Tumor-selective new piperazine-fragmented silicon phthalocyanines initiate cell death in breast cancer cell lines

Sarı, Ceren; Nalçaoğlu, Aleyna; Değirmencioğlu, İsmail; Eyüpoğlu, Figen Celep

doi:10.1016/j.jphotobiol.2021.112143

Cited by 13 publications

(3 citation statements)

References 72 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Piperazine is one of the widely used structural fragments in numerous biologically active compounds. Various piperazine derivatives demonstrated a high antiproliferative activity against different cancer cell lines [ 20 , 21 , 22 , 23 , 24 ]. The replacement of aliphatic diamines with piperazine results in increased conformational rigidity and lipophilicity, altering the proteolytic [ 25 , 26 ] and biological activity of PAs.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity

Nichugovskiy

Maksimova²,

Trapeznikova

et al. 2022

Molecules

View full text Add to dashboard Cite

Natural polyamines (PAs) are involved in the processes of proliferation and differentiation of cancer cells. Lipophilic synthetic polyamines (LPAs) induce the cell death of various cancer cell lines. In the current paper, we have demonstrated a new method for synthesis of LPAs via the multicomponent Ugi reaction and subsequent reduction of amide groups by PhSiH3. The anticancer activity of the obtained compounds was evaluated in the A‑549, MCF7, and HCT116 cancer cell lines. For the first time, it was shown that the anticancer activity of LPAs with piperazine fragments is comparable with that of aliphatic LPAs. The presence of a diglyceride fragment in the structure of LPAs appears to be a key factor for the manifestation of high anticancer activity. The findings of the study strongly support further research in the field of LPAs and their derivatives.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity

Nichugovskiy

Maksimova²,

Trapeznikova

et al. 2022

Molecules

View full text Add to dashboard Cite

show abstract

“…In the PDT process, a nontoxic photosensitizer will preferentially accumulate in tumor cells or their vasculature. After photoirradiation at a specific wavelength [6] [7] [8] [9], these photosensitizers will produce cytotoxic reactive oxygen species (ROS), principally singlet oxygen ( 1 O 2 ), which then kills the tumor cells [10] [11]. Photosensitizers that localize to mitochondria are considered more interesting for killing cells than those localizing at other cellular sites because they can cause cell death by apoptosis [12] [13].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical Properties and DNA-Photocleavage Activity of Silicon Phthalocyanine Derivatives

Sun¹,

Ge²,

Yang³

et al. 2022

View full text Add to dashboard Cite

Silicon phthalocyanine derivatives 1a and 1b were synthesized and characterized by UV, 1 H-NMR and MS. The photophysical properties of the compounds in DMSO were investigated. The maximum absorption peaks of compounds 1a and 1b at the Q-band are 681 nm. With ZnPc (Φ F = 0.20, Φ Δ = 0.67) as a reference, the fluorescence quantum yield (Φ F ) of 1a and 1b are 0.20 and 0.31 respectively, and the singlet oxygen quantum yield (Φ Δ ) are 0.66 and 0.59 respectively. The DNA-photocleavage activities of compounds 1a and 1b were studied by gel electrophoresis. Compounds 1a and 1b possess good photocleavage activity to pBR322 DNA. The results demonstrate that compounds 1a and 1b are potential photosensitizers for tumor therapy.

show abstract

“…Phthalocyanines and their derivatives are the molecules with strong absorption in near-infrared regions, chemical and thermal stability, and low toxicity in the dark, in general use to cancer therapy [13]. Phthalocyanines are used as individual cytotoxic agents with the high selectivity for cancer cells [14] or combined with other drugs [15].…”

Section: Introductionmentioning

confidence: 99%

The effect of silicon phthalocyanine on cell death and mitochondrial membrane potential in pancreatic cancer cells

KAYA

BOGUSLU

KABAK

et al. 2022

Turkish Journal of Analytical Chemistry

View full text Add to dashboard Cite

Silicon (SiPcs) phthalocyanines are advantageous because they do not aggregate due to their special structural features. Therefore, they have been widely used in a range of areas in chemical and biological technology. One of the common applications is the use of phthalocyanines on cancer therapies. Pancreas cancer is one of the most common cancers with a high rate of mortality around the world. In this study we therefore aimed to investigate the potential of SiPcs molecules which we previously synthesized for the first time, on increased cell death and the effect on mitochondrial activity in pancreatic cancer cells. The results showed the significantly selective cytotoxic effect of SiPc on cancer cells compared to normal cells. Mitochondrial membrane potential was not different in cancer cells but in normal cells after SiPcs treatment. Pre-incubation time (24h) of SiPcs before light irradiation induced more significant cytotoxicity in pancreatic cancer cells but not in normal cells compared to prolonged pre-incubation (48). This study revisited the biological function of previously synthesized SiPcs, and the results conclude the cytotoxic activity of SiPcs on pancreas cancer. These preliminary findings can be extended for other cancer types and detailed with in vivo models in the future.

show abstract

Tumor-selective new piperazine-fragmented silicon phthalocyanines initiate cell death in breast cancer cell lines

Cited by 13 publications

References 72 publications

Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity

Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity

Synthesis, Photophysical Properties and DNA-Photocleavage Activity of Silicon Phthalocyanine Derivatives

The effect of silicon phthalocyanine on cell death and mitochondrial membrane potential in pancreatic cancer cells

Contact Info

Product

Resources

About