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The effect of phthalocyanine's periphery on the biological activities of carbazole-containing metal phthalocyanines
Dalton Transactions ( IF 3.5 ) Pub Date : 2023-04-11 , DOI: 10.1039/d3dt00615h Nazli Farajzadeh 1 , H Yasemin Yenilmez 1 , Dilek Bahar 2 , Nilgün Güler Kuşçulu 3 , Emine Kılıçkaya Selvi 3 , Zehra Altuntaş Bayır 1
Dalton Transactions ( IF 3.5 ) Pub Date : 2023-04-11 , DOI: 10.1039/d3dt00615h Nazli Farajzadeh 1 , H Yasemin Yenilmez 1 , Dilek Bahar 2 , Nilgün Güler Kuşçulu 3 , Emine Kılıçkaya Selvi 3 , Zehra Altuntaş Bayır 1
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This study reports the synthesis and characterization of two new mono- and di-substituted phthalonitriles namely 4-((9H-carbazol-3-yl)oxy)-5-chlorophthalonitrile and 4,5-bis((9H-carbazol-3-yl)oxy)phthalonitrile, respectively. Cyclotetramerization of the new phthalonitriles in the presence of zinc(II) acetate resulted in related zinc(II) phthalocyanines. To study the effect of the position and number of substituents on the biological properties of the phthalocyanines, peripherally or non-peripherally tetra-substituted zinc(II) phthalocyanines bearing (9H-carbazol-3-yl)oxy groups, as well as axially di-substituted silicon phthalocyanines containing the same groups, were prepared. Since gold nanoparticles are well-known as efficient drug delivery agents, the surface of these metal nanoparticles was functionalized with all the compounds. This modification also improved the solubility of the phthalocyanines in aqueous media. In this study, the antioxidant, DNA cleavage, and toxic/phototoxic activities of the resultant nanoconjugates were examined. With a combination of metal ion and substituent (nature, number, and position) effects, the silicon(IV) phthalocyanine exhibited the highest biological properties.
中文翻译：
酞菁外围对含咔唑金属酞菁生物活性的影响
本研究报告了两种新的单取代和双取代邻苯二甲腈的合成和表征，即 4-((9 H -carbazol-3-yl)oxy)-5-chlorophthalonitrile 和 4,5-bis((9 H -carbazol- 3-基）氧基）邻苯二甲腈。在醋酸锌 ( II )存在下，新型邻苯二甲腈的环四聚反应生成相关的锌 ( II ) 酞菁。研究取代基的位置和数量对酞菁、周边或非周边四取代锌( II )含(9 H)酞菁生物学性质的影响-carbazol-3-yl)oxy 基团，以及含有相同基团的轴向双取代的硅酞菁被制备出来。由于金纳米粒子是众所周知的高效药物递送剂，因此这些金属纳米粒子的表面被所有化合物功能化。这种修饰还提高了酞菁在水性介质中的溶解度。在这项研究中，检查了所得纳米缀合物的抗氧化剂、DNA 裂解和毒性/光毒性活性。结合金属离子和取代基（性质、数量和位置）的影响，硅 ( IV ) 酞菁表现出最高的生物学特性。
更新日期：2023-04-11
中文翻译：
酞菁外围对含咔唑金属酞菁生物活性的影响
本研究报告了两种新的单取代和双取代邻苯二甲腈的合成和表征，即 4-((9 H -carbazol-3-yl)oxy)-5-chlorophthalonitrile 和 4,5-bis((9 H -carbazol- 3-基）氧基）邻苯二甲腈。在醋酸锌 ( II )存在下，新型邻苯二甲腈的环四聚反应生成相关的锌 ( II ) 酞菁。研究取代基的位置和数量对酞菁、周边或非周边四取代锌( II )含(9 H)酞菁生物学性质的影响-carbazol-3-yl)oxy 基团，以及含有相同基团的轴向双取代的硅酞菁被制备出来。由于金纳米粒子是众所周知的高效药物递送剂，因此这些金属纳米粒子的表面被所有化合物功能化。这种修饰还提高了酞菁在水性介质中的溶解度。在这项研究中，检查了所得纳米缀合物的抗氧化剂、DNA 裂解和毒性/光毒性活性。结合金属离子和取代基（性质、数量和位置）的影响，硅 ( IV ) 酞菁表现出最高的生物学特性。
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