Reference - Detail
| RRC ID | 67461 |
|---|---|
| Author | Hirohara S, Oka C, Totani M, Obata M, Yuasa J, Ito H, Tamura M, Matsui H, Kakiuchi K, Kawai T, Kawaichi M, Tanihara M. |
| Title | Synthesis, Photophysical Properties, and Biological Evaluation of trans-Bisthioglycosylated Tetrakis(fluorophenyl)chlorin for Photodynamic Therapy. |
| Journal | J Med Chem |
| Abstract |
trans-Bisthioglycosylated tetrakis(fluorophenyl)chlorin (7) was designed as a powerful photodynamic therapy (PDT) photosensitizer based on the findings of our systematic studies. We show here that the trans-bisthioglycosylated structure of 7 enhanced its uptake by HeLa cells and that the chlorin ring of 7 increased the efficiency of reactive oxygen species generation under the standard condition of our photocytotoxicity test. The versatility of 7 in PDT treatment was established using weakly metastatic B16F1 melanoma cells, metastatic 4T1 breast cancer cells, the RGK-1 gastric carcinoma mucosal cell line, and three human glioblastoma cell lines (U87, U251, and T98G). The pharmacokinetics of 7 in mice bearing 4T1 breast cancer cells showed a high tumor-to-skin concentration ratio (approximately 60) at 24 h after intraperitoneal injection. The PDT efficacy of 7 in vivo was approximately 250-times higher than that of mono-l-aspartyl chlorin e6 (9) in mice bearing 4T1 breast cancer cells. |
| Volume | 58(21) |
| Pages | 8658-70 |
| Published | 2015-11-12 |
| DOI | 10.1021/acs.jmedchem.5b01262 |
| PMID | 26457363 |
| MeSH | Animals Breast / drug effects Breast / pathology Breast Neoplasms / drug therapy* Breast Neoplasms / pathology Cell Line, Tumor Female Halogenation Humans Hydrocarbons, Chlorinated / chemical synthesis Hydrocarbons, Chlorinated / chemistry* Hydrocarbons, Chlorinated / pharmacokinetics Hydrocarbons, Chlorinated / therapeutic use* Mice Mice, Inbred BALB C Neoplasms / drug therapy Neoplasms / pathology Photochemotherapy Photosensitizing Agents / chemical synthesis Photosensitizing Agents / chemistry* Photosensitizing Agents / pharmacokinetics Photosensitizing Agents / therapeutic use* |
| IF | 6.205 |
| Altmetric score |
オルトメトリクス指標項目
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| The most frequently cited source | Patent(IFI CLAIMS) |
| Total number of mentions | 3 |
| Altmetric score changes over past 6months | 0.0 |
| Resource | |
| Human and Animal Cells | T98G(RCB1954) |