baowen

doi:10.1016/j.jphotobiol.2009.12.003

Cited by 63 publications

(61 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A factor that strongly affects PDT activity is the subcellular localization of the PS (20,30). The location of the PS determines which cellular targets would be damaged and which cell-response mechanisms would be triggered (18, 30, 31).…”

Section: Discussionmentioning

confidence: 99%

Effect of Molecular Characteristics on Cellular Uptake, Subcellular Localization, and Phototoxicity of Zn(II) N-Alkylpyridylporphyrins

Ezzeddine¹,

Al-Banaw

Tovmasyan

et al. 2013

Journal of Biological Chemistry

View full text Add to dashboard Cite

Background: Delivering molecules to selected cellular compartments is important for analytical and practical purposes. Results: Varying the length and positions of alkyl substituents results in preferential uptake of zinc porphyrins by particular cellular structures. Conclusion: Uptake, distribution, and phototoxicity of porphyrins depend on charge, lipophilicity, and molecular shape. Significance: Systematic chemical modification provides the basis for rational design of molecules targeting specific cellular compartments.

show abstract

Section: Discussionmentioning

confidence: 99%

Effect of Molecular Characteristics on Cellular Uptake, Subcellular Localization, and Phototoxicity of Zn(II) N-Alkylpyridylporphyrins

Ezzeddine¹,

Al-Banaw

Tovmasyan

et al. 2013

Journal of Biological Chemistry

View full text Add to dashboard Cite

show abstract

“…The mitochondrial internal membrane is negatively charged, and cationic PSs are more likely to be attracted to mitochondria through electrostatic interactions than neutral and anionic PSs (Morgan and Oseroff 2001). Four cationic meso-tetraphenylporphyrins, t w o w i t h tr i p h e n y l p h o s ph o n i um a nd t w o w i t h triethylammonium ion at the end of the alkoxy chain, in either the meta or para position of one meso-phenyl group, were all proved by confocal fluorescence microscopy to target mitochondria in a human breast cancer cell line (MCF-7 cells), despite the difference in lipophilicity (Lei et al 2010). Cationic phthalocyanine, 2,9,16,23-tetrakis (hexyldimethylammonio)zinc(II)phthalocyanine tetramethylsulphate (ZnPcA6), was shown to be accumulated in the inner mitochondrial membrane of HeLa cells.…”

Section: Mitochondrial Targetingmentioning

confidence: 98%

Porphyrin-based cationic amphiphilic photosensitisers as potential anticancer, antimicrobial and immunosuppressive agents

2017

View full text Add to dashboard Cite

Photodynamic therapy (PDT) combines a photosensitiser, light and molecular oxygen to induce oxidative stress that can be used to kill pathogens, cancer cells and other highly proliferative cells. There is a growing number of clinically approved photosensitisers and applications of PDT, whose main advantages include the possibility of selective targeting, localised action and stimulation of the immune responses. Further improvements and broader use of PDT could be accomplished by designing new photosensitisers with increased selectivity and bioavailability. Porphyrin-based photosensitisers with amphiphilic properties, bearing one or more positive charges, are an effective tool in PDT against cancers, microbial infections and, most recently, autoimmune skin disorders. The aim of the review is to present some of the recent examples of the applications and research that employ this specific group of photosensitisers. Furthermore, we will highlight the link between their structural characteristics and PDT efficiency, which will be helpful as guidelines for rational design and evaluation of new PSs.

show abstract

“…[26] HeLa cells were seeded in DMEM supplemented with 10 % fetal bovine serum (FBS) at a concentration of around 1 10 5 mL À1 in six-well cell culture plates. The plates were then placed overnight in an incubator at 37 8C with 5 % CO 2 for 24 h of incubation.…”

Section: Methodsmentioning

confidence: 99%

Graphene Oxide Noncovalent Photosensitizer and Its Anticancer Activity In Vitro

Zhou

Wang

Tang

et al. 2011

Chemistry A European J

109

View full text Add to dashboard Cite

Graphene oxide (GO) was investigated as a potential drug-delivery system due to its special properties and biocompatibility. Thus far, little has been done to use GO as a photosensitive drug-delivery system and to explore its anticancer activity in vitro in photodynamic therapy applications. Here, a novel GO-hypocrellin A (GO-HA) hybrid was prepared by a simple noncovalent method and its photodynamic activity was studied for the first time. The results showed that an efficient loading amount of HA on GO was as high as 1.0 mg mg(-1) and the stability of the hybrid was superior to that of the free hypocrellin A in aqueous solution. Furthermore, GO-HA can be excited by irradiation with light of appropriate wavelength to generate singlet oxygen, and in vitro experiments illustrated that GO-HA was efficiently taken up by tumor cells, and that light irradiation of such impregnated cells resulted in significant cell death. Thus, these properties of GO-HA could possibly make it especially promising for use in clinical photodynamic therapy.

show abstract

Mitochondria-targeting properties and photodynamic activities of porphyrin derivatives bearing cationic pendant

Cited by 63 publications

References 26 publications

Effect of Molecular Characteristics on Cellular Uptake, Subcellular Localization, and Phototoxicity of Zn(II) N-Alkylpyridylporphyrins

Effect of Molecular Characteristics on Cellular Uptake, Subcellular Localization, and Phototoxicity of Zn(II) N-Alkylpyridylporphyrins

Porphyrin-based cationic amphiphilic photosensitisers as potential anticancer, antimicrobial and immunosuppressive agents

Graphene Oxide Noncovalent Photosensitizer and Its Anticancer Activity In Vitro

Contact Info

Product

Resources

About