Combination of two chromophores: synthesis and PDT application of porphyrin-pentamethinium conjugate
Language English Country Great Britain, England Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
22154662
DOI
10.1016/j.bmcl.2011.11.066
PII: S0960-894X(11)01610-6
Knihovny.cz E-resources
- MeSH
- Apoptosis MeSH
- Bis-Trimethylammonium Compounds chemistry MeSH
- Cell Death MeSH
- Time Factors MeSH
- Models, Chemical MeSH
- Photochemotherapy instrumentation methods MeSH
- DNA Fragmentation MeSH
- HL-60 Cells MeSH
- Inhibitory Concentration 50 MeSH
- Humans MeSH
- Melanoma drug therapy MeSH
- Mice, Nude MeSH
- Mice MeSH
- Neoplasms drug therapy MeSH
- Porphyrins chemistry MeSH
- Drug Design MeSH
- Salts chemistry MeSH
- Animals MeSH
- Check Tag
- Humans MeSH
- Mice MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Bis-Trimethylammonium Compounds MeSH
- pentamethonium MeSH Browser
- Porphyrins MeSH
- Salts MeSH
A general method for the synthesis of a novel porphyrin with pentamethine periphery substitution is described. The combination of two chromophoric systems, a porphyrin macrocycle and a polymethine moiety was achieved by transformation of tetrapyridyl porphyrin. The synthetic strategy included conversion of the tetrapyridyl porphyrin to its corresponding 2,4-dinitrophenylpyridinuim salt, which was subsequently converted to tetrakis(meso-pentamethinium salt) on the porphyrin core. This novel porphyrin exhibited PDT properties as manifested by the induction of apoptosis in the myeloid cell line HL-60 and the effective reduction of amelanotic melanoma in nude mice.
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