Synthesis of axially disubstituted silicon(IV) phthalocyanines and investigation of their photophysical and photochemical properties

Değirmencioğlu, İsmail; İren, Kübra; Yalçın, İzzet; Göl, Cem; Durmuş, Mahmut

doi:10.1016/j.molstruc.2021.131599

Cited by 10 publications

(3 citation statements)

References 26 publications

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“…21 Especially zinc and silicon phthalocyanines exhibit very good photochemistry and are widely used in PDT studies due to their efficient singlet oxygen production. 22–24…”

Section: Introductionmentioning

confidence: 99%

Peripherally, non-peripherally and axially pyrazoline-fused phthalocyanines: synthesis, aggregation behaviour, fluorescence, singlet oxygen generation, and photodegradation studies

2023

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“…21 Especially zinc and silicon phthalocyanines exhibit very good photochemistry and are widely used in PDT studies due to their efficient singlet oxygen production. 22–24…”

Section: Introductionmentioning

confidence: 99%

Peripherally, non-peripherally and axially pyrazoline-fused phthalocyanines: synthesis, aggregation behaviour, fluorescence, singlet oxygen generation, and photodegradation studies

2023

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“…On the other hand, the solubility problems of the phthalocyanines lead to a decrease in the absorption coefficient, which is important for singlet oxygen production. To solve this problem, peripheral/nonperipheral and/or axial substitution can be added to the phthalocyanine ring or metal ion to reduce aggregation and increase solubility [ 25 , 26 ]. The substituents placed on the skeleton and the metal atoms located in the cavity of the phthalocyanine ring can change the photophysical and photochemical properties of phthalocyanine compounds [ 27 ].…”

Section: Introductionmentioning

confidence: 99%

Water-soluble phthalocyanine photosensitizers for photodynamic therapy

ÖMEROĞLU,

DURMUŞ

2023

Turkish Journal of Chemistry

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Photodynamic therapy (PDT) is based on a photochemical reaction that is started when a photosensitizing process is activated by the light and results in the death of tumor cells. Solubility is crucial in PDT applications to investigate the physical and chemical characteristics of phthalocyanines, but, unfortunately, most phthalocyanines show limited solubility especially in water. To increase the solubility of phthalocyanines in polar solvents and water, ionic groups such as -SO 3 − , -NR 3 + , -COO − , and nonionic groups such as polyoxy chains are frequently added to the peripheral or nonperipheral positions of the phthalocyanine framework. Since water-solubility and NIR-absorbing properties are essential for efficient PDT activation, studies have been focused on the synthesis of these types of phthalocyanine derivatives. This review focuses on the photophysical, photochemical, and some in vitro or in vivo studies of the recently published ionic and nonionic phthalocyanine-mediated photosensitizers carried out in the last five years. This review will have positive contributions to future studies on phthalocyanine chemistry and their PDT applications as well as photochemistry.

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“…[17,18] Phthalocyanine compounds are used in many contemporary application areas such as photoluminescence, [19] photocatalytic, [20] photothermal activity, [21] non-linear optical (NLO), [22] and photodynamic therapy. [23] The aggregation and low solubility of these compounds in known organic solvents restrict their use in many modern biological applications. This situation disappears with the binding of appropriate substituents at peripheral and nonperipheral positions.…”

Section: Introductionmentioning

confidence: 99%

Quinoline‐fused both non‐peripheral and peripheral Zn^IIand Mg^IIphthalocyanines: Anti‐cholinesterase, anti‐α‐glucosidase, DNA nuclease, antioxidant activities, and in silico studies

Yalazan

Tüzün

Akkaya

et al. 2022

Applied Organom Chemis

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Quinoline-fused Zn II (ZnPc p /ZnPc np ) and Mg II (MgPc p /MgPc np ) phthalocyanines with four 4-methylquinolin-2-ol (1) at non-peripheral or peripheral positions of the phthalocyanine core have been synthesized via cyclotetramerization of phthalonitrile derivatives (CN p /CN np ) in the presence of zinc (II) and magnesium (II) metal ions in this study. After synthesis and characterization processes, anti-cholinesterase, anti-α-glucosidase, DNA nuclease, antioxidant activities, and in silico calculations of both peripheral and non-peripheral Zn II and Mg II phthalocyanines were investigated. The inhibitory effects of metallated phthalocyanines on acetylcholinesterase, butyrylcholinesterase, and α-glucosidase enzymes were tested by spectrophotometric method. Theoretical methods are used to compare both the chemical and biological activities of the studied phthalonitrile derivatives and metallated phthalocyanine compounds.

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Synthesis of axially disubstituted silicon(IV) phthalocyanines and investigation of their photophysical and photochemical properties

Cited by 10 publications

References 26 publications

Peripherally, non-peripherally and axially pyrazoline-fused phthalocyanines: synthesis, aggregation behaviour, fluorescence, singlet oxygen generation, and photodegradation studies

Peripherally, non-peripherally and axially pyrazoline-fused phthalocyanines: synthesis, aggregation behaviour, fluorescence, singlet oxygen generation, and photodegradation studies

Water-soluble phthalocyanine photosensitizers for photodynamic therapy

Quinoline‐fused both non‐peripheral and peripheral Zn^IIand Mg^IIphthalocyanines: Anti‐cholinesterase, anti‐α‐glucosidase, DNA nuclease, antioxidant activities, and in silico studies

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Synthesis of axially disubstituted silicon(IV) phthalocyanines and investigation of their photophysical and photochemical properties

Cited by 10 publications

References 26 publications

Peripherally, non-peripherally and axially pyrazoline-fused phthalocyanines: synthesis, aggregation behaviour, fluorescence, singlet oxygen generation, and photodegradation studies

Peripherally, non-peripherally and axially pyrazoline-fused phthalocyanines: synthesis, aggregation behaviour, fluorescence, singlet oxygen generation, and photodegradation studies

Water-soluble phthalocyanine photosensitizers for photodynamic therapy

Quinoline‐fused both non‐peripheral and peripheral ZnIIand MgIIphthalocyanines: Anti‐cholinesterase, anti‐α‐glucosidase, DNA nuclease, antioxidant activities, and in silico studies

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Quinoline‐fused both non‐peripheral and peripheral Zn^IIand Mg^IIphthalocyanines: Anti‐cholinesterase, anti‐α‐glucosidase, DNA nuclease, antioxidant activities, and in silico studies