Redox and CD44 Dual‐Responsive Nanophotosensitizer Composed of Chlorin e6‐Conjugated Hyaluronic Acid via Disulfide Linkage for Targeted Photodynamic Treatment of Cancer Cells

2019 ◽  
Vol 40 (5) ◽  
pp. 439-445 ◽  
Author(s):  
Su Bum Park ◽  
Hyung Ha Jang ◽  
Hye Lim Lee ◽  
JungSoo Kim ◽  
Jae‐Woon Nah ◽  
...  
Keyword(s):  
Hyaluronic Acid ◽  
Cancer Cells ◽  
Chlorin E6 ◽  
Photodynamic Treatment ◽  
Disulfide Linkage ◽  
Dual Responsive

scholarly journals Hyaluronic Acid-Conjugated with Hyperbranched Chlorin e6 Using Disulfide Linkage and Its Nanophotosensitizer for Enhanced Photodynamic Therapy of Cancer Cells

Materials ◽  
2019 ◽  
Vol 12 (19) ◽  
pp. 3080 ◽  
Author(s):  
Shin Jung ◽  
Seunggon Jung ◽  
Doo Man Kim ◽  
Sa-Hoe Lim ◽  
Yong Ho Shim ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Hyaluronic Acid ◽  
Cancer Cells ◽  
Fluorescence Intensity ◽  
Polymer Materials ◽  
Chlorin E6 ◽  
Disulfide Linkage ◽  
Cd44 Receptor ◽  
Tumor Tissues

The main purpose of this study is to synthesize novel types of nanophotosensitizers that are based on hyperbranched chlorin e6 (Ce6) via disulfide linkages. Moreover, hyperbranched Ce6 was conjugated with hyaluronic acid (HA) for CD44-receptor mediated delivery and redox-sensitive photodynamic therapy (PDT) against cancer cells. Hyperbranched Ce6 was considered to make novel types of macromolecular photosensitizer since most of the previous studies regarding nanophotosensizers are concerned with simple conjugation between monomeric units of photosensitizer and polymer materials. Hyperbranched Ce6 was synthesized by conjugation of Ce6 each other while using disulfide linkage. To synthesize Ce6 tetramer, carboxyl groups of Ce6 were conjugated with cystamine and three equivalents of Ce6 were then conjugated again with the end of amine groups of Ce6-cystamine. To synthesize Ce6 decamer as a hyperbranched Ce6, six equivalents of Ce6 was conjugated with the end of Ce6 tetramer via cystamine linkage. Furthermore, HA-cystamine was attached with Ce6 tetramer or Ce6 decamer to synthesize HA-Ce6 tetramer (Ce6tetraHA) or HA-Ce6 decamer (Ce6decaHA) conjugates. Ce6tetraHA and Ce6decaHA nanophotosensitizers showed small diameters of less than 200 nm. The addition of dithiothreitol (DTT) and hyaluronidase (HAse) induced a faster Ce6 release rate in vitro drug release study, which indicated that Ce6tetraHA nanophotosensitizers possess redox-sensitive and HAse-sensitive release properties. Ce6tetraHA nanophotosensitizers showed higher intracellular Ce6 accumulation, higher ROS generation, and higher PDT efficacy than that of Ce6 alone. Ce6tetraHA nanophotosensitizers responded to the CD44 receptor of cancer cell surface, i.e., the pre-treatment of HA blocked CD44 receptor of U87MG or HCT116 cells and then inhibited delivery of nanophotosensitizers in vitro cell culture study. Furthermore, in vivo tumorxenograft study showed that fluorescence intensity in the tumor tissues was stronger than those of other organs, while CD44 receptor blocking by HA pretreatment induced a decrease of fluorescence intensity in tumor tissues when compared to liver. These results indicated that Ce6tetraHA nanophotosensitizers delivered to tumors by redox-sensitive and CD44-sensitive manner.

scholarly journals Redox-Responsive Nanophotosensitizer Composed of Chlorin e6-Conjugated Dextran for Photodynamic Treatment of Colon Cancer Cells

2016 ◽  
Vol 2016 ◽  
pp. 1-12 ◽  
Author(s):  
Chong Woo Chu ◽  
Je Ho Ryu ◽  
Young-IL Jeong ◽  
Tae Won Kwak ◽  
Hye Lim Lee ◽  
...  
Keyword(s):  
Colon Cancer ◽  
Cancer Cells ◽  
Chlorin E6 ◽  
Colon Cancer Cells ◽  
Photodynamic Treatment ◽  
Disulfide Linkage ◽  
Tumor Tissues ◽  
Redox Responsive ◽  
End Group

We synthesized dextran-chlorin e6 conjugates having disulfide linkage for specific targeting of colonic region and cancer cells. Reductive end group of dextran was treated with sodium borocyanohydride and conjugated with cystamine. Cystamine end group was conjugated with carboxylic acid of chlorin e6 (DEX6ss). DEX6ss conjugates were formed as spherical nanoparticles with small sizes less than 100 nm. Chlorin e6 (Ce6) was specifically released from DEX6ss nanoparticles in the presence of dextranase or glutathione (GSH), indicating that DEX6ss nanoparticles have responsiveness against dextranase and redox-environment. In dark-toxicity test using normal cells and cancer cells, Ce6 and DEX6ss nanoparticles were practically nontoxic. Intracellular delivery of DEX6ss nanoparticles was significantly improved compared to Ce6 itself. DEX6ss nanoparticles achieved significantly higher ROS production and phototoxicity against HCT116 colon cancer cells than Ce6 itself. Furthermore, DEX6ss nanoparticles showed enhanced tumor targeting efficiency and longer retention in the tumor tissues atin vivoanimal study with HCT116 tumor-bearing mice. Furthermore, DEX6ss nanoparticles have responsiveness against colonic enzyme, dextranase, indicating that they have potential of colon-specific delivery and dextranase-specific drug delivery capacity. We fabricated colon-specific and tumor-targetable nanophotosensitizer using DEX6ss conjugates. They showed improved cellular uptake ratio, phototoxicity, and colon-specificity. We suggest that DEX6ss nanoparticles can be considered as a promising candidate for PDT of colon cancer.

scholarly journals Effective Photodynamic Therapy for Colon Cancer Cells Using Chlorin e6 Coated Hyaluronic Acid-Based Carbon Nanotubes

2020 ◽  
Vol 21 (13) ◽  
pp. 4745 ◽  
Author(s):  
Prabhavathi Sundaram ◽  
Heidi Abrahamse
Keyword(s):  
Carbon Nanotubes ◽  
Colon Cancer ◽  
Cell Death ◽  
Photodynamic Therapy ◽  
Hyaluronic Acid ◽  
Cancer Cells ◽  
Chlorin E6 ◽  
Therapeutic Modality ◽  
Size Analysis ◽  
Colon Cancer Cells

Colon cancer is the third major cancer contributor to mortality worldwide. Nanosized particles have attracted attention due to their possible contribution towards cancer treatment and diagnosis. Photodynamic therapy (PDT) is a cancer therapeutic modality that involves a light source, a photosensitizer and reactive oxygen species. Carbon nanotubes are fascinating nanocarriers for drug delivery, cancer diagnosis and numerous potential applications due to their unique physicochemical properties. In this study, single walled carbon nanotubes (SWCNTs) were coupled with hyaluronic acid (HA) and chlorin e6 (Ce6) coated on the walls of SWCNTs. The newly synthesized nanobiocomposite was characterized using ultraviolet-visible spectroscopy, Fourier transform electron microscopy (FTIR), X-ray diffraction analysis (XRD), particle size analysis and zeta potential. The loading efficiency of the SWCNTs-HA for Ce6 was calculated. The toxicity of the nanobiocomposite was tested on colon cancer cells using PDT at a fluence of 5 J/cm2 and 10 J/cm2. After 24 h, cellular changes were observed via microscopy, LDH cytotoxicity assay and cell death induction using annexin propidium iodide. The results showed that the newly synthesized nanobiocomposite enhanced the ability of PDT to be a photosensitizer carrier and induced cell death in colon cancer cells.

Synergistic effect of buthionine sulfoximine on the chlorin e6-based photodynamic treatment of cancer cells

2019 ◽  
Vol 42 (11) ◽  
pp. 990-999 ◽  
Author(s):  
Hye Myeong Lee ◽  
Do Hoon Kim ◽  
Hye Lim Lee ◽  
Byungyoul Cha ◽  
Dae Hwan Kang ◽  
...  
Keyword(s):  
Synergistic Effect ◽  
Cancer Cells ◽  
Buthionine Sulfoximine ◽  
Chlorin E6 ◽  
Photodynamic Treatment

Hybrid nanoparticles based on chlorin e6-conjugated hyaluronic acid/poly(l-histidine) copolymer for theranostic application to tumors

2018 ◽  
Vol 6 (18) ◽  
pp. 2851-2859 ◽  
Author(s):  
Sang-Joon Lee ◽  
Young-IL Jeong
Keyword(s):  
Hyaluronic Acid ◽  
Tumor Cells ◽  
Breast Tumor ◽  
Chlorin E6 ◽  
Hybrid Nanoparticles ◽  
Therapeutic Application ◽  
Disulfide Linkage ◽  
Breast Tumor Cells

The aim of this study is to synthesize multifunctional hybrid nanoparticles composed of hyaluronic acid (HA) and poly(l-histidine) (PHS) with a disulfide linkage and chlorin e6 (HAPHSce6ss) for diagnostic and therapeutic application against breast tumor cells.

scholarly journals Comparison Direct Synthesis of Hyaluronic Acid-Based Carbon Nanodots as Dual Active Targeting and Imaging of HeLa Cancer Cells

ACS Omega ◽  
2021 ◽  
Author(s):  
Yu-Yu Aung ◽  
Aswandi Wibrianto ◽  
Jefry S. Sianturi ◽  
Desita K. Ulfa ◽  
Satya. C. W. Sakti ◽  
...  
Keyword(s):  
Hyaluronic Acid ◽  
Cancer Cells ◽  
Direct Synthesis ◽  
Active Targeting ◽  
Carbon Nanodots

An in vitro hyaluronic acid hydrogel based platform to model dormancy in brain metastatic breast cancer cells

2020 ◽  
Vol 107 ◽  
pp. 65-77 ◽  
Author(s):  
Akshay A. Narkhede ◽  
James H. Crenshaw ◽  
David K. Crossman ◽  
Lalita A. Shevde ◽  
Shreyas S. Rao
Keyword(s):  
Breast Cancer ◽  
Hyaluronic Acid ◽  
Metastatic Breast Cancer ◽  
Cancer Cells ◽  
Breast Cancer Cells ◽  
Metastatic Breast ◽  
Hyaluronic Acid Hydrogel
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