403822-05-9

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 3068-29-9 2,3,4-tri-O-acetyl-β-D-arabinosyl bromide 
• 113889-50-2 (3S,4R,5R)-2-bromotetrahydro-2H-pyran-3,4,5-triyl triacetate 

Relevant academic research and scientific papers

Cellular uptake and photocytotoxicity of glycoconjugated porphyrins in HeLa cells

Thirty-two glycoconjugated porphyrins were synthesized by a modification of Lindsey method in the presence of Zn(OAc)2·2H 2O as a template. The Zn2+ ion template strategy improved the yield about three-fold in the case of meta-substituted tetraphenylporphyrins. In addition, free-base porphyrins were obtained almost quantitatively by demetalation with 4 M HCl. Sixteen deacetylated glycoconjugated porphyrins were tested as candidate photodynamic therapy (PDT) drugs using HeLa cells. Most of the deacetylated glycoconjugated porphyrins showed higher cellular uptake than tetraphenylporphyrin tetrasulfonic acid (TPPS), and 5,10,15, 20-tetrakis[4-(β-D-arabinopyranosyloxy)phenyl] porphyrin (p-5d) in particular showed 18.5-fold higher uptake than TPPS. The photocytotoxicity of 5,10,15,20-tetrakis[4-(β-D-glucopyranosyloxy)phenyl] porphyrin (p-5a), p-5d and TPPS was examined with HeLa cells, using a light dose of 16 J/cm2. These photosensitizers had no cytotoxicity in the dark, but their photocytotoxicity increased in the order of TPPS p-5a p-5d. These results suggest p-5d is a good candidate for a PDT drug.

Tetraphenylbacteriochlorin derivatives and compositions containing the same

Provided is a tetraphenylbacteriochlorin derivative represented by the formula (I): 1[wherein R1, R2, R3 and R4, independently from each other, are a residue of a monosaccharide represented by the formulae: 2(wherein, R is a hydrogen or a protecting group)], or its salt. The tetraphenylbacteriochlorin derivative or its salt has a large molar extinction coefficient at long wavelengths which are expected to have a high tissue-penetrating property, and exhibits high selectivity to tumor cells and hydrophilicity.