Silicon phthalocyanines: synthesis and resurgent applications

Mitra, Koushambi; Hartman, Matthew C. T.

doi:10.1039/d0ob02299c

Cited by 65 publications

(53 citation statements)

References 127 publications

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“…Both π-π and electrostatic interactions were involved in the binding of Pcs tetrasulfonate derivatives to recombinant hamster prion protein [18]. It is tempting to speculate that two hydroxyl groups of SiPc(OH) 2 (SO 3 ) 1-3 which are protruding above and below the planar Pc molecule and are known to prevent its self-aggregation may also prevent its π-π interactions with PrP TSE [27]. The lack of local O 2 ( 1 ∆ g ) production, then, may make SiPc(OH) 2 (SO 3 ) 1-3 the least effective derivative in removing PrP TSE epitopes.…”

Section: Discussionmentioning

confidence: 99%

Prion Strains Differ in Susceptibility to Photodynamic Oxidation

Kostelanská¹,

Holada²

2022

Molecules

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Prion disorders, or transmissible spongiform encephalophaties (TSE), are fatal neurodegenerative diseases affecting mammals. Prion-infectious particles comprise of misfolded pathological prion proteins (PrPTSE). Different TSEs are associated with distinct PrPTSE folds called prion strains. The high resistance of prions to conventional sterilization increases the risk of prion transmission in medical, veterinary and food industry practices. Recently, we have demonstrated the ability of disulfonated hydroxyaluminum phthalocyanine to photodynamically inactivate mouse RML prions by generated singlet oxygen. Herein, we studied the efficiency of three phthalocyanine derivatives in photodynamic treatment of seven mouse adapted prion strains originating from sheep, human, and cow species. We report the different susceptibilities of the strains to photodynamic oxidative elimination of PrPTSE epitopes: RML, A139, Fu-1 > mBSE, mvCJD > ME7, 22L. The efficiency of the phthalocyanine derivatives in the epitope elimination also differed (AlPcOH(SO3)2 > ZnPc(SO3)1–3 > SiPc(OH)2(SO3)1–3) and was not correlated to the yields of generated singlet oxygen. Our data suggest that the structural properties of both the phthalocyanine and the PrPTSE strain may affect the effectiveness of the photodynamic prion inactivation. Our finding provides a new option for the discrimination of prion strains and highlights the necessity of utilizing range of prion strains when validating the photodynamic prion decontamination procedures.

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Section: Discussionmentioning

confidence: 99%

Prion Strains Differ in Susceptibility to Photodynamic Oxidation

Kostelanská¹,

Holada²

2022

Molecules

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“…Two recent studies investigated the in vitro activity of silicon Pcs (SiPcs) formulations against HeLa cells. Unlike most other Pcs, SiPcs possess two additional axial bonds that reduce aggregation in solution and can be synthetically tailored, thereby creating further scope for modulation of optical, chemical, and electronic properties [198]. The results of both studies [173,184] were very promising as they showed that SiPcs presented high photo cytotoxicity against HeLa cells and were non-cytotoxic/low-cytotoxic in the dark.…”

Section: Silicon Pcs (Sipcs)mentioning

confidence: 99%

Phthalocyanine and Its Formulations: A Promising Photosensitizer for Cervical Cancer Phototherapy

et al. 2021

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Cervical cancer is one of the most common causes of cancer-related deaths in women worldwide. Despite advances in current therapies, women with advanced or recurrent disease present poor prognosis. Photodynamic therapy (PDT) has emerged as an effective therapeutic alternative to treat oncological diseases such as cervical cancer. Phthalocyanines (Pcs) are considered good photosensitizers (PS) for PDT, although most of them present high levels of aggregation and are lipophilic. Despite many investigations and encouraging results, Pcs have not been approved as PS for PDT of invasive cervical cancer yet. This review presents an overview on the pathophysiology of cervical cancer and summarizes the most recent developments on the physicochemical properties of Pcs and biological results obtained both in vitro in tumor-bearing mice and in clinical tests reported in the last five years. Current evidence indicates that Pcs have potential as pharmaceutical agents for anti-cervical cancer therapy. The authors firmly believe that Pc-based formulations could emerge as a privileged scaffold for the establishment of lead compounds for PDT against different types of cervical cancer.

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“…[1][2][3][4] Silicon phthalocyanines (SiPcs) are a promising class of ternary additive due to their low manufacturing cost, industrial abundance and ability to efficiently transport electrons. [5][6][7] Bis(trihexylsilyl) SiPcs ((3HS) 2 -SiPc) and bis(tri-butylsilyl) SiPcs ((3BS) 2 -SiPc) were previously employed as a ternary additive in poly(3-hexylthiophene):phenyl-C 61 -butyric acid methyl ester (P3HT:PC 61 BM) bulk heterojunction (BHJ) OPV devices and provided a 20% increase in power conversion efficiency due to the additional absorption at 685 nm 8,9 Following these initial studies, researchers have explored engineering new SiPcs through increasing the conjugation of the axial groups with pyrenes to improve absorption in the UV region 10,11 as well as increasing the conjugation of the macrocycle to increase absorption in the NIR region. [12][13][14] SiPcs have even been modied to impart both additional photogeneration and increased device stability through active layer crosslinking.…”

Section: Introductionmentioning

confidence: 99%