Synthesis and photobiological study of a novel chlorin photosensitizer BCPD-18MA for photodynamic therapy

Zhang, Jialiang; Deng, Li; Yao, Jing; Gu, Ping; Yang, Feng; Wang, Xiuxin; Liu, Wei; Zhang, Yingying; Ke, Xingfa; Xie, Jing; Chen, Jianming

doi:10.1016/j.bmc.2011.07.041

Cited by 22 publications

(13 citation statements)

References 30 publications

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“…Compared with the control groups, the number of apoptotic cells in Ps I-PDT group clearly increased, and the HeLa cell apoptosis displayed an obvious dependency on Ps I concentration and light energy intensity (data not shown). Given that the upper left quadrant represents cell fragments (27), the presence and increase in the cell fragment population in the upper left quadrant indicated that the Ps I-mediated PDT was able to damage the target cells. The apoptosis of HeLa cells post-Ps I-PDT was determined by the characteristic nuclear fragmentation and the representative apoptotic bodies observed with confocal and electron microscopy, respectively.…”

Section: Discussionmentioning

confidence: 99%

Antitumor effect of photodynamic therapy with a novel targeted photosensitizer on cervical carcinoma

Xiao

et al. 2014

Oncology Reports

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The antitumor effect of photodynamic therapy (PDT) mediated by a novel photosensitizer I (Ps I; {γ-[N-poly(ethyleneglycol)]folic acid}-5,10,15-tris(3-hydroxyphenyl)-20-(4-carboxyphenyl)chlorin), in which chlorin was used as a photoactive unit, folic acid as a tumor‑targeting warhead, and polyethylene glycol as a linker, on cervical carcinoma was studied in vitro and in vivo. Ps I exhibited a considerably higher cellular uptake by HeLa cells than folic acid-free analogue Ps A (tert-butyl N-poly(ethyleneglycol)ethylcarbamate-5,10,15-tris(3-hydroxyphenyl)-20-(4-carboxyphenyl)chlorin), and the cellular uptake by HeLa cells of Ps I could be competitively inhibited by excess folic acid. Moreover, at different time points after the intravenous (i.v.) injection of Ps I and A, Ps I produced a >2-fold higher tumor to normal tissue ratio in tumor-bearing nude mice as compared to Ps A. MTT assay indicated that the HeLa cell proliferation inhibition ratio was increased 34% after Ps I-PDT compared with Ps A-PDT with a photosensitizer concentration of 15.2 µmol/l. Administration of Ps I (7 mg/kg, i.v.) followed by light exposure (80 J/cm2) markedly suppressed the growth of xenograft tumors, and the tumor volume was 10-fold smaller than that of the control group. Tumor growth inhibition in vitro and in vivo had an obvious dependency on the Ps I concentration and irradiation dose. The mode of cell death post-Ps I-PDT was analyzed by flow cytometry, confocal laser scanning microscopy, and electron microscope, and the results suggested that apoptosis was the primary mode of HeLa cell death induced by Ps I-PDT. The results also demonstrated that tumor targeting of Ps I was clearly improved because of the endocytosis mediated by the folate receptor. As a result, Ps I-PDT exhibited higher antitumor activity than Ps A-PDT and has potential as an alternative treatment modality for cervical cancer.

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Section: Discussionmentioning

confidence: 99%

Antitumor effect of photodynamic therapy with a novel targeted photosensitizer on cervical carcinoma

Xiao

et al. 2014

Oncology Reports

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“…Liposomes have been also exploited as drug carriers for novel chlorin PS (±)-trans-3,4-dimethoxycarbonyl-4,4a-dihydro-4a,8,14, 19-tetramethyl-18-ethyl-23H,25H-benzo [b] porphine-11,13-dimethoxycarbonyl-9-propanoic acid (benzochloroporphyrin monoacid derivative, BCPD-18MA) [74]. The chemical structure of BCPD-18MA is shown in Fig.…”

Section: Liposomal Formulationsmentioning

confidence: 99%

Nanostructural Hybrid Sensitizers for Photodynamic Therapy

Kępczyński

Dzieciuch²,

Nowakowska³

2012

CPD

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Photodynamic therapy (PDT) is a clinically approved method for treatment of cancer, microbial infections, and some other diseases. PDT has proved effective in the treatment of malignancies of various organs, including lung, bladder, gastrointestinal tract, and skin, and in the therapy of bacterial infection of skin wounds and carious lesions. It employs a combination of light and a drug (photosensitizer, PS) to induce phototoxicity against cancerous cells or bacteria. The efficiency of currently used PSs is limited due to their hydrophobic nature, which causes aggregation of the PS in aqueous media and low tumor selectivity (a low value of the tumor-to-normal tissue ratio). The purpose of this review is to present some aspects of the current state of knowledge on nanostructural carriers for the PS delivery. In this paper we reviewed studies on the development of nanostructural materials for PDT, especially those based on the polymeric and liposomal formulation of PS. We focused mainly on the nanostructural PSs obtained by the covalent attachment of hydrophilic polymer chain to the low-molecular-weight PS, the incorporation of PS into polymeric nanostructures such as micelles, and the solubilization of PS in liposome carriers.

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“…Intracellular localization. The intracellular location of the PS is of special significance to photodynamic efficacy, it determines the site of primary photodamages and the type of cellular response to the therapy [18]. The intracellular localization of TMC was evaluated by confocal microscopy upon exposure of Eca-109 cells to TMC (5 μM) for 4 h. TMC was mainly distributed in cytoplasm and nuclear membranes as shown in Fig.…”

Section: Uv-vis Absorption and Emission Spectrum Uv-vis Andmentioning

confidence: 99%

In vitro and in vivo antitumor activity of a novel chlorin derivative for photodynamic therapy

Zhang¹,

Zhang²,

Li³

et al. 2016

neo

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In presented paper, a new chlorin derivative 5,10,15,20-tetrakis[(5-N-morpholino)pentyl] chlorin (TMC) was investigated as a photosensitizer in photodynamic therapy (PDT). Cellular uptake, cytotoxicity, intracellular location, biodistribution and antitumor effects were studied using human esophageal cancer cells (Eca-109) and human cervical cancer cells (Hela) in vitro and an esophageal cancer model in BALB/c nude mice. Cellular uptake and biodistribution of TMC were measured by fluorescence spectrophotometer. Cytotoxicity of TMC against Eca-109 and Hela cells was determined by MTT assay. The intracellular location of TMC was detected with a confocal microscopy. It was showed that TMC could rapidly accumulate in tumor cells and localize in cytoplasm. TMC was found to be low-toxic in dark but extensively photosensitive in vitro. A fast clearance rate of TMC was observed in Eca-109-bearing mice. In particular, TMC could significantly inhibit the tumor growth and exhibit a notable antitumor efficacy for PDT in vivo.

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Synthesis and photobiological study of a novel chlorin photosensitizer BCPD-18MA for photodynamic therapy

Cited by 22 publications

References 30 publications

Antitumor effect of photodynamic therapy with a novel targeted photosensitizer on cervical carcinoma

Antitumor effect of photodynamic therapy with a novel targeted photosensitizer on cervical carcinoma

Nanostructural Hybrid Sensitizers for Photodynamic Therapy

In vitro and in vivo antitumor activity of a novel chlorin derivative for photodynamic therapy

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