Synthesis of axially disubstituted silicon phthalocyanines and investigation of theirin vitrocytotoxic/phototoxic anticancer activities

Abstract

In this study, two SiPcs have been selected and the photodynamic therapy potentials were evaluated of the Pcs. Synthesis of Axially 2-decyn-1-oxy disubstituted Es-SiPc-2 was newly synthesized by the reaction of SiPcCl2 with 2-decyn-1-ol in the presence of NaH in toluene. Furthermore, their nuclear imaging potentials were evaluated in human colon adenocarcinoma (HT-29) and human lung fibroblast cell (WI-38) cell lines. The uptake results have indicated that Es-SiPc labeled with [Formula: see text]I radionuclide ([Formula: see text]I-Es-SiPc) was approximately 2-fold higher in the HT-29 cell line than the WI-38 cell line. In other words, the target/non-target tissue ratio is defined as two in the HT-29/WI-38 cell lines. Besides, the uptake values of [Formula: see text]I-Es-SiPc were found to be higher than [Formula: see text]I-Es-SiPc-2. [Formula: see text]I-Es-SiPc and [Formula: see text]I-Es-SiPc-2 are promising for imaging or treating colon adenocarcinoma. In vitro photodynamic therapy (PDT) studies have shown that both compounds are suitable and can be used in this field. Also, Es-SiPc has been shown to have higher phototoxicity than Es-SiPc-2.

Design of N-heterocycle based-phthalonitrile/metal phthalocyanine–silver nanoconjugates for cancer therapies

“…Additionally, there were differences between the proliferative properties of Wl38 dark and light groups since the normal healthy cell line could respond to chemical compounds differently. 62–68 Therefore, some of the studied nanoconjugates exhibited high photocytotoxicity against the WI38 cell line. However, the cancer cells were affected by the studied irradiated/non-irradiated drug candidates approximately in a similar manner (darkness and light group).…”

“…Additionally, there were differences between the proliferative properties of Wl38 dark and light groups since the normal healthy cell line could respond to chemical compounds differently. [62][63][64][65][66][67][68] Fig. 3 The process of cancer formation and the predicted effect of nanoconjugates (1-4-AgNPs).…”

Subphthalocyanines as Efficient Photosensitizers with Nanomolar Photodynamic Activity against Cancer Cells

“…Aggregation is responsible for quenching of excited states and loss of photophysical properties. , Because of their 14 π-delocalized electrons, SubPcs possess interesting spectral and photophysical properties that are being investigated for many applications such as organic photovoltaics, organic light-emitting diodes, and fluorescent dyes. ,, These versatile tunable molecules enable attachment of different substituents to both peripheral and axial positions. This advantage together with their straightforward synthesis makes them a good alternative for other intensively studied PSs such as, e.g., BODIPY dyes. , Few recent literature reports have suggested the possibility of using SubPcs in PDT to kill bacteria , or for treatment of cancer. ,− Theranostic SubPcs combining a therapeutic (photodynamic) effect with diagnostics (cell imaging) have also been described . To the best of our knowledge, only one paper determined their half-maximal effective concentration (EC 50 ), which is a valuable parameter for comparing their activity with those of other PSs.…”