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| Content Provider | Royal Society of Chemistry (RSC) |
|---|---|
| Author | Zhang, Yang Xie, Jie Gu, Ying Zhang, Luyong Li, Cong Zhao, Jingquan Chen, Hongxia |
| Copyright Year | 2009 |
| Abstract | Elsinochrome A (EA) possesses the highest singlet-oxygen quantum yield (0.98) amongst the perilenoquinoid pigments and may be suitable as a phototherapeutic drug. However, there have been virtually no studies into its medicinal applications. Based on the analysis of chemical derivatives of hypocrellins (the same family as EA), 5-(3-mercapto-1-propanesulfonic acid)-substituted elsinochrome A (MPEA) with an amphiphilicity was designed and synthesized by considering drug delivery and biological activity requirements. MPEA possesses a water solubility of 5.1 mg mL−1, which is just sufficient to enable dissolution at a clinically acceptable concentration, while its partition coefficient (n-octanol/phosphate buffered saline) of 7 guarantees affinity to biological targets. MPEA could photogenerate semiquinone anion radicals and reactive oxygen species, especially singlet oxygen, at a yield of 0.73, which approaches that for hypocrellin B. Biological tests confirmed that the photodynamic activity of MPEA was as high as 60% of that of its parent EA, which is significantly higher than that of most other photosensitizers. |
| Starting Page | 1676 |
| Ending Page | 1682 |
| Page Count | 7 |
| File Format | HTM / HTML PDF |
| ISSN | 1474905X |
| Volume Number | 8 |
| Issue Number | 12 |
| Journal | Photochemical & Photobiological Sciences |
| DOI | 10.1039/b9pp00046a |
| Language | English |
| Publisher | Royal Society of Chemistry |
| Access Restriction | Open |
| Subject Keyword | Phosphate-buffered saline Reactive oxygen species Singlet oxygen Carboxylic acid Quantum mechanics Ion Drug delivery Partition coefficient MPEA Semiquinone |
| Content Type | Text |
| Resource Type | Article |
| Subject | Physical and Theoretical Chemistry |
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