Synthesis of novel Chlorin e6-curcumin conjugates as photosensitizers for photodynamic therapy against pancreatic carcinoma

Jalde, Shivakumar S; Chauhan, Anil Kumar; Lee, Jihoon; Chaturvedi, Pratibha; Park, Joon-Suk

doi:10.1016/j.ejmech.2018.01.099

Cited by 43 publications

(33 citation statements)

References 23 publications

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“…Nevertheless, the search for new photosensitizers is also an active target for the development of PDT. Several works have reported the use of new compounds as promising photosensitizers [ 162 , 163 , 164 , 165 , 166 , 167 , 168 , 169 , 170 ]. From synthesized compounds based on previous structures to entirely new compounds, the research is in continuously update.…”

Section: Photodynamic Therapymentioning

confidence: 99%

Exploring the Applications of the Photoprotective Properties of Anthocyanins in Biological Systems

Oliveira

Correia

Pereira

et al. 2020

IJMS

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Due to their physical and chemical characteristics, anthocyanins are amongst the most versatile groups of natural compounds. Such unique signature makes these compounds a focus in several different areas of research. Anthocyanins have well been reported as bioactive compounds in a myriad of health disorders such as cardiovascular diseases, cancer, and obesity, among others, due to their anti-inflammatory, antioxidant, anti-diabetic, anti-bacterial, and anti-proliferative capacities. Such a vast number of action mechanisms may be also due to the number of structurally different anthocyanins plus their related derivatives. In this review, we highlight the recent advances on the potential use of anthocyanins in biological systems with particular focus on their photoprotective properties. Topics such as skin aging and eye degenerative diseases, highly influenced by light, and the action of anthocyanins against such damages will be discussed. Photodynamic Therapy and the potential role of anthocyanins as novel photosensitizers will be also a central theme of this review.

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Section: Photodynamic Therapymentioning

confidence: 99%

Exploring the Applications of the Photoprotective Properties of Anthocyanins in Biological Systems

Oliveira

Correia

Pereira

et al. 2020

IJMS

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“…9,10 Indeed, great attempts have already been made by researchers to chemical modifications, and a large number of curcumin analogues have been synthesized. [11][12][13][14][15] In this process, a major chemical class, namely the MCACs, evolves that is characterized by 1, 5-diaryl/heteroaryl penta-1, 4-dien-3-one and incorporating a range of alternative substituent groups into the terminal aryl rings. These MCACs display multiple biological activities, such as antitumor, [16][17][18][19][20][21] anti-inflammatory, [22][23][24] antioxidant 25 and neuroprotection.…”

Section: Introductionmentioning

confidence: 99%

<p>Synthesis and Biological Evaluations of Monocarbonyl Curcumin Inspired Pyrazole Analogues as Potential Anti-Colon Cancer Agent</p>

Min¹,

Yue²,

Hong³

et al. 2020

DDDT

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The monocarbonyl analogs of curcumin (MCACs) have been widely studied for their promising antitumor activity. Pyrazole is a five-membered aromatic heterocyclic system with various bioactivities incorporated frequently in drugs. However, few of MCACs inspired pyrazole analogues were investigated. To search for more potent cytotoxic agents based on MCACs, a series of new 1,5-diaryl/heteroaryl-1,4-pentadien-3-ones inspired pyrazole moiety was synthesized and evaluated on their anti-colon cancer activities. Methods: Fifteen new compounds were synthesized and characterized by spectral datum, and then they were tested preliminarily by MTT assay for their cytotoxic activities against a panel of four human cancer cell lines, namely, gastric (SGC-7901), liver (HepG2), lung (A549), and colon (SW620) cancer cells. Compound 7h exhibited excellent selectivity and outstanding anti-proliferation activity against SW620 cells among these 15 compounds. Further, the mechanisms were investigated by transwell migration and invasion assay, clonogenic assay, cell apoptosis analysis, cell cycle analysis, Western blot analysis. Results: The IC 50 value of 7h against SW620 cells was 12 nM, being more potent than curcumin (IC 50 = 9.36 μM), adriamysin (IC 50 = 3.28 μM) and oxaliplatin (IC 50 = 13.33 μM). Further assays showed that 7h inhibited SW620 cell migration, invasion and colony formation obviously, which was due to its ability to induce cell cycle arrest in the G2/M and S phases and apoptosis. Western blot assay revealed that 7h decreased the protein expression of ATM gene, which may primarily contribute to its anticancer activity against SW620 cells. Conclusion: A new MCACs 7h was synthesized and found to exhibit excellent antiproliferation activity against SW620 cells. Further studies indicated that 7h exerted its anticancer activity against SW620 cells probably via decreasing the ATM protein expression. The present study suggested that 7h was a promising candidate as an anti-colon cancer drug for future development.

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“…With the increase of curcumin concentration from 0.1 to 10 mM, the vascular damage was observed immediately after illumination, as was possible to confirm with the quantification analysis of the blood vessels, where all the concentrations kept the reduction around 30%. The literature shows that increasing the photosensitizer concentratio, also increases the effect of cell death in other tests besides CAM, such as increasing the apoptotic population for tumor cells [40] or greater antimicrobial activity [41].…”

Section: Discussionmentioning

confidence: 99%

Vascular Effects of Photodynamic Therapy with Curcumin in a Chorioallantoic Membrane Model

Buzzá

Freitas

Moriyama

et al. 2019

IJMS

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Photodynamic Therapy (PDT) is a treatment that requires light, a photosensitizing agent, and molecular oxygen. The photosensitizer is activated by light and it interacts with the oxygen that is present in the cellular microenvironment. The molecular oxygen is transformed into singlet oxygen, which is highly reactive and responsible for the cell death. Therefore, PS is an important element for the therapy happens, including its concentration. Curcumin is a natural photosensitizer and it has demonstrated its anti-inflammatory and anti-oxidant effects that inhibit several signal transduction pathways. PDT vascular effects of curcumin at concentrations varying from 0.1 to 10 mM/cm2 and topical administration were investigated in a chick Chorioallantoic Membrane (CAM) model. The irradiation was performed at 450 nm, irradiance of 50 mW/cm2 during 10 min, delivering a total fluence of 30 J/cm2. The vascular effect was followed after the application of curcumin, with images being obtained each 30 min in the first 3 h, 12 h, and 24 h. Those images were qualitatively and quantitatively analyzed with a MatLAB®. Curcumin was expected to exhibit a vascular effect due to its angio-inhibitory effect. Using curcumin as photosensitizer, PDT induced a higher and faster vascular effect when compared to the use of this compound alone.

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Synthesis of novel Chlorin e6-curcumin conjugates as photosensitizers for photodynamic therapy against pancreatic carcinoma

Cited by 43 publications

References 23 publications

Exploring the Applications of the Photoprotective Properties of Anthocyanins in Biological Systems

Exploring the Applications of the Photoprotective Properties of Anthocyanins in Biological Systems

<p>Synthesis and Biological Evaluations of Monocarbonyl Curcumin Inspired Pyrazole Analogues as Potential Anti-Colon Cancer Agent</p>

Vascular Effects of Photodynamic Therapy with Curcumin in a Chorioallantoic Membrane Model

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